Gumbo Limbo Cottage

Escape to The Gumbo Limbo Cottage, a charming 2BR, 2.5BA vacation rental with indoor-outdoor living and lush backyard oasis in laid-back Key West

Location

1112 Margaret Street
33040 Key West , FL
United States
24° 33' 9.072" N, 81° 47' 38.184" W
Florida US

Gumbo Limbo Cottage

Request More Information

Perfect escape

Reviewed by Emily R. on 2026-03-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our third stay at the cottage. We appreciate the quiet location, the artistic feel of the decor, and the generous inventory of supplies. It’s a gem.

Tropical escape

Reviewed by Emily R. on 2025-04-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We have stayed at the cottage twice and have just reserved it for a third visit. Aside from the numerous supplies and comforts, the cottage is art-filled and charming. We couldn’t get enough of the backyard deck and will dream of it until we return.

Charming cottage

Reviewed by Emily R. on 2024-04-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Lovely conch cottage filled with local art and situated in a private tropical garden. We immediately reserved the cottage for next year!
Manager response on 2024-04-19 - Response from Preferred Properties Management LLC
Thank you for your review and we are thrilled to have you back next year!

Convenient, comfortable and charming

Reviewed by Unknown on 2024-02-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Property managers are responsive and helpful. Owners have paid attention to detail and it is well-equipped. It is nicely-decorated, just a comfortable place to be. The green space and deck are attractive and useful.
Manager response on 2024-02-09 - Response from Preferred Properties Management LLC
Elizabeth, Thank you so much for your kind review and for staying with us at Gumbo Limbo. We greatly appreciate your comments and always strive to maintain high standards and meet our guests expectations. Please let us know if we can be of further help with your future vacation plans We look forward to seeing you back in Key West very soon! All the best! The Preferred Properties Team

Delight in Paradise!

Reviewed by Maura F. on 2024-03-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Gumbo Limbo exceeded expectations! The layout worked perfectly for my parents and I during our month long stay, and the front room was perfect for remote work. The house felt clean and well maintained, and all of the bed linens and towels were fresh/new (it’s the small things!). My only recommendation would be one or two more comfortable chairs for the deck, to be able to take more full advantage of the gorgeous backyard.
Manager response on 2024-03-21 - Response from Preferred Properties Management LLC
Thank you for the wonderful review. We will certainly pass along the suggestion for some extra lounge chairs.

A Home Away From Home

Reviewed by Unknown on 2025-02-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our second January stay. It was nice to return to a comfortable place. The house has everything you need, and then some. The location is perfect —near the buzz of Duval Street, yet apart, and a turn in the other direction has you at the gulf waters for scenic running or walking. The house has a comfortable seating area for reading or watching tv; outside is a private deck with green space. The kitchen had all we needed.

The Gumbo Limbo Cottage - Your Happy Place - 2BD/2.5 Bath

Unit Code: 1112M

Gumbo Limbo Cottage

Escape to The Gumbo Limbo Cottage, a charming 2BR, 2.5BA vacation rental with indoor-outdoor living and lush backyard oasis in laid-back Key West
Escape to the laid-back charm of Key West with The Gumbo Limbo Cottage, a beautiful and beachy vacation rental. Nestled in the heart of the island, this charming 1933 shotgun house has been impeccably restored and uniquely decorated, creating a tranquil and inviting atmosphere for your month-long getaway. As soon as you step inside, you'll be greeted by hardwood floors and vaulted ceilings that flow throughout the home. The front reading room, complete with a small refrigerator and desk, is the perfect spot for an early morning coffee or an afternoon nap, while the foyer doubles as a dining room with seating for four. The master bedroom is just inside French doors that lead to a king-size bed and a separate bathroom, including a private outdoor shower that can be accessed via a side door off of the bathroom. The guest room features a comfortable queen size bed, and both rooms are located off the main dining area, along with a guest bathroom with a large soaker tub and shower combo. The open living room and kitchen provide the perfect space for entertaining and cooking for your family and guests. The kitchen is complete with dishware and cookware, ready for you to create your own delicious items. There is countertop seating for two and a gas grill on the lower deck for BBQs. When the living room becomes too warm, you can lower the solar screens to let in natural light without the heat. The sliding glass doors open to the sundeck, complete with a table for six and lounging furniture, making it easy to enjoy indoor-outdoor living. The backyard is a true oasis, with lush Florida foliage and a large Florida almond tree, and Gumbo Limbo, which are native to Key West. Spend your days lounging on the sundeck or exploring all that this vibrant island has to offer. And, when it's time to wind down, retire to the comfort of your cozy home-away-from-home, complete with linens included and free WiFi. Please inquire about our pet policy. Don't miss out on the opportunity to experience the laid-back charm of Key West this winter - book your stay at this beautiful vacation rental today! Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. ------------- Free WiFi Cookware, Dishware, linens, & towels are provided. Monthly Rental Only: Due to a local city ordinance, the property is not licensed to be rented for less than 29 days
June 2026
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August 2026
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DatesPrice
06/01/2026 - 08/31/2026$178 /nt
06/01/2026 - 08/31/2026$243 /nt
06/01/2026 - 08/31/2026$4,768 /wk
06/01/2026 - 08/31/2026$6,859 /wk
06/01/2026 - 08/31/2026$5,238 /month
06/01/2026 - 08/31/2026$7,324 /month
09/01/2026 - 11/30/2026$181 /nt
09/01/2026 - 11/30/2026$385 /nt
09/01/2026 - 11/30/2026$5,066 /wk
09/01/2026 - 11/30/2026$11,039 /wk
09/01/2026 - 11/30/2026$5,364 /month
09/01/2026 - 11/30/2026$11,706 /month
12/01/2026 - 02/28/2027$370 /nt
12/01/2026 - 02/28/2027$496 /nt
12/01/2026 - 02/28/2027$14,397 /wk
12/01/2026 - 02/28/2027$9,861 /wk
12/01/2026 - 02/28/2027$11,248 /month
12/01/2026 - 02/28/2027$15,264 /month
03/01/2027 - 05/31/2027$359 /nt
03/01/2027 - 05/31/2027$500 /nt
03/01/2027 - 05/31/2027$9,629 /wk
03/01/2027 - 05/31/2027$14,147 /wk
03/01/2027 - 05/31/2027$10,334 /month
03/01/2027 - 05/31/2027$15,036 /month
06/01/2027 - 08/31/2027$261 /nt
06/01/2027 - 08/31/2027$314 /nt
06/01/2027 - 08/31/2027$7,386 /wk
06/01/2027 - 08/31/2027$8,840 /wk
06/01/2027 - 08/31/2027$7,785 /month
06/01/2027 - 08/31/2027$9,494 /month
5.0000
(8 Review)

Peace in the Tropics

February 2023

Overall
5

Extremely quiet and private backyard. Very clean, tastefully decorated and within walking distance to beaches, shops, bars, restaurants, museums, and art galleries. I highly recommend this property.

Perfect escape

February 2026
, Washington, DC US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

This was our third stay at the cottage. We appreciate the quiet location, the artistic feel of the decor, and the generous inventory of supplies. It’s a gem.

Tropical escape

February 2025
, Washington, DC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We have stayed at the cottage twice and have just reserved it for a third visit. Aside from the numerous supplies and comforts, the cottage is art-filled and charming. We couldn’t get enough of the backyard deck and will dream of it until we return.

A Home Away From Home

January 2025
, Lexington, KY Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second January stay. It was nice to return to a comfortable place. The house has everything you need, and then some. The location is perfect —near the buzz of Duval Street, yet apart, and a turn in the other direction has you at the gulf waters for scenic running or walking. The house has a comfortable seating area for reading or watching tv; outside is a private deck with green space. The kitchen had all we needed.

Charming cottage

March 2024
, Washington, DC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Lovely conch cottage filled with local art and situated in a private tropical garden. We immediately reserved the cottage for next year!

Manager's Response

Thank you for your review and we are thrilled to have you back next year!

Delight in Paradise!

February 2024
, Jamaica Plain, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Gumbo Limbo exceeded expectations! The layout worked perfectly for my parents and I during our month long stay, and the front room was perfect for remote work. The house felt clean and well maintained, and all of the bed linens and towels were fresh/new (it’s the small things!). My only recommendation would be one or two more comfortable chairs for the deck, to be able to take more full advantage of the gorgeous backyard.

Manager's Response

Thank you for the wonderful review. We will certainly pass along the suggestion for some extra lounge chairs.

Convenient, comfortable and charming

January 2024
, Lexington, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Property managers are responsive and helpful. Owners have paid attention to detail and it is well-equipped. It is nicely-decorated, just a comfortable place to be. The green space and deck are attractive and useful.

Manager's Response

Elizabeth, Thank you so much for your kind review and for staying with us at Gumbo Limbo. We greatly appreciate your comments and always strive to maintain high standards and meet our guests expectations. Please let us know if we can be of further help with your future vacation plans We look forward to seeing you back in Key West very soon! All the best! The Preferred Properties Team

Convenient, comfortable and charming

January 2024
, Lexington, KY Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Property managers are responsive and helpful. Owners have paid attention to detail and it is well-equipped. It is nicely-decorated, just a comfortable place to be. The green space and deck are attractive and useful.

Manager's Response

Elizabeth, Thank you so much for your kind review and for staying with us at Gumbo Limbo. We greatly appreciate your comments and always strive to maintain high standards and meet our guests expectations. Please let us know if we can be of further help with your future vacation plans We look forward to seeing you back in Key West very soon! All the best! The Preferred Properties Team

Leave a Review
2 Bed
2.5 Baths
Sleeps 4

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Ashe Street Serenade

Discover luxury in this 3-bed, 3.5-bath Old Town oasis. Revel in the gourmet kitchen, private pool, and elegant decor, while exploring Key West's vibrant attractions. Embrace serenity and adventure in paradise.

Location

613 Ashe Street
33040 Key West , FL
United States
24° 33' 33.1128" N, 81° 47' 38.7384" W
Florida US

Ashe Street Serenade

Request More Information

Great house!

Reviewed by Beth M. on 2025-12-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We chose to stay for the month of November and found Ashe Street Serenade to be available. We’re so glad that it was! The house was wonderful in so many ways: 3 bedrooms, each with its own bathroom plus an additional powder room on the first floor, which made things even more convenient. The living room/dining room and kitchen were perfect for entertaining, open and comfortable. The back deck is a bit crowded because of all of the furniture but it was sufficient and very nice. The pool is perfect for cooling off after a nice, long walk. The location was great for us, just under a mile from Duval. We like to patronize mostly places off Duval so the location worked out wonderfully! Don’t hesitate to rent here, you’ll love it! We only needed the management team once and they responded quickly! It was just a reset button on the water heater that needed to be hit!

Serenaded by Ashe Street

Reviewed by John D. on 2025-04-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is a very special house on a very special street. Spacious & extremely well-appointed it was the perfect property for us for a three-month stay. We are returning again next year. Having lived in Key West for 24+ years, this was our first time renting and it lived up to our expectations.

Our Preferred choice for Key West rentals

Reviewed by Christine B. on 2024-01-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Preferred is a good company with attentive service. We were very pleased.
Manager response on 2024-02-10 - Response from Preferred Properties Management LLC
Good afternoon. We want to thank you and say how much we appreciate you staying with us at Ashe St Serenade. We trust your time here was enjoyable and that we were able to address any concerns during your stay. Please let us know if we can be of help with any future vacation plans. We hope you will return to Key West and paradise very soon. The Preferred Properties Team

Ashe St Serenade - A Luxury Island Oasis - 3BD/3.5Bath - Private Pool

Unit Code: 613A

Ashe Street Serenade

Discover luxury in this 3-bed, 3.5-bath Old Town oasis. Revel in the gourmet kitchen, private pool, and elegant decor, while exploring Key West's vibrant attractions. Embrace serenity and adventure in paradise.
Welcome to your dream getaway in the charming Old Town Key West, where the tranquility of island living meets the excitement of tropical adventures. This enchanting 3 bedroom, 3.5 bathroom monthly vacation rental offers a serene retreat amidst the vibrant atmosphere of the island, ensuring an unforgettable experience for you and your loved ones. As you enter this magnificent residence, you'll be captivated by the dramatic ceiling heights, elegant wood flooring, and designer accents that exude sophistication and coastal elegance. The open-concept gourmet kitchen invites you to indulge in Key West's culinary delights, featuring a 48" gas range, an expansive island with seating, quartz countertops, stainless steel appliances, and a wine chiller. The telescoping door wall connects the indoor dining area to the outdoor seating, creating the perfect ambiance for memorable meals and tropical libations. For entertaining purposes, the residence offers comfortable seating arrangements that cater to socializing and dining. In addition to the living room, there is a separate dining room that accommodates up to six people. Furthermore, the kitchen is equipped with an island that offers additional seating for up to four people. The primary suite, situated on the first level, provides a tranquil retreat for relaxation and rest. It features a spacious king-size bed, ensuring a comfortable and luxurious sleeping experience. Within the master suite, you'll find the ensuite, a private bathroom attached exclusively to the primary bedroom. The ensuite is designed to enhance your indulgence and rejuvenation. It boasts a large soaker tub, inviting you to immerse yourself in a soothing bath or enjoy a sizable walk-in shower. On the second floor of the residence, you will find two additional guest bedrooms, each equipped with a king-size bed and ensuite bathrooms with showers. These guest bedrooms are designed to provide a comfortable and private space for your family and friends during their stay. Moreover, the second floor also features a bonus space, dedicated to providing a comfortable area for family and friends to relax and unwind. Step outside to your private oasis, where the lush landscaping and gentle sounds of the waterfall create a soothing backdrop for leisurely afternoons by the heated pool. The composite decking offers an inviting space for sunbathing, lounging poolside, or enjoying the island breeze. Nestled on a peaceful street just a short stroll from Duval Street and the Historic Seaport, you'll be ideally positioned to explore Key West's famous attractions, delightful shops, world-class dining, and vibrant nightlife. With its walkable and bike-friendly location, your island adventures are just steps away from your luxurious retreat. Immerse yourself in the enchanting atmosphere of Key West and create lasting memories with your loved ones at this stunning vacation rental. From its exquisite design and modern amenities to its unbeatable location, your unforgettable island getaway awaits. Book your stay at this luxurious Key West oasis today. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.
June 2026
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July 2026
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August 2026
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DatesPrice
06/01/2026 - 08/31/2026$326 /nt
06/01/2026 - 08/31/2026$416 /nt
09/01/2026 - 11/30/2026$326 /nt
09/01/2026 - 11/30/2026$456 /nt
09/01/2026 - 11/30/2026$13,669 /month
09/01/2026 - 11/30/2026$13,675 /month
12/01/2026 - 02/28/2027$456 /nt
12/01/2026 - 02/28/2027$716 /nt
12/01/2026 - 02/28/2027$13,935 /month
03/01/2027 - 05/31/2027$426 /nt
03/01/2027 - 05/31/2027$716 /nt
5.0000
(4 Review)

Great house!

November 2025
, Garnet Valley, PA Unknown

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

We chose to stay for the month of November and found Ashe Street Serenade to be available. We’re so glad that it was! The house was wonderful in so many ways: 3 bedrooms, each with its own bathroom plus an additional powder room on the first floor, which made things even more convenient. The living room/dining room and kitchen were perfect for entertaining, open and comfortable. The back deck is a bit crowded because of all of the furniture but it was sufficient and very nice. The pool is perfect for cooling off after a nice, long walk. The location was great for us, just under a mile from Duval. We like to patronize mostly places off Duval so the location worked out wonderfully! Don’t hesitate to rent here, you’ll love it! We only needed the management team once and they responded quickly! It was just a reset button on the water heater that needed to be hit!

Serenaded by Ashe Street

January 2025
, New York, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is a very special house on a very special street. Spacious & extremely well-appointed it was the perfect property for us for a three-month stay. We are returning again next year. Having lived in Key West for 24+ years, this was our first time renting and it lived up to our expectations.

Serenaded by Ashe Street

January 2025
, New York, NY United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

This is a very special house on a very special street. Spacious & extremely well-appointed it was the perfect property for us for a three-month stay. We are returning again next year. Having lived in Key West for 24+ years, this was our first time renting and it lived up to our expectations.

Our Preferred choice for Key West rentals

November 2023
, Key West, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Preferred is a good company with attentive service. We were very pleased.

Manager's Response

Good afternoon. We want to thank you and say how much we appreciate you staying with us at Ashe St Serenade. We trust your time here was enjoyable and that we were able to address any concerns during your stay. Please let us know if we can be of help with any future vacation plans. We hope you will return to Key West and paradise very soon. The Preferred Properties Team

Leave a Review
3 Bed
3.5 Baths
Sleeps 6

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Booty Caye

Centrally located, close to the beaches and Downtown Key West!

Location

73 Golf Club Drive
33040 Key West , FL
United States
24° 34' 32.2032" N, 81° 44' 31.2864" W
Florida US

Booty Caye

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Retirement in Key West

Reviewed by Unknown on 2026-02-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The rental was clean & efficient. Do not over-pack since there is not ample space (but the in condo washer & dryer were great). The 80 degree temp community pool was too notch!! Love it & will benack

home away from home

Reviewed by Unknown on 2023-11-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
loved it

Booty Caye - Fun & Energetic - 2BD/1.5Bath - Golf Club Drive

Unit Code: 73GC

Booty Caye

Centrally located, close to the beaches and Downtown Key West!
Escape to your private oasis at Booty Caye, nestled within the exclusive enclave of the Key West Golf Club. This beautifully appointed 2-bedroom, 1.5-bath condominium offers a lively retreat for those seeking a longer stay amidst the lush landscapes of a golfer's paradise. With a minimum lease of 29 nights, indulge in the serenity of island time and the luxury of a thoughtfully curated home. From the moment you step in, the dynamic, colorful tiles on the staircase set the tone for a home that's as lively and vivacious as Key West itself. The terracotta tiles underfoot keep the vibe warm and inviting as they sweep through a living space that's open, airy, and eager for entertainment. The heart of the home, a fully-equipped kitchen, boasts sleek, modern appliances juxtaposed against the classic subtlety of white subway tiles. A commercial-grade refrigerator, dishwasher, and a large electric flat-top stove/oven stand ready to fuel your culinary exploits, while the adjacent dining area, with seating for four, promises intimate dinners or a spot for engaging conversation. This is complemented by additional deck seating for al fresco moments. Unwind in the living room, where a plush sofa invites you to enjoy your favorite shows on a 77-inch Smart TV, or transform it into a queen-size sleeper for visiting guests. Ascend the spirited staircase to the tranquil haven of your bedrooms, each boasting plush queen-size beds and ample storage. The front bedroom extends the invitation to the outdoors with a private balcony, an idyllic nook for solitude and reflection. For entertainment, a guest room has a projector screen, ready to turn any night into a movie night. The gated community ensures privacy and security, with the added convenience of your own parking space. * Dive into two inviting pools. * Explore a whimsical butterfly garden. * Keep active in the fitness center. Venture beyond the gates, and you're just 15 minutes from the pulsating heart of Key West—Duval Street and the Historic Downtown Seaport. Here, the spirit of the Keys is palpable in the bustling streets, brimming with local eateries, boutiques, and cultural landmarks. At Booty Caye, every detail is curated to create an unforgettable vacation experience—where luxury meets comfort, and the charm of the Keys is your daily reality. Book your month-long stay and let Booty Caye be the canvas for your Key West memories. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. Located inside the gated Key West Golf Club community Pets considered Community Pools 15 Minutes to Duval Street/Historic Downtown Seaport
June 2026
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August 2026
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DatesPrice
06/01/2026 - 08/31/2026$186 /nt
06/01/2026 - 08/31/2026$211 /nt
09/01/2026 - 11/30/2026$187 /nt
09/01/2026 - 11/30/2026$323 /nt
12/01/2026 - 02/28/2027$321 /nt
12/01/2026 - 02/28/2027$447 /nt
03/01/2027 - 05/31/2027$280 /nt
03/01/2027 - 05/31/2027$457 /nt
06/01/2027 - 08/31/2027$222 /nt
06/01/2027 - 08/31/2027$257 /nt
4.5000
(2 Review)

Retirement in Key West

January 2026
, Prior Lake, MN US

Overall
4
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

The rental was clean & efficient. Do not over-pack since there is not ample space (but the in condo washer & dryer were great). The 80 degree temp community pool was too notch!! Love it & will benack

home away from home

June 2023
, Highland, IL United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

loved it

Leave a Review
2 Bed
1.5 Baths
Sleeps 4

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Conch Cottage

Old Town weekly rental with hot tub. Located one block off Duval Street. This is a very popular vacation cottage.

Location

722 Simonton Street
33040 Key West , FL
United States
24° 33' 14.1264" N, 81° 47' 58.3728" W
Florida US

Conch Cottage

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Love Conch Cottage

Reviewed by Joan C. on 2026-06-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very clean and comfortable. Private deck in back and porch in front to sit. Excellent location - close to Duval St but far enough away to be quiet. Can bike and walk just about everywhere. Fort Zachary Taylor park has nice beach. Customer service is excellent.

Exactly what we needed

Reviewed by Scott C. on 2026-05-30
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The perfect quaint cottage for our 25th wedding anniversary was exactly what we needed. Super cute & very romantic. Walking distance from everything. Property manager super helpful very communicative. Strongly encourage you to do research on parking. Just because you rent the house doesn’t mean it comes with parking. Can’t wait to come back.

Cute cottage close to Duvall

Reviewed by Daniel P. on 2025-12-11
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The ideas such as nice place for our stay. Close to Duvall but away from crowds. Nice eateries. We were able to walk everywhere we visited. Would stay here again!

Great Key West Cottage

Reviewed by Jonathan B. on 2025-12-28
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Great location, had everything we needed to enjoy our stay.

Great stay

Reviewed by Unknown on 2026-02-03
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Fantastic place with great location. Very clean, and we really enjoyed hang the hot tub in the evenings.

Key West

Reviewed by Unknown on 2026-05-02
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Relaxing

We came back!

Reviewed by Unknown on 2025-11-03
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Conch Cottage is a quaint centrally located rental location - you can easily get just about anywhere by bicycle. Preferred Properties made our visit seamless offering suggestions for meals, entertainment, bike rentals,etc.

Cozy, Relaxing, Clean, convenient location - and a HOT TUB!

Reviewed by Elizabeth C. on 2025-12-06
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This is our 2nd stay in the Conch Cottage, and we hope to have several more. Has everything we need, cozy, relaxing, convenient location, charming decor, comfy bed, shady garden (a big plus for us!) and, a hot tub!

Key West Visit

Reviewed by Unknown on 2025-05-30
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Conch Cottage is PERFECT for 2 people. It's location is great, its layout is great and the back area is private. We were in the hot tub every night.

Perfect location

Reviewed by Tracy H. on 2025-06-23
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The Conch Cottage was not only adorable but very clean, comfortable, and had everything we needed. The location is perfect. We were within walking distance to most restaurants/bars, drug store, grocery store, and even Simonton Street beach, which we walked to daily. The management company was a pleasure to deal with and very quick to respond to any questions we had. Would love to stay here in the future and would definitely recommend Conch Cottage.

A slice of heaven in Paradise

Reviewed by Robert R. on 2025-07-01
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The place was really nice. Clean, had everything you needed and well decorated for Key West. Perfect for 2 people. The back deck was an awesome. Had a very clean HotTub that we enjoyed every night. Everything In old town is built on top of each other. But with the tall privacy fence and the foliage of the trees, it was pretty secluded. I used the private shower outside everyday. Loved it! Best part is it’s 1 block from Duvall St. and in the middle of the Old Town. The management awesome because after we checked in they were there if we needed them but we were happy and had not one problem.

Preferred Properties Gets My Highest Recommendation

Reviewed by Unknown on 2025-09-08
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Unfortunately, we had a family emergency and forced to cancel our vacation to Key West. Due to the efforts of Angela @ Preferred Properties, I am able to file a travel insurance claim. Without her help my trip would have been a total loss. I cannot rate the property itself as we didn't actually stay there. However, we chose this property because of the amenities offered and it was dog friendly. Preferred Properties kept in constant communication with us prior to our vacation to make sure everything would go smoothly. This review requires a rating of the property so only based on the customer service I received, I'm going to give it 5 stars. We will try to book the same trip again in the future and Preferred Properties will be my choice!

Absolutely Perfect

Reviewed by Unknown on 2025-09-16
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We stayed at the Conch Cabin for a second time. We stayed two years ago and fell in love and booked it again two years later for an anniversary trip. It is perfect for a couple looking for privacy, yet in walking distance of literally everything. Perfect is the only way to describe it! We will be back again!

Conch Cottage stay

Reviewed by Tiffanie T. on 2025-10-18
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We celebrated our 15 year anniversary here! We loved the cottage. The back patio was my favorite. Very private with hot tub and outdoor shower.
This will be our place to stay for every Key West vacation!

Private Paradise

Reviewed by Sarah M. on 2023-11-02
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So perfect! Just as described and very clean. The location is super convenient. The private backyard is beautiful and well landscaped. Our favorite part was the hot tub and outdoor shower. Really felt like paradise!

Love This Place

Reviewed by Joan C. on 2024-05-24
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Very clean & comfortable. Great location, don't need car, walked or biked everywhere. Stores to pick up household items , groceries easy walking. Quiet neighborhood even though only 1 block from Duval. Manager quickly responds to any questions, very helpful with everything. Love it - have stayed here before & will be returning

Awesome cottage, awesome experience

Reviewed by Unknown on 2023-07-18
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Everything about our stay was wonderful! We enjoyed the lovely cottage and especially the hot tub and outdoor shower - amazing! The Stressless lounger was a great spot to enjoy one of the books from the cottage library. Terrific location. This was our first experience with Preferred Properties, and they are awesome!!

Excellent Accommodations and Location!

Reviewed by Unknown on 2023-08-05
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This was our second time at this property in the past few years, and the owners have been right on top of taking care of the property. When something wears out, they replace it to keep the property attractive.

Perfect location, perfect place for 2

Reviewed by Fielding T. on 2023-11-14
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This was a clean well appointed house. The private patio, hot tub and outdoor (indoor also) shower was great. You do not need a car if you planning on seeing the sites downtown. It was only a $20 Uber fee to get to the marinas for fishing trips. I would highly recommend it. The folks at Preferred Properties we excellent.

Absolutely Amazing!

Reviewed by Unknown on 2023-08-10
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First off, Angie with Preferred Properties is absolutely incredible and went above and beyond to accommodate my husband and I when we found ourself in need of last minute accommodations. I really can’t say enough about how fantastic she was! Outside of that, the home had absolutely everything we needed and was in the perfect location to walk to everything. It has an amazing intimate fenced in back yard with a great jacuzzi. If you are thinking of booking, think no more, BOOK IT!

Would Stay Here Again

Reviewed by Roy S. on 2023-08-30
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Great little space in the middle of Key West! Well appointed kitchen and the backyard was a tropical get-a-way each day to recover from the beach. This property made our first visit to Key West a success and we will definitely be back.

Great vacation

Reviewed by Nicholas G. on 2024-05-25
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Everything about the property was great. From inside to out anyone can tell this property is very well maintained. Just find a paid lot to park your car and take in key West. Close walk to everything but far enough away to feel in your own scene. Would definitely stay again.

A++++

Reviewed by Kristopher F. on 2024-07-10
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I couldn't ask for better communication, location, interaction, price point, and overall satisfaction. They provided a perfect experience through their rental property.

Relaxing Retreat

Reviewed by Elizabeth C. on 2024-12-20
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Delightful little cottage with lovely private shady garden with hot tub.

Love This Place

Reviewed by Joan C. on 2025-05-20
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Great location, close to Duval but away from the noise. Can walk or ride bike everywhere in old town. Enjoy biking to beach at Fort Zachary Taylor state park. Cottage clean and comfortable. There is a nice private rear deck with hot tub and outdoor shower. There is also a front porch. Management is very helpful and always responds quickly. Will be staying again next year.

Great location!

Reviewed by Unknown on 2024-06-29
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Very clean well organized little home. Super comfy bed!

Romantic Stay

Reviewed by Unknown on 2024-06-19
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House is perfect for a couple close to everything! Jacuzzi is nice after a long day of walking to just relax in the privacy of your own backyard. Bed was comfy. Only downfall is the parking if you have a car, however we were able to park for free on the street within a few blocks of the house so not a big deal for us. Management was great they checked in on us day of arrival and were quick to answer any questions!

Conch Cottage

Reviewed by christie w. on 2025-01-11
Recommend to Others
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We enjoyed our stay at the cottage. The location was great, but we were not prepared about the parking situation. It was clean and the outside patio was a delight. We really enjoyed using the Jacuzzi after a long walks during the day.
The front porch was nice in the mornings having a cup of coffee when the weather permitted
A few things I would recommend to improve would be, the kitchen was dark so if you could put more wattage in the lightbulbs in the ceiling, that would be great. Also, the fan nor the light over the stove was working so that needs fixed.
You could use some stem wine glasses. The ones you have now are big for a woman to use. You could also use three different sizes of mixing bowls. You have one great big huge glass bowl that takes up a lot of space.
A nice extra blanket would help. My husband and I were both sick and could not be in the bedroom at the same time for a couple of days, So a nice blanket would’ve been a great asset.

Key West Vacation

Reviewed by David S. on 2024-09-18
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Took my wife to Key West for her 60th birthday. She fell in love with Key West. This was anawesome place to stay. Within walking distance of almost everything. Secluded back patio. The only improvement I would suggest is to get permit parking in front of the house. We were able to (without trouble) park a block or two away for an easy walk to the house. Great place. We'd definitely recommend it!

Conch Cottage

Reviewed by Unknown on 2024-11-05
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Definite charmer in close proximity to everything!

Conch House Heaven

Reviewed by Anne P. on 2019-12-01
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We spend every Thanksgiving in Key West and the Conch Jose was the best yet! It was the perfect size for the my husband and me. It was very clean. The outdoor shower was so cool, I loved it! The decor is on point with the Key West vibe and everything is updated and brand new. Hopefully we will be back next year!!

Brilliant Stay!

Reviewed by Unknown on 2020-08-10
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The location is perfect, far enough off Duval for peace. The house itself was clean, well equipped and comfortable. There was one small issue while we were there, not the fault of Preferred Properties, and it was fixed immediately. We will most certainly look for this property whenever we travel to Key West.

Great Location

Reviewed by Joan C. on 2021-05-23
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Perfect location near Duval St but away from the traffic & noise. Quiet neighborhood. Easy walk or bike ride to groceries, restaurants, beach (Fort Zachary Taylor State Park), waterfront. Some free parking in front. Cottage is cute, clean & comfy. Great back yard area very private. Also has front porch. Angela and Phil were very accessible and helpful.

Cozy Cottage

Reviewed by Dona M. on 2020-11-03
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What a treat and a great location to Duval St. This is a perfect place to stay for at least 2. It was a perfect size and had everything we needed. We are definitely going to rebook and come back to Key West! You are in walking distance to great shopping and so many restaurants and bars.

Great house and location

Reviewed by James W. on 2021-11-17
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Great little house. Nice backyard and spa. Great location. Comfortable bed. We loved it

A great Vacation!

Reviewed by Christopher H. on 2020-12-23
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The Conch Cottage is the perfect property in Key West. It is in a great location. It is within biking or walking distance to everything Key West is famous for, but far enough away from the hustle and bustle for some quiet time. We will definately be staying here again.

Tiny But Enough

Reviewed by Laurie V. on 2021-01-18
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This cottage has all the amenities you need, although everything is small. It is a great location close to Duval and all the action but Simonton is busy and loud. Fortunately the bedroom is on the backside and if you close the doors you can drown out the noise. The back deck is very well done and well maintained but hard to enjoy with the street noise. The management company was super responsive to our needs...A+.

A Great Place to Spend Christmas

Reviewed by Thomas M. on 2021-01-13
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Awesome home, well equipped, great location, backyard and hot tub was private and fun. We were worried about parking but found lots right near the front of this home on Simonton. Only thing that this house needed was an icemaker. We love to set on the front porch and have a cocktail, and having to make ice is a pain. This is our only suggestion, otherwise the house is perfect and we will be back. Jose at Preferred Properties was helpful and efficient! Thank you all!

Perfect cottage for 2

Reviewed by Amy S. on 2021-03-28
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This was perfect for 2 people. Very private back patio. Very clean and comfortable. Great location. Walk to grocery, restaurants, nightlife, and sightseeing. One of the best trips I've had in a long time! Will be back and will use preferred properties. Angela very helpful.

Great place

Reviewed by David K. on 2021-06-25
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My wife and I loved the location, right in the middle of everything. The place had everything we needed and the access was easy. Thank you

Perfect setup for a getaway!

Reviewed by Stephanie F. on 2021-03-25
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We loved the home, the location, the amenities (including hot tub, outdoor shower, full kitchen, etc.) We did encounter a few hiccups such as issues with the front door lock and the hot water heater but the rental company were very helpful and quick to solve our issues. The location was perfect distance for walking or biking and we were very happy with the overall trip! The backyard is private and a great asset. I would highly recommend renting bikes to explore the island- the classic architecture was incredibly beautiful. I would have appreciated more house notes- we found the front door confusing at first and my husband had to fix the tripped fuse box three times to get the hot water heater working, but we enjoyed the home and found it centrally located, and the perfect space for a couple.

Nice place despite traffic.

Reviewed by John R. on 2021-08-10
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Very nice super clean cottage. Conveniently located to everything in Key West. Only negative is the non stop sounds of scooters and golf carts on Simonton.

Special Place to stay

Reviewed by Unknown on 2021-06-09
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The cottage was in a perfect location, no rental car required! Everything was in walking distance. The cottage was very clean, had all the needs to put luggage down and go.

Perfect little cottage

Reviewed by christine c. on 2021-06-29
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Location is great, one street off of Duval where all the action is. Sarabeh's two blocks down on Simonton has the best breakfast, stumbled on by accident. Didn't spend alot of time in the cottage, but it was perfect for what we wanted, centrally located.

Conch Cottage

Reviewed by Kim F. on 2021-11-04
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We had the best time in Key West...the cottage that we rented was absolutely beautiful...we will diffently stay there glad that we chose this little cottage to spend our honeymoon in...did not disappoint at all... would highly recommend.

Perfect Cottage

Reviewed by Michelle M. on 2021-07-15
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We loved staying at the Conch Cottage! It was cozy, comfortable, well stocked and in the perfect location. It was so easy to walk to all the close activities and restaurants. The staff at the management company were also super helpful and held our bags until check-in. We would definitely stay again.

Key west couple weekend

Reviewed by Pamela L. on 2021-08-17
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The rental was great proximity to down and very clean however the constant street noise,planes flying over,people talking outside all hours definitely made it impossible to truly relax or sleep well.

Paradise found in old Key West

Reviewed by Jodie H. on 2021-10-16
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This place was perfect for a couple and had everything we needed and then some. We thoroughly enjoyed the back deck with jacuzzi and the outdoor shower was amazing. We loved people watching from the porch swing in the front of the cottage. The kitchen was fully stocked and meal prepping was easy. We would definitely stay here again.

Absolutely Amazing!

Reviewed by Susann C. on 2021-09-16
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Our stay at the Conch Cottage was truly amazing. We couldn't have asked for a better location- right in the mix of everything yet quiet enough to really enjoy! Perfect size and the accommodations all around were fantastic. The service of Preferred Properties was also top notch. We will definitely stay here again.

Key West Trip

Reviewed by Gary L. on 2021-08-16
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The Property was Great and we enjoyed the outdoor space. We did however find the parking difficult! Advance notice on the parking would have been helpful. All and all we enjoyed our stay.

Perfect getaway for two

Reviewed by Unknown on 2021-12-08
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We come to KW often and stay somewhere in Old Town. We have stayed in a few other properties in this general neighborhood but this was the best choice by far. As we always walk or bike around the island, the central location on Simonton puts you just minutes from anything you set out to do whether it’s great dining options (so many choices, had to go back to 915 around the corner on Duval), groceries (Fausto’s 3 blocks) or local watering hole for a cold beverage. (Had never tried Bobby’s Monkey Bar up the street but had a blast in there on night). The cottage is perfect for a couple looking for a great, comfortable way to enjoy each other. The very private back patio area, hot tub and outdoor shower (we never once used the bathroom shower) is a perfect spot to either start the day with a light breakfast or wind down at night in the spa. Although only a block from Duval, we never heard any of the nighttime noise. Pack light as the washer/dryer will come in handy. It’s KW, all you need for a week is shorts and flip flops. Lastly, the team at Preferred Properties was fantastic. From timely, accurate communication leading up to the trip to storing our carryons upon an early arrival to checking to be sure everything was good during the week, they put bookends to a great (again) visit to our favorite escape place. We will definitely work with them again and hopefully book Conch Cottage on our next KW visit.

Fantastic little Cottage

Reviewed by Mark A. on 2021-10-01
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Loved the location, size and the privacy of the back patio.

Fantastic getaway

Reviewed by Brian L. on 2022-05-18
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The house was exactly as described. Everything was clean and very well organized. The management company was quick to respond to any question or request. Highly, highly, highly recommended. We will be back!

Great experience

Reviewed by Justin B. on 2022-12-09
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Great place. Awesome location and place for a trip to Key West.

Great House in a Great Location!

Reviewed by Jennifer C. on 2022-08-05
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This house was so lovely and very well stocked with everything we needed. My husband and I spent a few days here for our 25th anniversary and loved it. The outdoor space is wonderful and very private. The location was also nice for us. We walked everywhere we wanted to go, but the home is far enough away from the hustle of the night life, that it was very peaceful. Highly recommend!

Wonderful Oasis in Heart of KeyWest

Reviewed by Allie C. on 2022-07-15
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My husband and I stayed here and it was amazing! We were able to get into the house no problem. It was clean, and fully stocked with linens, kitchen gadgets & cookware. Right in the center of KeyWest. Backyard oasis was a major bonus! Will def be back! Management went above & beyond. LOVED OUR STAY

Perfect location

Reviewed by Jennifer M. on 2022-09-27
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This little cottage was perfect for my husband and I during our anniversary trip to Key West! It’s cute, with everything you could need. It’s so close to busy Duvall Street but still quiet with lots of privacy for relaxation. Preferred Property was wonderful and made themselves available for any questions or needs, they even surprised us with a bottle of champagne and a note wishing us a Happy Anniversary! Absolutely recommend! You won’t be disappointed!

Wonderful rental!

Reviewed by Peter H. on 2022-07-28
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I've visited Key West many times, and this visit was one of the best. If this cottage had off-street parking, it would be the best rental ever! For a couple, it's perfect. The location couldn't be better. We'd definitely stay here again. One small observation, though: The mattress might be nearing the end of its life or need an upgrade. Overall, fantastic.

Cottage in historic Key West

Reviewed by Unknown on 2022-12-07
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Cottage is small good for 1-2 people. Comfortable, clean, under 3 blocks to downtown Duval St. Can keep your vehicle parked for the whole stay. We walked or biked to all the places we went, Mallory Square, Hemingway House, KW Cemetery, trolley ride, many restaurants and bars to choose from. We loved the Conch Republic Restaurant on the water in Mallory Sq,food and service were excellent. Wasn’t busy for a Friday lunch. Best part of the house was the very private backyard and outdoor shower. Found a parking sport within a block. We’re there first week in Dec. only four stars for location only because it is a flight path for the airport but it didn’t bother us. On a street great for people watching while sitting on the front porch swing.

Conch Cottage

Reviewed by Joan C. on 2023-05-22
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Very comfortable cottage. Has private back deck and also a front porch. Great location - easy walk or bike ride to Duval or waterfront. Manager very helpful with all things. Will be returning

Another Great Stay!

Reviewed by Thomas M. on 2022-08-07
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We have stayed 2 times at the Conch Cottage. The place is great, the location is excellent, the management company is wonderful! Special shout out to Angela, so helpful. Only downside is no ice maker. 100+ degrees and we had to use plastic ice trays to make ice. Please get an icemaker!

Great place

Reviewed by Dylan M. on 2023-05-05
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Beautiful place to stay and close to everything in key west

Great Vacation

Reviewed by Larry F. on 2017-10-29
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The cottage was wonderful, loved the updates and décor. The back deck was great. The location was perfect, close to Duval, but quite. Plenty of places to eat within walking distance. Only drawback was parking. But we parked our vehicle in the parking garage for the entire stay and rented a scooter. So it wasn't to bad.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are pleased you enjoyed your time and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Good times in Conch Cottage

Reviewed by Claude B. on 2017-11-25
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We enjoy working with Preferred Properties and are repeat customers of Conch Cottage
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are delighted you enjoyed your stay and are grateful that you remember Preferred Properties and Conch Cottage when you visit Key West. Thanks again!

Honeymoon Bliss

Reviewed by Alexis L. on 2017-11-20
Recommend to Others
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I loved everything about this rental. It was easy to book, and I always received prompt responses to my emails. When we arrived at the house it looked exactly as pictured on the website. It was so cute and perfect in size for the two of us! The kitchen was fully equipped. The living room furniture was very comfortable. I loved the high ceilings in the living room and bedroom. I also loved the walk-in shower in the bathroom. Access to the bathroom from the living room or bedroom was also nice. The best part about this house, though, is the backyard. It is so quiet and private. You feel like you’re tucked away from it all. There is nice foliage which gives you privacy from your neighbors. The hot tub was awesome and we enjoyed using it at the end of each long day. The location was also perfect, being only one block from Duval. Tho house is walkable to everything. Loved this place and when we return we will definitely be booking it again!!

Awesome cottage, awesome location!

Reviewed by Lisa B. on 2017-12-14
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This adorable little cottage was PERFECT for our stay in Key West. Literally two blocks off of Duval, it could not have been in a better location! And the cottage itself had everything we needed--coffee maker, blender, huge fridge and freezer, and a fenced in backyard with a hot tub! So adorable!
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are overjoyed you enjoyed your trip and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Great for Two!

Reviewed by Unknown on 2018-01-08
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Overall satisfaction
We enjoyed our stay in this property--it is perfectly sized for 2 people for a week. The backyard is inviting and the bath and kitchen are updated. Be warned though, that this property is on a very busy street and road noise is constant. Otherwise the location is great--central and it is walkable to everything worth walking to in Old Town. Our only issues were 1) the 104 degree hot tub was too hot for us to use (and could not be turned down due to a faulty control), and 2) the house next door was under renovation with lots of sawing and hammering all day (you can't hold the rental agent responsible for that--it's a free country and how would they know when work like this would be done next door?). This plus the road noise made it more reminiscent of New York City than a far flung island at times, but we still had fun.

We really liked this property and would definitely consider renting it again--but I would probably try to find something on a quieter street first.

The reservation experience and service provided by the rental agents were very professional and we liked Preferred Properties a lot.

Wonderful!

Reviewed by Janet L. on 2018-08-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Adorable cottage, very well appointed and comfortable. We wanted for nothing! The unit was very clean. The out door area was pleasant and very nice for early coffee or happy hour drinks. the hot tub was clean and well serviced. Of special note is Angela of Preferred Properties who was immensely helpful cordial and so endearing.

A week in the Keys

Reviewed by David H. on 2018-02-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We are so happy we chose to stay at this property. Much better than a hotel or condo. No noise from people running down halls, no slamming of doors like you would get at those places. Loved the private outside space. Outside shower ...Awesome! House has everything you need. Very cute. Location was great, close enough but quieter than being on Duval. We rented bikes, saw a lot more than just walking everywhere. I bought a backpack cooler,(carry on airplane) which was perfect for taking to the beach and fit in bike basket. Front porch was nice, great for people watching. Close to many bars , restaurants,shops and stores if you're just walking. We didn't have problems with air cooling house as others had, but lighting in bathroom could be better. Angela is so helpful, great communication. Thank You! We miss Key West already and would definitely recommend.

Cute cottage close to everything

Reviewed by Eileen L. on 2018-02-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house was very cute and had everything we needed -- even umbrellas for the occasional rain shower. The backyard deck, hot tub and outdoor shower are surrounded by beautiful plants and felt like a private oasis. If we make it back to the Keys, we'd definitely stay here again. The location was perfect; it was close to all the sites for walking yet it was quite at night. We bought a parking pass at the city ramp and then could park the car on the street. However, we never needed to use the car (except to get groceries) the entire week we were there due to the great location.

Location is Great! House is the perfect size and very clean!

Reviewed by William T. on 2019-01-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We love this property. Its an ideal location and just the right size for us. Very clean, staff is very nice and helpful. We cant wait till the next time!

Great place

Reviewed by Unknown on 2018-05-30
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
great location. perfect for a single or a couple. Loved the courtyard with the hot tub and outdoor shower.

Perfect place to drop anchor!

Reviewed by Jim C. on 2018-07-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We truly loved out stay at the Conch Cottage. The place was exactly as shown in the pictures. It was perfect for the two of us. It lacked nothing, it’s completely stocked. We especially loved the backyard oasis......complete privacy. We loved the outdoor shower so much we never used the indoor one! The hot tub made for some memorable evenings to say the least!!! The cottage was very clean, plenty of glasses & dishes. Location was awesome....one block from Duvall but quite at night. It just lacks a driveway so parking is a challenge. Great restaurants within walking distance (try Sarabeth’s).
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We know that parking can be a challenge. Otherwise we are elated you enjoyed your vacation and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Exceptionally great place and great time!

Reviewed by Brad S. on 2018-04-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I wanted to provide a review on the Conch Cottage we just stayed at 4/1-4/10.

I'll start by saying we had a completely awesome time again in Key West, and this cottage only helped to make our second visit to the island a great one.

Last year we stayed down by Smathers Beach, and this year decided to stay a little closer to Duval in order to be closer to Duval and other activities. Everything at the cottage is exactly as described. Plenty of room for the 2 of us for a 10 day stay, and honestly I could have stayed a lot longer. The front porch and swing were very nice, the neighbor 2 houses down who is a permanent resident was very nice as well, and the private back yard was simply amazing. Plenty of sunshine if you wanted some quiet time to lay in the sun, and plenty of shade if it got too hot to lay in the direct sunlight. It was very private, and one of my favorite amenities was the outdoor shower. Nothing quiet like it anywhere else I have stayed, and I loved it. As long as the little lizards just sat on the edge and watched me and didn't decide to join me it was great!

I would post pictures, but the pictures they have are exactly what you get when you are there. Angela and Jose where exceptional to work with and answered any and all questions we had prior to arrival, and they ensured our stay at KW was as good as it could be and for that I am very thankful. It is not cheap to vacation in KW, but when you have a place like this and people to work with like them, it makes it all worth it.

We will definitely book again without any hesitation!

And for the person who reviewed that the lighting was poor in the bathroom - they must not have realized the light is on a dimmer next to the switch. When you increase that, you have absolutely plenty of light!

Thanks - Brad & Jenny (Minnesota)

Key West Cottage

Reviewed by Unknown on 2018-09-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house was wonderful and exactly what we needed for our stay. I would highly recommend staying here.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are thrilled you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Great little house in a prime location

Reviewed by Thomas M. on 2018-08-13
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nothing but great things to say about this property. My wife and I stayed here for a week and it was worth every penny! Very clean, great location, one block from Duvall Street and 4 blocks from the beach. From the privacy it offered to being able to walk to all of Key Wests main attractions. I would recommend this property to family and friends.

Cozy cottage in the best location!

Reviewed by Lori L. on 2018-10-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We loved our stay at conch cottage and plan to return. It's location in Old Town, surrounded by beautiful historical homes was ideal. Central to all we wanted to do on a quaint street. If it was too hot to walk we simply took a Lyft to our destination. The home was clean and well decorated with. Many updates throughout, mainly kitchen and bathroom. Our favorite spot was the back patio with the private outdoor shower. We used it every day, with the lizards watching : ). The rental staff was very helpful! Make sure to read the binder when you first arrive as we missed garbage day. I highly recommend!

Great Cottage!

Reviewed by William T. on 2019-06-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We always have a great time. We love Conch Cottage and its location. Its perfect and Preferred Properties offer great service. They are always available when needed. Angela, Jose and Phil do a great job!

conhch cotage

Reviewed by jeff k. on 2018-10-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Nice quiet house great location.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are happy you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Great Place

Reviewed by Eric S. on 2018-09-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place to stay. Was clean and ready upon arrival. Perfect place for a couples get away. 1 block off Duval St and within walking distance of everything.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are thrilled you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Perfect

Reviewed by Joan C. on 2019-05-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very quiet and private back deck - has a front porch also. Clean and very comfortable. Perfect location, quiet neighborhood only one block from Duval St. I was able to park right in front and never moved the car, used bike or walked everywhere. Angela arranged delivery of bike to me. Fort Zachary Taylor has a great beach, plenty of shade trees and picnic tables - easy bike ride approx 1.5 mile.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are glad that you recognized Angela as she works very hard to make our guests feel welcomed. We are pleased you enjoyed your time and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again! Just so the review readers know, the parking spots in front of the house are technically metered spaces. This home does not have a dedicated parking space. Our staff can assist you in finding free parking or paid for parking during your stay. Please feel free to ask.

Great Place

Reviewed by Jeffrey B. on 2019-04-27
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Everything as described and photographed. The location is even better and the neighborhood is quiet, safe and friendly. We loved it.

Surprise Engagement

Reviewed by Ryan C. on 2019-06-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Attention to detail was impeccable. The home was very clean and the property managers were attentive and professional. A class act!

Perfect retreat

Reviewed by Vincent M. on 2019-07-19
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The overall experience was outstanding. Perfect location. Quiet and close to all the great restaurants and shops. The cottage is a well appointed gem. The management team is extremely attentive to every request and need. We will be back.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are glad you enjoyed your trip and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Conch Cottage Getaway : )

Reviewed by Unknown on 2019-08-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great Cottage in a Great Location - Management Team highly responsive & helpful - Thank you ! Cottage nicely appointed, clean, & quiet - very relaxing stay. Especially loved the back deck area : ) Would recommend Conch Cottage.
Manager response on 2019-08-20 - Response from Preferred Properties Management LLC
Thank you so very much for your review. We are thrilled that you enjoyed your visit and that you found Conch Cottage helped make your vacation relaxing. We hope you will be back to Key West soon! Thanks again!

Very nice and quiet

Reviewed by darren s. on 2019-06-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice house for two people to stay. Was clean and quiet. The check in process was very simple, they emailed me a code to enter to get in the front door. About three blocks away is a place to rent a golfcart to get around if you want to explore but you really do not need one dice Duval st is two blocks away. The outside looks old but the inside is completely renovated and very nice. Very cold a/c which is a must down in key west.
Manager response on 2019-08-01 - Response from Preferred Properties Management LLC
Thank you for your review of Conch Cottage! We are grateful you enjoyed your vacation and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. We are working on some ways to spruce-up the exterior in the near future. Thanks again for your review.

Key West Get Away.

Reviewed by Stephen P. on 2019-09-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We were in Key West celebrating our anniversary and the Conch Cottage was like having our own little home away from home. The central location to restaurants, shops, and the bus was just what we wanted ! We absolutely loved our stay.

Great vacation rental

Reviewed by Robert D. on 2019-11-28
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This place is awesome, you can walk everywhere.

Media

  • https://my.matterport.com/show/?m=qpQ6RZiFJCg

Conch Cottage - Feels Like Home - 1BD/1Bath - Hot Tub

Unit Code: 722S

Conch Cottage

Old Town weekly rental with hot tub. Located one block off Duval Street. This is a very popular vacation cottage.
WELCOME TO CONCH COTTAGE! In the 20th century many residents of Key West began referring to themselves as “Conchs”, now this term generally applied to all residents of Key West. This vacation home is called Conch Cottage because it encompasses the heart of the Key West life style. In the heart of Old Town with traditional architecture, this home serves as a perfect luxury and vacation. This home is exactly what you would imagine! From the ginger bread features to the porch seating area and colorful paint, this is a perfect place to people watch and relax at any hour of the day. Conch Cottage is a one bedroom, one bath home with a full kitchen and back deck. This rental is ideal for a couple or single guest. Conch Cottage is fully furnished and features a completely renovated, fully equipped kitchen with stainless steel appliances and a BOSCH stackable washer and dryer. The living and dining areas are open concept. There is a flat screen, cable TV and couch. The open space allows full view of the French doors leading to your private rear deck. The bedroom has a queen bed and a door to the private back deck. You can close the curtains for privacy or let the sunshine come through. The rear deck has all the amenities you could need. The space has a lounging area, an outdoor seating area with an umbrella, hot tub, and a grill. This can serve as an outdoor dining area. This deck is the ultimate place to relax, entertain, grill and live like a local! Another bonus is the private, outdoor shower. You can slip away, allowing the tropical breeze in with no worries, there is complete privacy. If you want to take a swim, Key West has a community center with a huge community swimming pool and a deck overlooking the Atlantic Ocean. There is also a park next door to the pool, you may also want to take a bike ride in the Truman Annex, or ride to the tree-lined beaches of historic Ft. Zachary Taylor. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. Conch Cottage is a non-smoking home. Please Note: This property does not have assigned parking.
June 2026
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Age 24 and under.
DatesPrice
06/01/2026 - 06/04/2026$458 /nt
06/01/2026 - 06/04/2026$613 /nt
06/07/2026 - 06/11/2026$458 /nt
06/07/2026 - 06/11/2026$613 /nt
06/14/2026 - 06/18/2026$458 /nt
06/14/2026 - 06/18/2026$613 /nt
06/21/2026 - 06/25/2026$458 /nt
06/21/2026 - 06/25/2026$613 /nt
06/28/2026 - 07/02/2026$458 /nt
06/28/2026 - 07/02/2026$613 /nt
07/05/2026 - 07/09/2026$458 /nt
07/05/2026 - 07/09/2026$613 /nt
07/12/2026 - 07/16/2026$613 /nt
07/12/2026 - 07/16/2026$458 /nt
07/19/2026 - 07/23/2026$458 /nt
07/19/2026 - 07/23/2026$613 /nt
07/26/2026 - 07/30/2026$458 /nt
07/26/2026 - 07/30/2026$613 /nt
08/02/2026 - 08/06/2026$458 /nt
08/02/2026 - 08/06/2026$613 /nt
08/09/2026 - 08/13/2026$458 /nt
08/09/2026 - 08/13/2026$613 /nt
08/16/2026 - 08/20/2026$458 /nt
08/16/2026 - 08/20/2026$613 /nt
08/23/2026 - 08/27/2026$458 /nt
08/23/2026 - 08/27/2026$613 /nt
08/30/2026 - 08/31/2026$458 /nt
08/30/2026 - 08/31/2026$613 /nt
06/01/2026 - 08/31/2026$458 /nt
06/01/2026 - 08/31/2026$613 /nt
06/01/2026 - 08/31/2026$2,976 /wk
06/01/2026 - 08/31/2026$4,291 /wk
06/01/2026 - 08/31/2026$12,826 /month
06/01/2026 - 08/31/2026$15,670 /month
09/01/2026 - 09/03/2026$488 /nt
09/01/2026 - 09/03/2026$1,079 /nt
09/06/2026 - 09/10/2026$488 /nt
09/06/2026 - 09/10/2026$1,079 /nt
09/13/2026 - 09/17/2026$488 /nt
09/13/2026 - 09/17/2026$1,079 /nt
09/20/2026 - 09/24/2026$1,079 /nt
09/20/2026 - 09/24/2026$488 /nt
09/27/2026 - 10/01/2026$1,079 /nt
09/27/2026 - 10/01/2026$488 /nt
10/04/2026 - 10/08/2026$488 /nt
10/04/2026 - 10/08/2026$1,079 /nt
10/11/2026 - 10/15/2026$1,079 /nt
10/11/2026 - 10/15/2026$488 /nt
10/18/2026 - 10/22/2026$1,079 /nt
10/18/2026 - 10/22/2026$488 /nt
10/25/2026 - 10/29/2026$488 /nt
10/25/2026 - 10/29/2026$1,079 /nt
11/01/2026 - 11/05/2026$488 /nt
11/01/2026 - 11/05/2026$1,079 /nt
11/08/2026 - 11/12/2026$1,079 /nt
11/08/2026 - 11/12/2026$488 /nt
11/15/2026 - 11/19/2026$488 /nt
11/15/2026 - 11/19/2026$1,079 /nt
11/22/2026 - 11/26/2026$488 /nt
11/22/2026 - 11/26/2026$1,079 /nt
11/29/2026 - 11/30/2026$488 /nt
11/29/2026 - 11/30/2026$1,079 /nt
09/01/2026 - 11/30/2026$458 /nt
09/01/2026 - 11/30/2026$1,383 /nt
09/01/2026 - 11/30/2026$3,278 /wk
09/01/2026 - 11/30/2026$7,637 /wk
09/01/2026 - 11/30/2026$13,757 /month
09/01/2026 - 11/30/2026$26,741 /month
12/01/2026 - 12/03/2026$570 /nt
12/01/2026 - 12/03/2026$1,574 /nt
12/06/2026 - 12/10/2026$570 /nt
12/06/2026 - 12/10/2026$1,574 /nt
12/13/2026 - 12/17/2026$570 /nt
12/13/2026 - 12/17/2026$1,574 /nt
12/20/2026 - 12/24/2026$1,574 /nt
12/20/2026 - 12/24/2026$570 /nt
12/27/2026 - 12/31/2026$570 /nt
12/27/2026 - 12/31/2026$1,574 /nt
01/03/2027 - 01/07/2027$570 /nt
01/03/2027 - 01/07/2027$1,574 /nt
01/10/2027 - 01/14/2027$1,574 /nt
01/10/2027 - 01/14/2027$570 /nt
01/17/2027 - 01/21/2027$1,574 /nt
01/17/2027 - 01/21/2027$570 /nt
01/24/2027 - 01/28/2027$1,574 /nt
01/24/2027 - 01/28/2027$570 /nt
01/31/2027 - 02/04/2027$570 /nt
01/31/2027 - 02/04/2027$1,574 /nt
02/07/2027 - 02/11/2027$1,574 /nt
02/07/2027 - 02/11/2027$570 /nt
02/14/2027 - 02/18/2027$1,574 /nt
02/14/2027 - 02/18/2027$570 /nt
02/21/2027 - 02/25/2027$1,574 /nt
02/21/2027 - 02/25/2027$570 /nt
02/28/2027 - 02/28/2027$570 /nt
02/28/2027 - 02/28/2027$1,574 /nt
12/01/2026 - 02/28/2027$570 /nt
12/01/2026 - 02/28/2027$1,574 /nt
12/01/2026 - 02/28/2027$4,271 /wk
12/01/2026 - 02/28/2027$10,387 /wk
12/01/2026 - 02/28/2027$24,885 /month
12/01/2026 - 02/28/2027$32,318 /month
03/01/2027 - 03/04/2027$723 /nt
03/01/2027 - 03/04/2027$1,244 /nt
03/07/2027 - 03/11/2027$723 /nt
03/07/2027 - 03/11/2027$1,244 /nt
03/14/2027 - 03/18/2027$723 /nt
03/14/2027 - 03/18/2027$1,244 /nt
03/21/2027 - 03/25/2027$723 /nt
03/21/2027 - 03/25/2027$1,244 /nt
03/28/2027 - 04/01/2027$723 /nt
03/28/2027 - 04/01/2027$1,244 /nt
04/04/2027 - 04/08/2027$723 /nt
04/04/2027 - 04/08/2027$1,244 /nt
04/11/2027 - 04/15/2027$1,244 /nt
04/11/2027 - 04/15/2027$723 /nt
04/18/2027 - 04/22/2027$723 /nt
04/18/2027 - 04/22/2027$1,244 /nt
04/25/2027 - 04/29/2027$723 /nt
04/25/2027 - 04/29/2027$1,244 /nt
05/02/2027 - 05/06/2027$723 /nt
05/02/2027 - 05/06/2027$1,244 /nt
05/09/2027 - 05/13/2027$723 /nt
05/09/2027 - 05/13/2027$1,244 /nt
05/16/2027 - 05/20/2027$723 /nt
05/16/2027 - 05/20/2027$1,244 /nt
05/23/2027 - 05/27/2027$1,244 /nt
05/23/2027 - 05/27/2027$723 /nt
05/30/2027 - 05/31/2027$723 /nt
05/30/2027 - 05/31/2027$1,244 /nt
03/01/2027 - 05/31/2027$723 /nt
03/01/2027 - 05/31/2027$1,350 /nt
03/01/2027 - 05/31/2027$5,579 /wk
03/01/2027 - 05/31/2027$8,606 /wk
03/01/2027 - 05/31/2027$26,010 /month
03/01/2027 - 05/31/2027$33,738 /month
06/01/2027 - 06/03/2027$533 /nt
06/01/2027 - 06/03/2027$768 /nt
06/06/2027 - 06/10/2027$533 /nt
06/06/2027 - 06/10/2027$768 /nt
06/13/2027 - 06/17/2027$533 /nt
06/13/2027 - 06/17/2027$768 /nt
06/20/2027 - 06/24/2027$533 /nt
06/20/2027 - 06/24/2027$768 /nt
06/27/2027 - 07/01/2027$533 /nt
06/27/2027 - 07/01/2027$768 /nt
07/04/2027 - 07/08/2027$533 /nt
07/04/2027 - 07/08/2027$768 /nt
07/11/2027 - 07/15/2027$768 /nt
07/11/2027 - 07/15/2027$533 /nt
07/18/2027 - 07/22/2027$533 /nt
07/18/2027 - 07/22/2027$768 /nt
07/25/2027 - 07/29/2027$533 /nt
07/25/2027 - 07/29/2027$768 /nt
08/01/2027 - 08/05/2027$533 /nt
08/01/2027 - 08/05/2027$768 /nt
08/08/2027 - 08/12/2027$768 /nt
08/08/2027 - 08/12/2027$533 /nt
08/15/2027 - 08/19/2027$533 /nt
08/15/2027 - 08/19/2027$768 /nt
08/22/2027 - 08/26/2027$768 /nt
08/22/2027 - 08/26/2027$533 /nt
08/29/2027 - 08/31/2027$533 /nt
08/29/2027 - 08/31/2027$768 /nt
06/01/2027 - 08/31/2027$512 /nt
06/01/2027 - 08/31/2027$993 /nt
06/01/2027 - 08/31/2027$4,197 /wk
06/01/2027 - 08/31/2027$5,746 /wk
06/01/2027 - 08/31/2027$19,758 /month
06/01/2027 - 08/31/2027$23,153 /month
4.9712
(104 Review)

Exactly what we needed

May 2026
, Wales, WI US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

The perfect quaint cottage for our 25th wedding anniversary was exactly what we needed. Super cute & very romantic. Walking distance from everything. Property manager super helpful very communicative. Strongly encourage you to do research on parking. Just because you rent the house doesn’t mean it comes with parking. Can’t wait to come back.

Love Conch Cottage

May 2026
, Barryville, NY United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Very clean and comfortable. Private deck in back and porch in front to sit. Excellent location - close to Duval St but far enough away to be quiet. Can bike and walk just about everywhere. Fort Zachary Taylor park has nice beach. Customer service is excellent.

Key West

April 2026
, Wexford, PA US

Overall
4
Property condition
5
Location
4
Cleanliness
5
Services from rental manager
5

Relaxing

Great stay

January 2026
, Chicago, IL US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Fantastic place with great location. Very clean, and we really enjoyed hang the hot tub in the evenings.

Great Key West Cottage

December 2025
, Little Rock, AR US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Great location, had everything we needed to enjoy our stay.

Cute cottage close to Duvall

December 2025
, Wilmington, DE US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

The ideas such as nice place for our stay. Close to Duvall but away from crowds. Nice eateries. We were able to walk everywhere we visited. Would stay here again!

Cozy, Relaxing, Clean, convenient location - and a HOT TUB!

November 2025
, Livingston, TN United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

This is our 2nd stay in the Conch Cottage, and we hope to have several more. Has everything we need, cozy, relaxing, convenient location, charming decor, comfy bed, shady garden (a big plus for us!) and, a hot tub!

We came back!

October 2025
, Elberta, AL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Conch Cottage is a quaint centrally located rental location - you can easily get just about anywhere by bicycle. Preferred Properties made our visit seamless offering suggestions for meals, entertainment, bike rentals,etc.

Conch Cottage stay

September 2025
, Imboden, AR US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We celebrated our 15 year anniversary here! We loved the cottage. The back patio was my favorite. Very private with hot tub and outdoor shower.
This will be our place to stay for every Key West vacation!

Absolutely Perfect

September 2025
, Saint Johns, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We stayed at the Conch Cabin for a second time. We stayed two years ago and fell in love and booked it again two years later for an anniversary trip. It is perfect for a couple looking for privacy, yet in walking distance of literally everything. Perfect is the only way to describe it! We will be back again!

Preferred Properties Gets My Highest Recommendation

September 2025
, Abita Springs, LA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Unfortunately, we had a family emergency and forced to cancel our vacation to Key West. Due to the efforts of Angela @ Preferred Properties, I am able to file a travel insurance claim. Without her help my trip would have been a total loss. I cannot rate the property itself as we didn't actually stay there. However, we chose this property because of the amenities offered and it was dog friendly. Preferred Properties kept in constant communication with us prior to our vacation to make sure everything would go smoothly. This review requires a rating of the property so only based on the customer service I received, I'm going to give it 5 stars. We will try to book the same trip again in the future and Preferred Properties will be my choice!

Preferred Properties Gets My Highest Recommendation

September 2025
, Abita Springs, LA Un

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Unfortunately, we had a family emergency and forced to cancel our vacation to Key West. Due to the efforts of Angela @ Preferred Properties, I am able to file a travel insurance claim. Without her help my trip would have been a total loss. I cannot rate the property itself as we didn't actually stay there. However, we chose this property because of the amenities offered and it was dog friendly. Preferred Properties kept in constant communication with us prior to our vacation to make sure everything would go smoothly. This review requires a rating of the property so only based on the customer service I received, I'm going to give it 5 stars. We will try to book the same trip again in the future and Preferred Properties will be my choice!

A slice of heaven in Paradise

June 2025
, Flomaton, AL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The place was really nice. Clean, had everything you needed and well decorated for Key West. Perfect for 2 people. The back deck was an awesome. Had a very clean HotTub that we enjoyed every night. Everything In old town is built on top of each other. But with the tall privacy fence and the foliage of the trees, it was pretty secluded. I used the private shower outside everyday. Loved it! Best part is it’s 1 block from Duvall St. and in the middle of the Old Town. The management awesome because after we checked in they were there if we needed them but we were happy and had not one problem.

Perfect location

June 2025
, Allen Park, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Conch Cottage was not only adorable but very clean, comfortable, and had everything we needed. The location is perfect. We were within walking distance to most restaurants/bars, drug store, grocery store, and even Simonton Street beach, which we walked to daily. The management company was a pleasure to deal with and very quick to respond to any questions we had. Would love to stay here in the future and would definitely recommend Conch Cottage.

Key West Visit

May 2025
, Louisville, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Conch Cottage is PERFECT for 2 people. It's location is great, its layout is great and the back area is private. We were in the hot tub every night.

Love This Place

May 2025
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location, close to Duval but away from the noise. Can walk or ride bike everywhere in old town. Enjoy biking to beach at Fort Zachary Taylor state park. Cottage clean and comfortable. There is a nice private rear deck with hot tub and outdoor shower. There is also a front porch. Management is very helpful and always responds quickly. Will be staying again next year.

Love This Place

May 2025
, Barryville, NY United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Great location, close to Duval but away from the noise. Can walk or ride bike everywhere in old town. Enjoy biking to beach at Fort Zachary Taylor state park. Cottage clean and comfortable. There is a nice private rear deck with hot tub and outdoor shower. There is also a front porch. Management is very helpful and always responds quickly. Will be staying again next year.

Conch Cottage

December 2024
, Mooresville, NC US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We enjoyed our stay at the cottage. The location was great, but we were not prepared about the parking situation. It was clean and the outside patio was a delight. We really enjoyed using the Jacuzzi after a long walks during the day.
The front porch was nice in the mornings having a cup of coffee when the weather permitted
A few things I would recommend to improve would be, the kitchen was dark so if you could put more wattage in the lightbulbs in the ceiling, that would be great. Also, the fan nor the light over the stove was working so that needs fixed.
You could use some stem wine glasses. The ones you have now are big for a woman to use. You could also use three different sizes of mixing bowls. You have one great big huge glass bowl that takes up a lot of space.
A nice extra blanket would help. My husband and I were both sick and could not be in the bedroom at the same time for a couple of days, So a nice blanket would’ve been a great asset.

Relaxing Retreat

November 2024
, Livingston, TN United States

Overall
5
Services from rental manager
4
Cleanliness
5
Location
5
Property condition
5

Delightful little cottage with lovely private shady garden with hot tub.

Conch Cottage

October 2024
, Elberta, AL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Definite charmer in close proximity to everything!

Conch Cottage

October 2024
, Elberta, AL US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Definite charmer in close proximity to everything!

Key West Vacation

September 2024
, Catasauqua, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Took my wife to Key West for her 60th birthday. She fell in love with Key West. This was anawesome place to stay. Within walking distance of almost everything. Secluded back patio. The only improvement I would suggest is to get permit parking in front of the house. We were able to (without trouble) park a block or two away for an easy walk to the house. Great place. We'd definitely recommend it!

Great location!

June 2024
, The Villages, FL Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean well organized little home. Super comfy bed!

A++++

June 2024
, Richmond, VA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I couldn't ask for better communication, location, interaction, price point, and overall satisfaction. They provided a perfect experience through their rental property.

Romantic Stay

June 2024
, Milwaukee, WI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

House is perfect for a couple close to everything! Jacuzzi is nice after a long day of walking to just relax in the privacy of your own backyard. Bed was comfy. Only downfall is the parking if you have a car, however we were able to park for free on the street within a few blocks of the house so not a big deal for us. Management was great they checked in on us day of arrival and were quick to answer any questions!

Great vacation

May 2024
, Monongahela, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything about the property was great. From inside to out anyone can tell this property is very well maintained. Just find a paid lot to park your car and take in key West. Close walk to everything but far enough away to feel in your own scene. Would definitely stay again.

Love This Place

May 2024
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean & comfortable. Great location, don't need car, walked or biked everywhere. Stores to pick up household items , groceries easy walking. Quiet neighborhood even though only 1 block from Duval. Manager quickly responds to any questions, very helpful with everything. Love it - have stayed here before & will be returning

Love This Place

May 2024
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very clean & comfortable. Great location, don't need car, walked or biked everywhere. Stores to pick up household items , groceries easy walking. Quiet neighborhood even though only 1 block from Duval. Manager quickly responds to any questions, very helpful with everything. Love it - have stayed here before & will be returning

Perfect location, perfect place for 2

November 2023
, Winchester, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was a clean well appointed house. The private patio, hot tub and outdoor (indoor also) shower was great. You do not need a car if you planning on seeing the sites downtown. It was only a $20 Uber fee to get to the marinas for fishing trips. I would highly recommend it. The folks at Preferred Properties we excellent.

Private Paradise

October 2023
, Moultonborough, NH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

So perfect! Just as described and very clean. The location is super convenient. The private backyard is beautiful and well landscaped. Our favorite part was the hot tub and outdoor shower. Really felt like paradise!

Would Stay Here Again

August 2023
, NA, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great little space in the middle of Key West! Well appointed kitchen and the backyard was a tropical get-a-way each day to recover from the beach. This property made our first visit to Key West a success and we will definitely be back.

Excellent Accommodations and Location!

July 2023
, Tamarac, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

This was our second time at this property in the past few years, and the owners have been right on top of taking care of the property. When something wears out, they replace it to keep the property attractive.

Absolutely Amazing!

July 2023
, Saint Johns, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

First off, Angie with Preferred Properties is absolutely incredible and went above and beyond to accommodate my husband and I when we found ourself in need of last minute accommodations. I really can’t say enough about how fantastic she was! Outside of that, the home had absolutely everything we needed and was in the perfect location to walk to everything. It has an amazing intimate fenced in back yard with a great jacuzzi. If you are thinking of booking, think no more, BOOK IT!

Absolutely Amazing!

July 2023
, Saint Johns, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

First off, Angie with Preferred Properties is absolutely incredible and went above and beyond to accommodate my husband and I when we found ourself in need of last minute accommodations. I really can’t say enough about how fantastic she was! Outside of that, the home had absolutely everything we needed and was in the perfect location to walk to everything. It has an amazing intimate fenced in back yard with a great jacuzzi. If you are thinking of booking, think no more, BOOK IT!

Awesome cottage, awesome experience

July 2023
, Bradenton, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything about our stay was wonderful! We enjoyed the lovely cottage and especially the hot tub and outdoor shower - amazing! The Stressless lounger was a great spot to enjoy one of the books from the cottage library. Terrific location. This was our first experience with Preferred Properties, and they are awesome!!

Conch Cottage

May 2023
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very comfortable cottage. Has private back deck and also a front porch. Great location - easy walk or bike ride to Duval or waterfront. Manager very helpful with all things. Will be returning

Conch Cottage

May 2023
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very comfortable cottage. Has private back deck and also a front porch. Great location - easy walk or bike ride to Duval or waterfront. Manager very helpful with all things. Will be returning

Great place

April 2023
, Columbia, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Beautiful place to stay and close to everything in key west

Cottage in historic Key West

December 2022
, Baxter, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

Cottage is small good for 1-2 people. Comfortable, clean, under 3 blocks to downtown Duval St. Can keep your vehicle parked for the whole stay. We walked or biked to all the places we went, Mallory Square, Hemingway House, KW Cemetery, trolley ride, many restaurants and bars to choose from. We loved the Conch Republic Restaurant on the water in Mallory Sq,food and service were excellent. Wasn’t busy for a Friday lunch. Best part of the house was the very private backyard and outdoor shower. Found a parking sport within a block. We’re there first week in Dec. only four stars for location only because it is a flight path for the airport but it didn’t bother us. On a street great for people watching while sitting on the front porch swing.

Great experience

November 2022
, Raleigh, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place. Awesome location and place for a trip to Key West.

Perfect location

September 2022
, Ebensburg, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This little cottage was perfect for my husband and I during our anniversary trip to Key West! It’s cute, with everything you could need. It’s so close to busy Duvall Street but still quiet with lots of privacy for relaxation. Preferred Property was wonderful and made themselves available for any questions or needs, they even surprised us with a bottle of champagne and a note wishing us a Happy Anniversary! Absolutely recommend! You won’t be disappointed!

Another Great Stay!

August 2022
, Rehoboth Beach, DE United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We have stayed 2 times at the Conch Cottage. The place is great, the location is excellent, the management company is wonderful! Special shout out to Angela, so helpful. Only downside is no ice maker. 100+ degrees and we had to use plastic ice trays to make ice. Please get an icemaker!

Wonderful rental!

July 2022
, Boca Raton, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I've visited Key West many times, and this visit was one of the best. If this cottage had off-street parking, it would be the best rental ever! For a couple, it's perfect. The location couldn't be better. We'd definitely stay here again. One small observation, though: The mattress might be nearing the end of its life or need an upgrade. Overall, fantastic.

Great House in a Great Location!

July 2022
, High Point, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was so lovely and very well stocked with everything we needed. My husband and I spent a few days here for our 25th anniversary and loved it. The outdoor space is wonderful and very private. The location was also nice for us. We walked everywhere we wanted to go, but the home is far enough away from the hustle of the night life, that it was very peaceful. Highly recommend!

Wonderful Oasis in Heart of KeyWest

June 2022
, Bel Air, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband and I stayed here and it was amazing! We were able to get into the house no problem. It was clean, and fully stocked with linens, kitchen gadgets & cookware. Right in the center of KeyWest. Backyard oasis was a major bonus! Will def be back! Management went above & beyond. LOVED OUR STAY

Fantastic getaway

May 2022
, Dayton, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was exactly as described. Everything was clean and very well organized. The management company was quick to respond to any question or request. Highly, highly, highly recommended. We will be back!

Perfect getaway for two

November 2021
, Lynchburg, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We come to KW often and stay somewhere in Old Town. We have stayed in a few other properties in this general neighborhood but this was the best choice by far. As we always walk or bike around the island, the central location on Simonton puts you just minutes from anything you set out to do whether it’s great dining options (so many choices, had to go back to 915 around the corner on Duval), groceries (Fausto’s 3 blocks) or local watering hole for a cold beverage. (Had never tried Bobby’s Monkey Bar up the street but had a blast in there on night). The cottage is perfect for a couple looking for a great, comfortable way to enjoy each other. The very private back patio area, hot tub and outdoor shower (we never once used the bathroom shower) is a perfect spot to either start the day with a light breakfast or wind down at night in the spa. Although only a block from Duval, we never heard any of the nighttime noise. Pack light as the washer/dryer will come in handy. It’s KW, all you need for a week is shorts and flip flops. Lastly, the team at Preferred Properties was fantastic. From timely, accurate communication leading up to the trip to storing our carryons upon an early arrival to checking to be sure everything was good during the week, they put bookends to a great (again) visit to our favorite escape place. We will definitely work with them again and hopefully book Conch Cottage on our next KW visit.

Great house and location

October 2021
, Baton Rouge, LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great little house. Nice backyard and spa. Great location. Comfortable bed. We loved it

Great house and location

October 2021
, Baton Rouge, LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great little house. Nice backyard and spa. Great location. Comfortable bed. We loved it

Conch Cottage

October 2021
, Flushing, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had the best time in Key West...the cottage that we rented was absolutely beautiful...we will diffently stay there glad that we chose this little cottage to spend our honeymoon in...did not disappoint at all... would highly recommend.

Paradise found in old Key West

October 2021
, Jacksonville, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place was perfect for a couple and had everything we needed and then some. We thoroughly enjoyed the back deck with jacuzzi and the outdoor shower was amazing. We loved people watching from the porch swing in the front of the cottage. The kitchen was fully stocked and meal prepping was easy. We would definitely stay here again.

Fantastic little Cottage

September 2021
, Hamilton, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved the location, size and the privacy of the back patio.

Absolutely Amazing!

September 2021
, Black Hawk, CO US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our stay at the Conch Cottage was truly amazing. We couldn't have asked for a better location- right in the mix of everything yet quiet enough to really enjoy! Perfect size and the accommodations all around were fantastic. The service of Preferred Properties was also top notch. We will definitely stay here again.

Key West Trip

August 2021
, East Quogue, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Property was Great and we enjoyed the outdoor space. We did however find the parking difficult! Advance notice on the parking would have been helpful. All and all we enjoyed our stay.

Perfect Cottage

July 2021
, Greensboro, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved staying at the Conch Cottage! It was cozy, comfortable, well stocked and in the perfect location. It was so easy to walk to all the close activities and restaurants. The staff at the management company were also super helpful and held our bags until check-in. We would definitely stay again.

Perfect little cottage

June 2021
, Fort Wayne, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Location is great, one street off of Duval where all the action is. Sarabeh's two blocks down on Simonton has the best breakfast, stumbled on by accident. Didn't spend alot of time in the cottage, but it was perfect for what we wanted, centrally located.

Perfect little cottage

June 2021
, Fort Wayne, IN Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Location is great, one street off of Duval where all the action is. Sarabeh's two blocks down on Simonton has the best breakfast, stumbled on by accident. Didn't spend alot of time in the cottage, but it was perfect for what we wanted, centrally located.

Great place

June 2021
, Tampa, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My wife and I loved the location, right in the middle of everything. The place had everything we needed and the access was easy. Thank you

Special Place to stay

May 2021
, Phoenix, AZ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The cottage was in a perfect location, no rental car required! Everything was in walking distance. The cottage was very clean, had all the needs to put luggage down and go.

Great Location

April 2021
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect location near Duval St but away from the traffic & noise. Quiet neighborhood. Easy walk or bike ride to groceries, restaurants, beach (Fort Zachary Taylor State Park), waterfront. Some free parking in front. Cottage is cute, clean & comfy. Great back yard area very private. Also has front porch. Angela and Phil were very accessible and helpful.

Great Location

April 2021
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect location near Duval St but away from the traffic & noise. Quiet neighborhood. Easy walk or bike ride to groceries, restaurants, beach (Fort Zachary Taylor State Park), waterfront. Some free parking in front. Cottage is cute, clean & comfy. Great back yard area very private. Also has front porch. Angela and Phil were very accessible and helpful.

Perfect setup for a getaway!

March 2021
, Galesburg , MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We loved the home, the location, the amenities (including hot tub, outdoor shower, full kitchen, etc.) We did encounter a few hiccups such as issues with the front door lock and the hot water heater but the rental company were very helpful and quick to solve our issues. The location was perfect distance for walking or biking and we were very happy with the overall trip! The backyard is private and a great asset. I would highly recommend renting bikes to explore the island- the classic architecture was incredibly beautiful. I would have appreciated more house notes- we found the front door confusing at first and my husband had to fix the tripped fuse box three times to get the hot water heater working, but we enjoyed the home and found it centrally located, and the perfect space for a couple.

Perfect cottage for 2

March 2021
, Centerville, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was perfect for 2 people. Very private back patio. Very clean and comfortable. Great location. Walk to grocery, restaurants, nightlife, and sightseeing. One of the best trips I've had in a long time! Will be back and will use preferred properties. Angela very helpful.

Tiny But Enough

January 2021
, Henderson , NV US

Overall
5
Services from rental manager
5
Cleanliness
3
Location
4
Property condition
4

This cottage has all the amenities you need, although everything is small. It is a great location close to Duval and all the action but Simonton is busy and loud. Fortunately the bedroom is on the backside and if you close the doors you can drown out the noise. The back deck is very well done and well maintained but hard to enjoy with the street noise. The management company was super responsive to our needs...A+.

A Great Place to Spend Christmas

December 2020
, Rehoboth Beach, DE United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Awesome home, well equipped, great location, backyard and hot tub was private and fun. We were worried about parking but found lots right near the front of this home on Simonton. Only thing that this house needed was an icemaker. We love to set on the front porch and have a cocktail, and having to make ice is a pain. This is our only suggestion, otherwise the house is perfect and we will be back. Jose at Preferred Properties was helpful and efficient! Thank you all!

A great Vacation!

December 2020
, Rehoboth Beach, DE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Conch Cottage is the perfect property in Key West. It is in a great location. It is within biking or walking distance to everything Key West is famous for, but far enough away from the hustle and bustle for some quiet time. We will definately be staying here again.

We loved this Cottage

December 2020
, Rehoboth Beach, DE United States

Overall
5

Everything about this house was great. We loved the backyard, grilling and the hottub. The kitchen had everything that you could need. We hit a cold spell in KW and the heat worked perfectly. We own Seachange Vacation Rentals in Rehoboth Beach DE. We know the vacation rental business and this house was 5 stars for sure. Also a shout out to PPKW for their excellent communication. Only one suggestion, we love ice in our cocktails and this little home in paradise needs an icemaker! We suffered and made our own ice! LOL Heading back to South Beach for the winter, then back to work at the Delaware Beaches!

Manager's Response

Thank you for your review and suggestion. We love it when other rental property owners/managers vouch for how well this home helps one enjoy Key West!

Cozy Cottage

October 2020
, Hereford , TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

What a treat and a great location to Duval St. This is a perfect place to stay for at least 2. It was a perfect size and had everything we needed. We are definitely going to rebook and come back to Key West! You are in walking distance to great shopping and so many restaurants and bars.

Brilliant Stay!

July 2020
, Brunswick, GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The location is perfect, far enough off Duval for peace. The house itself was clean, well equipped and comfortable. There was one small issue while we were there, not the fault of Preferred Properties, and it was fixed immediately. We will most certainly look for this property whenever we travel to Key West.

Brilliant Stay!

July 2020
, Brunswick, GA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The location is perfect, far enough off Duval for peace. The house itself was clean, well equipped and comfortable. There was one small issue while we were there, not the fault of Preferred Properties, and it was fixed immediately. We will most certainly look for this property whenever we travel to Key West.

Conch House Heaven

November 2019
, Wilmington , DE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We spend every Thanksgiving in Key West and the Conch Jose was the best yet! It was the perfect size for the my husband and me. It was very clean. The outdoor shower was so cool, I loved it! The decor is on point with the Key West vibe and everything is updated and brand new. Hopefully we will be back next year!!

Great vacation rental

November 2019
, Rehoboth Beach, DE Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place is awesome, you can walk everywhere.

Key West Get Away.

August 2019
, Brazil, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were in Key West celebrating our anniversary and the Conch Cottage was like having our own little home away from home. The central location to restaurants, shops, and the bus was just what we wanted ! We absolutely loved our stay.

Conch Cottage Getaway : )

August 2019
, Melbourne, Fl US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great Cottage in a Great Location - Management Team highly responsive & helpful - Thank you ! Cottage nicely appointed, clean, & quiet - very relaxing stay. Especially loved the back deck area : ) Would recommend Conch Cottage.

Manager's Response

Thank you so very much for your review. We are thrilled that you enjoyed your visit and that you found Conch Cottage helped make your vacation relaxing. We hope you will be back to Key West soon! Thanks again!

Perfect retreat

July 2019
, Miami, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The overall experience was outstanding. Perfect location. Quiet and close to all the great restaurants and shops. The cottage is a well appointed gem. The management team is extremely attentive to every request and need. We will be back.

Manager's Response

Thank you for your review of Conch Cottage! We are glad you enjoyed your trip and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Very nice and quiet

June 2019
, boca raton, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice house for two people to stay. Was clean and quiet. The check in process was very simple, they emailed me a code to enter to get in the front door. About three blocks away is a place to rent a golfcart to get around if you want to explore but you really do not need one dice Duval st is two blocks away. The outside looks old but the inside is completely renovated and very nice. Very cold a/c which is a must down in key west.

Manager's Response

Thank you for your review of Conch Cottage! We are grateful you enjoyed your vacation and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. We are working on some ways to spruce-up the exterior in the near future. Thanks again for your review.

Great Cottage!

May 2019
, Indianapolis, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We always have a great time. We love Conch Cottage and its location. Its perfect and Preferred Properties offer great service. They are always available when needed. Angela, Jose and Phil do a great job!

Surprise Engagement

May 2019
, Acworth, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Attention to detail was impeccable. The home was very clean and the property managers were attentive and professional. A class act!

Perfect

May 2019
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very quiet and private back deck - has a front porch also. Clean and very comfortable. Perfect location, quiet neighborhood only one block from Duval St. I was able to park right in front and never moved the car, used bike or walked everywhere. Angela arranged delivery of bike to me. Fort Zachary Taylor has a great beach, plenty of shade trees and picnic tables - easy bike ride approx 1.5 mile.

Manager's Response

Thank you for your review of Conch Cottage! We are glad that you recognized Angela as she works very hard to make our guests feel welcomed. We are pleased you enjoyed your time and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again! Just so the review readers know, the parking spots in front of the house are technically metered spaces. This home does not have a dedicated parking space. Our staff can assist you in finding free parking or paid for parking during your stay. Please feel free to ask.

Perfect

May 2019
, Barryville, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very quiet and private back deck - has a front porch also. Clean and very comfortable. Perfect location, quiet neighborhood only one block from Duval St. I was able to park right in front and never moved the car, used bike or walked everywhere. Angela arranged delivery of bike to me. Fort Zachary Taylor has a great beach, plenty of shade trees and picnic tables - easy bike ride approx 1.5 mile.

Manager's Response

Thank you for your review of Conch Cottage! We are glad that you recognized Angela as she works very hard to make our guests feel welcomed. We are pleased you enjoyed your time and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again! Just so the review readers know, the parking spots in front of the house are technically metered spaces. This home does not have a dedicated parking space. Our staff can assist you in finding free parking or paid for parking during your stay. Please feel free to ask.

Great Place

April 2019
, Beulah, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything as described and photographed. The location is even better and the neighborhood is quiet, safe and friendly. We loved it.

Location is Great! House is the perfect size and very clean!

January 2019
, Indianapolis, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We love this property. Its an ideal location and just the right size for us. Very clean, staff is very nice and helpful. We cant wait till the next time!

Location is Great! House is the perfect size and very clean!

January 2019
, Indianapolis, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We love this property. Its an ideal location and just the right size for us. Very clean, staff is very nice and helpful. We cant wait till the next time!

conhch cotage

September 2018
, Greensboro, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice quiet house great location.

Manager's Response

Thank you for your review of Conch Cottage! We are happy you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

conhch cotage

September 2018
, Summerfield, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice quiet house great location.

Manager's Response

Thank you for your review of Conch Cottage! We are happy you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

conhch cotage

September 2018
, Summerfield, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nice quiet house great location.

Manager's Response

Thank you for your review of Conch Cottage! We are happy you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Cozy cottage in the best location!

September 2018
, Munroe Falls, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved our stay at conch cottage and plan to return. It's location in Old Town, surrounded by beautiful historical homes was ideal. Central to all we wanted to do on a quaint street. If it was too hot to walk we simply took a Lyft to our destination. The home was clean and well decorated with. Many updates throughout, mainly kitchen and bathroom. Our favorite spot was the back patio with the private outdoor shower. We used it every day, with the lizards watching : ). The rental staff was very helpful! Make sure to read the binder when you first arrive as we missed garbage day. I highly recommend!

Great Place

September 2018
, lexington, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place to stay. Was clean and ready upon arrival. Perfect place for a couples get away. 1 block off Duval St and within walking distance of everything.

Manager's Response

Thank you for your review of Conch Cottage! We are thrilled you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Key West Cottage

September 2018
, Owasso, OK United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was wonderful and exactly what we needed for our stay. I would highly recommend staying here.

Manager's Response

Thank you for your review of Conch Cottage! We are thrilled you enjoyed your visit and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Wonderful!

August 2018
, Sarasota, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Adorable cottage, very well appointed and comfortable. We wanted for nothing! The unit was very clean. The out door area was pleasant and very nice for early coffee or happy hour drinks. the hot tub was clean and well serviced. Of special note is Angela of Preferred Properties who was immensely helpful cordial and so endearing.

Great little house in a prime location

July 2018
, Westville, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Nothing but great things to say about this property. My wife and I stayed here for a week and it was worth every penny! Very clean, great location, one block from Duvall Street and 4 blocks from the beach. From the privacy it offered to being able to walk to all of Key Wests main attractions. I would recommend this property to family and friends.

Perfect place to drop anchor!

July 2018
, Ocoee, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We truly loved out stay at the Conch Cottage. The place was exactly as shown in the pictures. It was perfect for the two of us. It lacked nothing, its completely stocked. We especially loved the backyard oasis......complete privacy. We loved the outdoor shower so much we never used the indoor one! The hot tub made for some memorable evenings to say the least!!! The cottage was very clean, plenty of glasses & dishes. Location was awesome....one block from Duvall but quite at night. It just lacks a driveway so parking is a challenge. Great restaurants within walking distance (try Sarabeths).

Manager's Response

Thank you for your review of Conch Cottage! We know that parking can be a challenge. Otherwise we are elated you enjoyed your vacation and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Great place

May 2018
, Richmond , VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

great location. perfect for a single or a couple. Loved the courtyard with the hot tub and outdoor shower.

Exceptionally great place and great time!

April 2018
, Hastings, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I wanted to provide a review on the Conch Cottage we just stayed at 4/1-4/10.

I'll start by saying we had a completely awesome time again in Key West, and this cottage only helped to make our second visit to the island a great one.

Last year we stayed down by Smathers Beach, and this year decided to stay a little closer to Duval in order to be closer to Duval and other activities. Everything at the cottage is exactly as described. Plenty of room for the 2 of us for a 10 day stay, and honestly I could have stayed a lot longer. The front porch and swing were very nice, the neighbor 2 houses down who is a permanent resident was very nice as well, and the private back yard was simply amazing. Plenty of sunshine if you wanted some quiet time to lay in the sun, and plenty of shade if it got too hot to lay in the direct sunlight. It was very private, and one of my favorite amenities was the outdoor shower. Nothing quiet like it anywhere else I have stayed, and I loved it. As long as the little lizards just sat on the edge and watched me and didn't decide to join me it was great!

I would post pictures, but the pictures they have are exactly what you get when you are there. Angela and Jose where exceptional to work with and answered any and all questions we had prior to arrival, and they ensured our stay at KW was as good as it could be and for that I am very thankful. It is not cheap to vacation in KW, but when you have a place like this and people to work with like them, it makes it all worth it.

We will definitely book again without any hesitation!

And for the person who reviewed that the lighting was poor in the bathroom - they must not have realized the light is on a dimmer next to the switch. When you increase that, you have absolutely plenty of light!

Thanks - Brad & Jenny (Minnesota)

A week in the Keys

February 2018
, South Rockwood, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We are so happy we chose to stay at this property. Much better than a hotel or condo. No noise from people running down halls, no slamming of doors like you would get at those places. Loved the private outside space. Outside shower ...Awesome! House has everything you need. Very cute. Location was great, close enough but quieter than being on Duval. We rented bikes, saw a lot more than just walking everywhere. I bought a backpack cooler,(carry on airplane) which was perfect for taking to the beach and fit in bike basket. Front porch was nice, great for people watching. Close to many bars , restaurants,shops and stores if you're just walking. We didn't have problems with air cooling house as others had, but lighting in bathroom could be better. Angela is so helpful, great communication. Thank You! We miss Key West already and would definitely recommend.

Cute cottage close to everything

January 2018
, Minnetonka, MN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

The house was very cute and had everything we needed -- even umbrellas for the occasional rain shower. The backyard deck, hot tub and outdoor shower are surrounded by beautiful plants and felt like a private oasis. If we make it back to the Keys, we'd definitely stay here again. The location was perfect; it was close to all the sites for walking yet it was quite at night. We bought a parking pass at the city ramp and then could park the car on the street. However, we never needed to use the car (except to get groceries) the entire week we were there due to the great location.

Great for Two!

December 2017
, San Diego, CA United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
4
Property condition
5

We enjoyed our stay in this property--it is perfectly sized for 2 people for a week. The backyard is inviting and the bath and kitchen are updated. Be warned though, that this property is on a very busy street and road noise is constant. Otherwise the location is great--central and it is walkable to everything worth walking to in Old Town. Our only issues were 1) the 104 degree hot tub was too hot for us to use (and could not be turned down due to a faulty control), and 2) the house next door was under renovation with lots of sawing and hammering all day (you can't hold the rental agent responsible for that--it's a free country and how would they know when work like this would be done next door?). This plus the road noise made it more reminiscent of New York City than a far flung island at times, but we still had fun.

We really liked this property and would definitely consider renting it again--but I would probably try to find something on a quieter street first.

The reservation experience and service provided by the rental agents were very professional and we liked Preferred Properties a lot.

Awesome cottage, awesome location!

November 2017
, Amherst, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This adorable little cottage was PERFECT for our stay in Key West. Literally two blocks off of Duval, it could not have been in a better location! And the cottage itself had everything we needed--coffee maker, blender, huge fridge and freezer, and a fenced in backyard with a hot tub! So adorable!

Manager's Response

Thank you for your review of Conch Cottage! We are overjoyed you enjoyed your trip and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Honeymoon Bliss

November 2017
, Pitman, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I loved everything about this rental. It was easy to book, and I always received prompt responses to my emails. When we arrived at the house it looked exactly as pictured on the website. It was so cute and perfect in size for the two of us! The kitchen was fully equipped. The living room furniture was very comfortable. I loved the high ceilings in the living room and bedroom. I also loved the walk-in shower in the bathroom. Access to the bathroom from the living room or bedroom was also nice. The best part about this house, though, is the backyard. It is so quiet and private. You feel like youre tucked away from it all. There is nice foliage which gives you privacy from your neighbors. The hot tub was awesome and we enjoyed using it at the end of each long day. The location was also perfect, being only one block from Duval. Tho house is walkable to everything. Loved this place and when we return we will definitely be booking it again!!

Honeymoon Bliss

November 2017
, Sewell, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I loved everything about this rental. It was easy to book, and I always received prompt responses to my emails. When we arrived at the house it looked exactly as pictured on the website. It was so cute and perfect in size for the two of us! The kitchen was fully equipped. The living room furniture was very comfortable. I loved the high ceilings in the living room and bedroom. I also loved the walk-in shower in the bathroom. Access to the bathroom from the living room or bedroom was also nice. The best part about this house, though, is the backyard. It is so quiet and private. You feel like you’re tucked away from it all. There is nice foliage which gives you privacy from your neighbors. The hot tub was awesome and we enjoyed using it at the end of each long day. The location was also perfect, being only one block from Duval. Tho house is walkable to everything. Loved this place and when we return we will definitely be booking it again!!

Good times in Conch Cottage

November 2017
, Barrington, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoy working with Preferred Properties and are repeat customers of Conch Cottage

Manager's Response

Thank you for your review of Conch Cottage! We are delighted you enjoyed your stay and are grateful that you remember Preferred Properties and Conch Cottage when you visit Key West. Thanks again!

Good times in Conch Cottage

November 2017
, Barrington, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoy working with Preferred Properties and are repeat customers of Conch Cottage

Manager's Response

Thank you for your review of Conch Cottage! We are delighted you enjoyed your stay and are grateful that you remember Preferred Properties and Conch Cottage when you visit Key West. Thanks again!

Good times in Conch Cottage

November 2017
, Barrington, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoy working with Preferred Properties and are repeat customers of Conch Cottage

Manager's Response

Thank you for your review of Conch Cottage! We are delighted you enjoyed your stay and are grateful that you remember Preferred Properties and Conch Cottage when you visit Key West. Thanks again!

Great Vacation

October 2017
, Roanoke, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The cottage was wonderful, loved the updates and dcor. The back deck was great. The location was perfect, close to Duval, but quite. Plenty of places to eat within walking distance. Only drawback was parking. But we parked our vehicle in the parking garage for the entire stay and rented a scooter. So it wasn't to bad.

Manager's Response

Thank you for your review of Conch Cottage! We are pleased you enjoyed your time and we hope that you will remember Preferred Properties and Conch Cottage the next time you visit Key West. Thanks again!

Leave a Review
1 Bed
1 Bath
Sleeps 2

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The Green Goddess

Welcome to The Green Goddess! Come stay is this gorgeous 4 bedroom, 3 bath pool home located in the gated community of the Residences at the Southernmost Point.

Location

1325 Whitehead Street
33040 Key West , FL
United States
24° 32' 47.7816" N, 81° 47' 49.4052" W
Florida US

The Green Goddess

Request More Information

Jan 2026 stay

Reviewed by Kevin A. on 2026-02-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
All future winter renters need to know this house does NOT have central heat. Instead their are numerous electric space heaters that must used to warm a room which was not great. The house had some maintenance issues (electrical breakers, low coolant in AC system, etc) during our stay, but they were addressed promptly by management, so the inconvenience was minimized. We liked the location, roof top patio, and warm pool.

Green Goddess Getaway

Reviewed by Robin R. on 2025-04-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We were very pleased by the accuracy of the property description, layout, pool, upper deck, amenities and awesome customer service. Location was ideal, quiet with wonderful neighbors. Easy walk or bike ride to beaches, historic sites, restaurants, Duval St. Favs include Green Parrot, Fort Zachary, Lighthouse, Southern Most Beach and Waterfront. We enjoyed meals at Antonia's, Half Shell, Pepe's, Clemente's, Old Town Bakery and Square Grouper, just a few of the wonderful restaurants nearby. Yes, we highly recommend this property to friends and relatives. Thanks for everything, see you next year!

Green Goddess

Reviewed by John G. on 2022-03-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place, great location and great service.

Green Goddess

Reviewed by John G. on 2023-04-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place, great location

A property worthy of its name

Reviewed by Melanie K. on 2023-05-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
It would be difficult to improve upon any of the amenities of this beautiful home. And I'm saying that as a winter visitor of 25 years. Everything about this house is well considered. Some properties called themselves luxury accommodations, but this one truly is. Let's not forget to include Preferred Properties' exceptional management as well.

Green Goddess - Sunsets Included - 4BD/3Bath - 360° Rooftop - Private Pool

Unit Code: 1325W

The Green Goddess

Welcome to The Green Goddess! Come stay is this gorgeous 4 bedroom, 3 bath pool home located in the gated community of the Residences at the Southernmost Point.
Experience the beauty of Key West's famous sunsets from the comfort of your own vacation home at The Green Goddess. This secluded and peaceful property is located just off Whitehead Street, less than a block from the Southernmost Point and only a short bike ride or stroll from all of the island's top attractions. Featuring 4 bedrooms and 3 full bathrooms, this home is perfect for large groups or families. The first floor features a guest bedroom with a full shower bathroom that can be accessed from both the bedroom and the hallway, serving as the primary bathroom for the first floor. The second floor has a master bedroom with a beautiful bathroom featuring lots of mirrors and storage. The second floor also has two guest bedrooms which share a full bathroom between them. The interior of the Green Goddess is designed with mid-century modern furniture. The open-concept living area features a fully equipped kitchen with all new appliances. The living room also features a home theater with an 85-inch 4K Smart TV with cable, Apple TV, and Blue Ray/DVD player with surround sound speakers. Just outside the living room is a fun back deck and private pool. But the real highlight of this home is the romantic rooftop deck, offering a complete and unobstructed view of the sunset. Spend your evenings up there, star gazing and taking in the stunning views. Or bring a meal to the roof deck and eat on top of the world. Book your stay at the Green Goddess and experience the best Key West has to offer, including breathtaking sunset views from the romantic rooftop deck and the opportunity to view the beautiful artwork of the home's owner. Don't miss out on this unique opportunity! Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. Other items to note: There is cable TV entertainment, and the bedrooms on the second floor each have their own TV. There is WiFi throughout the house with boosters to ensure strong signals. All linens are provided for your convenience. Monthly rentals only Unfortunately, no pets are allowed. There are no bed conversions available.
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Age 24 and under.
DatesPrice
06/01/2026 - 08/31/2026$6,951 /wk
06/01/2026 - 08/31/2026$11,047 /wk
06/01/2026 - 08/31/2026$7,610 /month
06/01/2026 - 08/31/2026$11,830 /month
09/01/2026 - 11/30/2026$6,770 /wk
09/01/2026 - 11/30/2026$14,847 /wk
09/01/2026 - 11/30/2026$7,200 /month
09/01/2026 - 11/30/2026$15,788 /month
12/01/2026 - 02/28/2027$14,283 /wk
12/01/2026 - 02/28/2027$20,689 /wk
12/01/2026 - 02/28/2027$16,312 /month
12/01/2026 - 02/28/2027$21,632 /month
03/01/2027 - 05/31/2027$13,859 /wk
03/01/2027 - 05/31/2027$21,541 /wk
03/01/2027 - 05/31/2027$14,910 /month
03/01/2027 - 05/31/2027$22,934 /month
06/01/2027 - 08/31/2027$11,471 /wk
06/01/2027 - 08/31/2027$13,691 /wk
06/01/2027 - 08/31/2027$12,290 /month
06/01/2027 - 08/31/2027$14,814 /month
4.6667
(6 Review)

Beauty of Key West!

July 2022
, Hudson, Ohio US

Overall
5

This is a beautiful home that my friends and I enjoyed staying at for the month! It was just 12 minutes from the airport, and walking distance to a ton of restaurants, bars and near by beaches. It was cozy, colorful and had all the amenities you needed for the month: a fully stocked kitchen to prep and cook all your meals, beach towels, books to read, washer and dryer, a lovely roof top to enjoy the sunrise and sunset, a lit up pool to cool off in and a grill to bbq. The house is well decorated, very modern with incredible art work all over. Each room had a different color theme that added to the uniqueness of staying at this place! It was a nice home away from home near the southernmost point of continental USA! We enjoyed our stay here and would come back again!

Jan 2026 stay

January 2026
, Mandeville, LA United States

Overall
3
Property condition
3
Location
5
Cleanliness
5
Services from rental manager
5

All future winter renters need to know this house does NOT have central heat. Instead their are numerous electric space heaters that must used to warm a room which was not great. The house had some maintenance issues (electrical breakers, low coolant in AC system, etc) during our stay, but they were addressed promptly by management, so the inconvenience was minimized. We liked the location, roof top patio, and warm pool.

Green Goddess Getaway

February 2025
, Rochester, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We were very pleased by the accuracy of the property description, layout, pool, upper deck, amenities and awesome customer service. Location was ideal, quiet with wonderful neighbors. Easy walk or bike ride to beaches, historic sites, restaurants, Duval St. Favs include Green Parrot, Fort Zachary, Lighthouse, Southern Most Beach and Waterfront. We enjoyed meals at Antonia's, Half Shell, Pepe's, Clemente's, Old Town Bakery and Square Grouper, just a few of the wonderful restaurants nearby. Yes, we highly recommend this property to friends and relatives. Thanks for everything, see you next year!

A property worthy of its name

April 2023
, Philadelphia, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It would be difficult to improve upon any of the amenities of this beautiful home. And I'm saying that as a winter visitor of 25 years. Everything about this house is well considered. Some properties called themselves luxury accommodations, but this one truly is. Let's not forget to include Preferred Properties' exceptional management as well.

Green Goddess

February 2023
, Marblehead, MA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place, great location

Green Goddess

February 2022
, Marblehead, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place, great location and great service.

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4 Bed
3 Baths
Sleeps 8

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Pineapple Cottage

Pineapple Cottage is a two bedroom, two bathroom home with a refreshing pool in Old Town Key West. There is total privacy and charm throughout this island home and the proximity to all things Key West is unbeatable (1/2 block from Duval Street).

Location

526 Southard Street
33040 Key West , FL
United States
24° 33' 19.0188" N, 81° 48' 3.8232" W
Florida US

Pineapple Cottage

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Complete Relaxation

Reviewed by Lori B. on 2026-05-19
Recommend to Others
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We had a wonderful week of relaxation at Pineapple Cottage celebrating Mother's Day. The pool was perfect, private, and the deck area was great to chill out on, have meals at the huge table, read, and relax. The cottage has a great layout with tons of privacy for two couples. The location can't be beat and there is very little noise to interrupt your vacation.

Perfect oasis

Reviewed by Kimberly O. on 2026-04-06
Recommend to Others
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Lives up to all the 5 star reviews! Really quite perfect in comfort, amenities and location. A quiet oasis right off of Duval St. Would definitely stay again.

Pineapple Cottage

Reviewed by Stacie D. on 2026-03-14
Recommend to Others
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Location
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We’ve stayed in this home several times. The location is close to everything you want/need and still provides a lot of privacy. Angela and Kevin at Preferred are outstanding to work with and the reason we hope to continue to rent properties from this company. Angela makes the process smooth from start to finish and Kevin is there for any of our maintenance questions. Thank you to another wonderful stay you two!

Great Vacation in Key West

Reviewed by James H. on 2026-03-04
Recommend to Others
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Overall satisfaction
The Preferred Properties staff were very friendly and wonderful to work with.

A Peaceful Retreat

Reviewed by Judith L. on 2026-01-13
Recommend to Others
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A lovely place with the courtyard and pool providing a relaxing environment. We ate most of our meals on the deck.

Best place in key west

Reviewed by Gigi A. on 2026-01-27
Recommend to Others
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Overall satisfaction
Location location location! Everything is in walking distance the cottage was beautiful and tucked away for privacy. Property management were friendly and very helpful. We are already looking to return.

Centrally located with the best property management on the island

Reviewed by Stacie D. on 2025-03-15
Recommend to Others
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Location
Cleanliness
Services from rental manager
Overall satisfaction
We’re stayed at the pineapple Cottage for several years. We chose this location because of the close proximity to everything and the outdoor space. We’ve rented from other companies, but Angela at Preferred Properties is by far the most professional and knowledgeable we’ve worked with. The house is always clean and ready on time. We can’t wait to come back next year!

Labor Day Stay

Reviewed by Jim W. on 2025-09-02
Recommend to Others
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We had a great time in your fantastic home

An oasis and convenient!

Reviewed by Sally S. on 2025-04-02
Recommend to Others
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A wonderful oasis in the middle of Key West. Wonderful space, good communication , wonderfully appointed. Definitely would rent again!

Better then I could imagine

Reviewed by Tom M. on 2025-06-24
Recommend to Others
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Overall satisfaction
What a great experience at Pineapple Cottage. We have been coming to Key West for over 25 years and this is the first time staying here. Great quiet location, very roomy, the pool is awesome and the iguana is an added bonus. We will definitely return to stay here.

Perfect!

Reviewed by Kirsten M. on 2025-06-11
Recommend to Others
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Location
Cleanliness
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Overall satisfaction
Pineapple Cottage was perfection! The private pool and back patio were amazing, beds were comfortable, home was cute and clean. Preferred Properties was excellent, they really went out of their way to make sure we were comfortable and we wanted for nothing. 10/10, we'll be back!

Hidden Gems in paradise

Reviewed by Unknown on 2025-09-25
Recommend to Others
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Overall satisfaction
The only thing that I found to be an issue was the musty smell thru out the house. But I guess that is to be expected due to the high heat and humidity in the area otherwise it was a very good time

Amazing location yet a hidden location

Reviewed by Kimberly S. on 2025-05-24
Recommend to Others
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Loved our rental (Pineapple Cottage). Great location, loved the pool, tactfully decorated. comfortable

Little piece of paradise

Reviewed by Patrick B. on 2025-10-12
Recommend to Others
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Great experience. Excellent support staff, cozy comfortable home, beautiful location steps off duval street, could not have asked for better.

Pineapple Cottage

Reviewed by Michele C. on 2024-04-02
Recommend to Others
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Overall satisfaction
We had a wonderful time at Pineapple cottage.
Great location, great pool, comfortable home and easy to reach property manager. Thank you.
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Michele, Thank you for the wonderful review! We’re thrilled that you enjoyed your stay, especially the location, pool, and comfort of the home. It’s great to know our team was helpful and responsive. We hope to welcome you back in the future!

5 Days in Key West

Reviewed by David M. on 2024-04-09
Recommend to Others
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Overall satisfaction
Pineapple Cottage is perfectly located just a half block from Duval. The cottage was exceptionally clean. Only negative was the beds, new mattresses would make the cottage perfect. Out door area was also very nice, with a grill and plenty of seating. We would definitely recommend this cottage to friends and family.
Manager response on 2024-04-19 - Response from Preferred Properties Management LLC
Thank you for the wonderful review. I am happy to say that new mattresses have been ordered and have been replaced on April 16, 2024.

Perfect for Two Couples!

Reviewed by William T. on 2024-11-05
Recommend to Others
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Cleanliness
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Overall satisfaction
We had a wonderful time at this oasis. Off of Duval St so you are in your own little world. Quiet and comfortable it is perfect for two couples. Upstairs has a great main suite with a big sitting room. Clean and ready for your use. Property management company is wonderful with communication. Property very well maintained. Great location. You can walk everywhere from here. Coffee shop right next door, plenty of foodie spots in every direction.

Pineapple House 2024

Reviewed by Kevin F. on 2024-12-16
Recommend to Others
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Overall satisfaction
Everything went perfect from the rental agency support and communication, house cleanliness and comfort, pool and location. We are already booked for next year!

Another great trip....

Reviewed by Mason L. on 2024-04-28
Recommend to Others
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Location
Cleanliness
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Overall satisfaction
This is our second time staying at Pineapple Cottage. We absolutely love this rental. It is in the heart of everything, yet so private at the same time. Everything you need is here. We will be back.
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Mason, Thank you for your fantastic review and for choosing Pineapple Cottage for a second time! It’s great to hear that you love the rental and the perfect balance of being in the heart of everything while maintaining privacy. We’d be happy to host you again for your third stay!

Wonderful Place

Reviewed by Gary . on 2024-06-17
Recommend to Others
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Location
Cleanliness
Services from rental manager
Overall satisfaction
Great location. Lots of privacy and quiet time when you need it. Will be back..
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Gary, Thanks for the wonderful review! We’re thrilled that you enjoyed the location and found the privacy and quiet exactly what you needed. We look forward to your return for more relaxation in Key West!

Amazing

Reviewed by Phillip T. on 2024-06-15
Recommend to Others
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Overall satisfaction
Amazing!
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Phillip, Thank you for the kind review! We’re so happy that your stay was nothing short of amazing. We hope to have you back at Pineapple Cottage again soon!

Great place with privacy.

Reviewed by Phillip R. on 2024-07-11
Recommend to Others
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Location
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Overall satisfaction
Had a great time in Key West while staying at the pineapple cottage. The home was clean are ready early. Management kept us I formed throughout the booking process and leading up to our arrival. AC worked great and private pool was the main event. Spent evenings cooling off after a day waking around town or relaxing on the beach. Thank you.
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Phillip, We appreciate your thoughtful review! It’s fantastic to hear that you had a great time in Key West and enjoyed the privacy, cleanliness, and especially the pool. We’re also glad the AC kept you cool and comfortable during your stay. We’d be delighted to host you again on your next trip.

Our Oasis

Reviewed by Beverly C. on 2025-02-25
Recommend to Others
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Overall satisfaction
The location of Pineapple Cottage couldn't be better, close to all the action but you'd never know it. The pool was wonderful. We chose to have it heated and it was prefect for floating after getting in from the beach. The cottage itself was exactly as described. Angela from Preferred Properties was the there to answer all of our questions from check-in to check out. We will be returning!

Excellent. Oasis hidden near Duval

Reviewed by Jack B. on 2024-07-28
Recommend to Others
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Location
Cleanliness
Services from rental manager
Overall satisfaction
Stayed with Family of Five during July.
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Jack, Thank you for the fantastic review! We're so glad that you and your family of five had an excellent stay at Pineapple Cottage in July. It's great to hear that the cottage was a perfect oasis for your family getaway. We look forward to welcoming you back for another stay!

Great location and excellent home

Reviewed by Erik K. on 2024-12-05
Recommend to Others
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Overall satisfaction
This place is awesome. Nice pool and tropical garden. Very private. House had everything we needed and more. Super clean and communication with the host was quick and simple.

An oasis in downtown key west

Reviewed by Carole G. on 2024-08-29
Recommend to Others
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Overall satisfaction
We had the most perfect stay at pineapple cottage. It was absolutely brilliant- the pool was perfect, the house was immaculate but above all the location was incredible. It was just a 2 minute walk from Duval Street and all the exciting bars and shops, but once in the property all the hustle disappeared and it was serene. Highly recommend
Manager response on 2024-09-20 - Response from Preferred Properties Management LLC
Hi Carole, Thank you so much for your lovely review! We're thrilled that you had a perfect stay at Pineapple Cottage and enjoyed the pool, cleanliness, and unbeatable location. It's wonderful to hear that the cottage offered both the excitement of Duval Street and the serenity you were looking for. We would love to welcome you back anytime. Thanks again for highly recommending us!

Excellent Stay

Reviewed by Peter S. on 2024-10-09
Recommend to Others
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Overall satisfaction
The Pineapple Cottage is a great place to stay if you are heading to key west. Location is prime with loads of space for outdoor relaxation. Quiet at night even though the location is in the heart of town. Management company was great with communication and made our stay a breeze.

Third times a charm

Reviewed by Mason L. on 2024-10-06
Recommend to Others
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This was our third visit to Pineapple Cottage, we love this place and will continue to come back. The location can not be beat, everything walking distance. Thank again Preferred Properties for another great stay.

CENCI

Reviewed by nick c. on 2025-01-17
Recommend to Others
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It was a clean and wonderful atmosphere
Can't wait to come back

Wonderful Stay!

Reviewed by Jacob E. on 2024-12-24
Recommend to Others
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Excellent in every way! No complaints whatsoever.

Pineapple Perfection

Reviewed by Richard K. on 2022-05-22
Recommend to Others
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Great property ,Great location ,Awesome management team, we will definitely be back !

The BEST Vacation...round 2!

Reviewed by Krista I. on 2022-08-11
Recommend to Others
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My husband and I along with my sister and her husband stayed at the cottage for a second time this summer and it was everything we hoped for! The property was very clean and very private. We loved hanging out in the pool and the location to Duval street can't be beat! The Preferred Properties team was also so helpful. kind and accommodating to our needs. We will definitely be back again!

Paradise in the Middle of Paradise

Reviewed by Elizabeth J. on 2022-07-03
Recommend to Others
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Pineapple Cottage is a hidden gem. From the cozy comfortable cottage to the beautiful lush pool area. This is a great place to relax!

Amazing cottage hide away

Reviewed by Travis B. on 2022-07-02
Recommend to Others
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I dont know how many houses like this are hid away in Key West, but we are very fortunate to have found the Pineapple Cottage. Located so close to everything. Go walking along Duval, get a little sweaty, just come right back and jump in the pool! With your very own parking spot, located right behind the house, we never had to worry.

Best little hideaway in Key West

Reviewed by Christine E. on 2022-10-11
Recommend to Others
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Adorable cottage centrally located. very spacious. the outdoor area was spectacular, the concierge service was incredible. can’t wait to come back.

The best in key west

Reviewed by Trish K. on 2023-01-18
Recommend to Others
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Pineapple cottage is amazing in every way.....clean, well appointed kitchen, great outdoor space and great location. The grocery store just a block away. close to duval for all the restaurants and bars but far enough away to have peace and guiet. We’ve stayed her 2 years in a row and hope to be back next year....love it !

Wish I could give 10 stars!!!

Reviewed by Kelli S. on 2022-10-24
Recommend to Others
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This place was amazing from location to bedding to NO noise and ALL the privacy a person and family could need!. Everything was amazing! The staff at the office welcomed us when we were there early and Kevin was able to get us what we needed. Angela was a HUGE help as well- even keeping us posted after the Hurricane came through before we came down. Clean, TONS of space and convenient. Will definitely be coming back!!!!!

Hidden Retreat

Reviewed by Michelle B. on 2022-08-19
Recommend to Others
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We absolutely LOVED our time at this property. The location was perfect. Everything about the property was exceptional. The outdoor space was a relaxing retreat. Indoor space was clean, updated and had everything we needed for our stay. We can’t wait to come back and have already recommended this property to friends. Thank you for making our time in Key West special!

Pineapple Cottage

Reviewed by Mark M. on 2022-11-20
Recommend to Others
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Overall satisfaction
Everything about this property was great. The location was perfect. The backyard is very secluded and the pool was wonderful for relaxing after a few hours of action on Duval street. The pool was clean and warm and totally private. The Preferred Properties office is very close and the people there were very helpful and professional. We will definitely stay here again.

Love the Pineapple Cottaage!

Reviewed by Michael B. on 2023-03-24
Recommend to Others
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Pineapple Cottage is a great place! So close to Duval St. but you wouldn’t know it from the house. Love the pool and the grounds. We’ve stayed there 3 years in a row and would stay there again and again.

Lovely home, friendly helpful staff.

Reviewed by Melody M. on 2022-11-02
Recommend to Others
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Great location, close to everything! The staff at the rental agency was very communicative and helpful. The house was perfect for two couples and room for more. We enjoyed the pool too.

Best location

Reviewed by Stacie D. on 2023-03-19
Recommend to Others
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Overall satisfaction
We’ve stayed at this home several times. The location is great with several restaurants and shops in close walking distance. The layout is perfect for two couples. The outdoor space is exactly what we were looking for with a large pool and plenty of deck/seating space. Preferred Properties and Angela specifically are easy to work with and very responsive. We look forward to booking this place again.

BEST LOCATION!!!

Reviewed by Leigh P. on 2022-07-31
Recommend to Others
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This Key West house was even better in person! So clean, so private, and best location to everything!!!! Will absolutely stay here again in the future.

Don’t stay here

Reviewed by gene c. on 2022-06-25
Recommend to Others
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Seriously I am concerned if I say just how much my girls and I enjoyed our stay the price will go up and availability will go down! Just a spectacular home in a perfect location! Old town Key West is so much fun for everyone! We can’t wait to return and hopefully stay at pineapple cottage...

Florida Keys getaway

Reviewed by Denise H. on 2022-11-27
Recommend to Others
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Pineapple Cottage was a great location just off Duval. Enjoyed the pool in the evenings. Management was great. Highly recommend!

Perfect Family Vacation

Reviewed by Unknown on 2023-04-10
Recommend to Others
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Great Property! Had everything you could possibly need. Enjoyed Family time in the pool and the location was perfect!

Location Location Location

Reviewed by Andrea Y. on 2023-02-08
Recommend to Others
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Great place and so easily accessible to everything. Definitely enjoyed the heated pool!

Pineapple Cottage

Reviewed by Unknown on 2023-05-06
Recommend to Others
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Great location Clean and well appointed. Enjoyed our stay. Group of 4, easily accommodated.

Pineapple Cottage Love It! Didn’t want to leave it!

Reviewed by Unknown on 2022-12-28
Recommend to Others
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Pineapple Cottage has everything needed for a great getaway close to the Old Town hotspots yet quiet enough to relax by the pool and chill. We will definitely seek to stay again. Working the the staff from Preferred Properties was easy, open and concise communication!

Always LOVE Pineapple Cottage

Reviewed by Jaime M. on 2023-04-06
Recommend to Others
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Always LOVE staying at Pineapple Cottage. The place itself is awesome, and you can’t beat the location. The staff, especially this most recent time, was beyond friendly; really great.

Great location

Reviewed by Charles H. on 2023-08-03
Recommend to Others
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This place is amazing. You can’t beat the location, walk to everything in minutes. The house and pool area were great. Definitely will be my go to place to rent.

Private paradise

Reviewed by Tom K. on 2023-04-25
Recommend to Others
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Great location, perfect layout for two couples, very private pool

Great house & location!

Reviewed by Unknown on 2023-05-28
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Awesome!

Secluded paradise

Reviewed by Unknown on 2023-01-29
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Very private oasis in a busy town. Nicely appointed, clean VRBO with beautiful patio space and awesome heated pool. Great location for popular tourist destinations. Has it's own dedicated off-street parking space. Excellent communication with Preferred properties folks. Would highly recommend.

review

Reviewed by Jim W. on 2023-09-28
Recommend to Others
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good

Another wonderful stay at Pineapple Cottage, Key West

Reviewed by Gerold T. on 2024-03-12
Recommend to Others
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Staying at the Pineapple Cottage allows you to have an effortless enjoyable vacation in Key West! It's central location allows you to walk wherever you want to go. No need to rent any type of transportation. The private pool retreat allows you to just relax when you choose to. This is our 3rd stay and we will be back for our 4th!
Manager response on 2024-03-21 - Response from Preferred Properties Management LLC
Thank you, our repeat guests are truly appreciated.

Hidden Gem

Reviewed by Jason C. on 2023-07-30
Recommend to Others
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Perfect location. Management was great. Pool was relaxing.

Adorable cottage

Reviewed by Melinda S. on 2023-11-28
Recommend to Others
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This cottage is just adorable! Very spacious with bedrooms up and down. We loved the outdoor patio as we had coffee every morning out there. We would relax in the pool in the afternoon. Everything was within walking distance.

Great location!

Reviewed by Yelena L. on 2023-11-30
Recommend to Others
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We enjoyed our stay so much! It is close to the busy Duval street, but at the same time feels very private. Great experience overall, although I would have proffered a heads up about a pool guy showing up and just walking though in the middle of the day - was very much unexpected :)

A wonderful tranquil week in Key West

Reviewed by Unknown on 2024-02-12
Recommend to Others
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Preferred Properties was the best management company I have ever worked with in Key West. Thank you so much for the great communication, kind and friendly service.
The downstairs bed had seen better days, but okay for one person. otherwise the property was absolutely beautiful, quiet and so private. All the comforts of home were provided.
Manager response on 2024-02-13 - Response from Preferred Properties Management LLC
Thank you for the nice comments and will work on replacing the guest mattress. All suggestions and comments are truly appreciated! Hope to have you back in the near future.

Birthday Surprise

Reviewed by Larry R. on 2023-12-29
Recommend to Others
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If we ever go back to Key West, we are absolutely going to stay here. The house is private and in a perfect location. Thank you!

Key West Rental

Reviewed by Jill Q. on 2024-03-15
Recommend to Others
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The location of the cottage is perfect, close to everything but a bit away from the noise. The pool and yard is an adorable oasis. For the nightly price it would be reasonable to expect nicer beds, paint touch ups, repair of cracked stairs, repaired decking, replacement of torn patio furniture, etc.
Manager response on 2024-03-21 - Response from Preferred Properties Management LLC
Thank you so much for sharing your feedback regarding the house. We truly appreciate your insights. Just to update you, we have a brand new mattress for the upstairs area on order, and our new lawn furniture is also scheduled for delivery very soon. Living in Key West poses a unique challenge as we don't have local stores readily available, which means most items have to be ordered in advance. As our property serves as a transient home, we have to balance small repair projects around our guests' stays. Rest assured, we will address these repairs as soon as time allows. Once again, thank you for choosing to stay with us. Your feedback helps us improve and provide a better experience for our guests. We look forward to welcoming you again in the future.

Great house, and location!

Reviewed by Stacie D. on 2020-04-01
Recommend to Others
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Overall satisfaction
We've been coming to Key West for the last 8 seasons. We normally rent from a different company, but they didn't have a home that would work. We couldn't have been happier with Preferred Properties, and Angela specifically. She was great to work with, and the house was one of the best we've stayed in. The location is awesome, and the pool was extremely private, which is what we wanted. We will for sure try to stay here again, if it's available on our next trip.

Outstanding rental experience

Reviewed by Darcie C. on 2020-01-20
Recommend to Others
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This rental experience was top-notch from the initial booking to the final departure. Staff was helpful and communication was excellent. Property was immaculate, and exactly as described in the summary. Best experience I've had renting a vacation property - I plan to return to the area every year, and wouldn't dream of using any other agency to help plan my stay.

Key West - Pineapple Cottage

Reviewed by Edward D. on 2021-01-28
Recommend to Others
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This was a reschedule due to early 2020 COVID restrictions. The team at PPM assisted us in finding a new date and accomodating our new needs. The property was properly prepared and was well-equipped. This lead to a very enjoyable stay.

Amazing Property and Location!!!!

Reviewed by Garrett B. on 2020-01-14
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property was exactly what we had hoped for and the location was even better than expected. We really enjoyed the pool and the proximity to Duval. The parking spot was an added bonus!

Long overdue!

Reviewed by Samantha H. on 2021-05-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our group waited an extra year to visit Key West and we were not disappointed in our choice to stay at the Pineapple Cottage. The house was immaculate! The floor plan was ideal for traveling with another couple as it made it feel like two separate spaces. Every necessary utensil was provided in the kitchen. The pool and outdoor space were amazing and relaxing. We were just steps from Duval but in our own little oasis. We will definitely return!

Perfect oasis in old town

Reviewed by Rod S. on 2021-04-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This was our second time renting the Pineapple Cottage and once again it was perfect. The location, the pool, the quiet seclusion, and the cleanliness are excellent. If we come back to KW, we will definitely rent this cottage!

Pineapple Cottage

Reviewed by Robert W. on 2021-05-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Location, Location, Great place , clean , Can't wait to return next year

2nd Stay in Paradise at Pineapple Cottage!

Reviewed by Gerold T. on 2021-03-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our 2nd stay at Pineapple Cottage was better than our 1st visit back in 2017. The centralized location in Old Town is perfect! No need to rent a vehicle since everything is within a mile! The home and the private pool is truly a wonderful piece of paradise! Can't wait for our 3rd visit!!!

Our Thanksgiving Tradition

Reviewed by Unknown on 2020-12-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had such a great Thanksgiving in 2019 at Pineapple Cottage we said we’d be back and we made it happen! The house was perfect for our family. Quiet, private and a beautiful backyard and pool. Here’s to our new tradition. We’ll be back in 2021!

Fabulous !

Reviewed by Unknown on 2020-06-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Wonderful property, great location, and superior customer service from Preferred Properties
Manager response on 2020-07-09 - Response from Preferred Properties Management LLC
Thank you John for your nice review. We appreciate our guests and always try to make sure they have a nice time!

Gem in the Heart of it All

Reviewed by Roger A. on 2020-07-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We spent the first half of our vacation at the Pier House and actually preferred this property with its private pool, iguanas, beautiful floral landscape, dedicated parking space, well-appointed kitchen and great location to all in midtown Duval.
Manager response on 2020-07-09 - Response from Preferred Properties Management LLC
Thank you, Roger! The Pier House is a fantastic property, thankfully you were able to also experience Pineapple Cottage and now know why so many people choose to stay in a vacation rental when visiting Key West. We hope you visit us again someday!

The best place to stay in Key West!

Reviewed by Sammy S. on 2020-11-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
My husband and I have stayed at Pineapple Cottage many times. We love the privacy, the pool and we simply feel very comfortable in the cottage! We loved the upgrades! Preferred Properties have always been very good to us, they are indeed number one when it comes to vacation rentals!
Manager response on 2020-12-02 - Response from Preferred Properties Management LLC
Sammy, Thank you for your review and also thank you for your contributions to our community. Congrats on the Smart Ride! Very impressive. We look forward to your visit each year. You always help make our product even better with your perfect suggestions and your pleasant hints when we forgot the coffee maker after the upgrades. We are glad we were able to find one quickly for you because Cuban Coffee Queen every day, while amazing, may not be the best option for relaxing and recharging. We really appreciate your repeated business and it is becoming ever more wonderful getting to know you guys more. Great music was overheard anytime we were near the property! :-)

JUST WHAT WE NEEDED ❤️

Reviewed by JAMES T. on 2020-08-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I cannot say enough great things about the staff at Pineapple...they are all amazing!! The house, the pool, and the location was perfect in every way! We rented a vehicle and only used it once to drive to Marathon to look at some properties. If you have no plans to drive anywhere save the money on the rental....the location is within walking distance to everything! We will be back very soon!!

Great Stay in Pineapple Cottage

Reviewed by Unknown on 2021-05-04
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a great time in Key West (this was our first time). The Pineapple Cottage was great! The pool was a savior. We were in it every day prior to going out and hitting the town mid-afternoon. Made several iguana friends each day in the backyard...

The Best Cottage in Key West!

Reviewed by Mandy D. on 2021-06-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The Pineapple Cottage was absolutely perfect!! It was centrally located, fully stocked, clean, spacious and the pool was an oasis. The owner was extremely accommodating and checked in frequently. We had the best time and we will be back! Thanks!!

Fabulous

Reviewed by Trish K. on 2022-01-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Location...fabulous. Grocery store one block
Outdoor space...fabulous......grill...fabulous
Pool...fabulous
Kitchen ...fabulous....everything you could possibly need
Best place in Key West.....we stayed other places but none compare
No need to look further this place has it all...fabulous
Great customer service...Angela was also fabulous

Pineapple Cottage Rental

Reviewed by Kevin F. on 2021-12-13
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property was very nice and well maintained. The area is also quiet and in a great location.

Key West vacation

Reviewed by Don A. on 2021-03-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a great time and were extremely impressed by the Pineapple Cottage. On any future visits to Key West, we would only consider staying there again!

Lovely cottage in great location

Reviewed by Sandy M. on 2021-04-22
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The home was exactly as advertised. Well appointed and comfortable. The location is perfect - steps away from Duval but hidden away and very private. We will definitely return!

Florida Keys Getaway

Reviewed by Karen H. on 2021-06-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We took a 41st wedding anniversary trip with another couple who were celebrating their 50th birthdays. We spent a week in the Keys with our last 3 days at Pineapple Cottage. We definitely saved the best for last, although each of our 3 VRBO properties were wonderful in their own unique way. The location of Pineapple Cottage was awesome! Right in the middle of everything, yet it felt like a private hidden oasis! Well equipped and very comfortable property with its own pool!

Perfect

Reviewed by Norm M. on 2021-04-10
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
House location could not have been better. The home had everything that you would need. Pool was clean and quite. Privacy was not an issue. I would rent this home again without a 2nd thought.

Pineapple Cottage is Fantastic!

Reviewed by Gregory E. on 2021-06-24
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We loved our stay at the Pineapple Cottage in Key West! We are a family of two adults and two daughters 18 & 25 years old. The entire experience from the booking, arrival, the stay, and departure was handled in the best possible way by Preferred Properties on behalf of the owners. Such great communication and accessibility (even after hours). The location of the property is ideal; 1/2 block from Duval Street but completely secluded and private with a large (by Key West standards) private swimming pool surrounded by decks. You don't even know you are that close to the craziness of Duval Street when you are sitting by the pool in the back yard. There are breakfast places, coffee houses, restaurants, a small grocery store, and a liquor store all within 2 blocks of the property. The house itself is perfectly laid out and contained absolutely everything we needed during our 1 week stay. The property owners thought of everything! We rented bikes for the week to see the island and Preferred Properties even arranged that for us prior our visit. The property was clean when we arrived and is in good condition considering the amount of rentals they must have at this property all year long. I honestly can't come up with a complaint or downside to staying at this wonderful property. I will recommend that you bring bug spray because it was very buggy (mosquitos and gnats) at the property; however, that is probably just a function of the weather in Key West in June most likely. If there is ever any availability here in the near future, we will definitely come back to the Pineapple Cottage. Once you stay here, it will be your "go to" for lodging in Key West.

Relax

Reviewed by Larry P. on 2021-11-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Great place to relax and enjoy all Key West has to offer. Location is perfect within a short walk to either end of Duval. We have stayed there many times and its always perfect. The pool and deck area seems like there is nothing around.

A hidden gem in a perfect location

Reviewed by Krista I. on 2021-07-01
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We stayed here for five nights in late June. The house was very clean and the pool was amazing. It was a short walk to everything so we didn’t even rent bikes or a golf cart. We had a wonderful time here and hope to visit again in the future.

Awesome house

Reviewed by Nicki C. on 2021-08-09
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This house was perfect! We went in August so it was super hot outside..... the pool was a godsend.
The house was neat and had everything we needed.
I am going to miss waking up and walking a few doors down to get my Cuban con leche coffee������
We all loved are daily iguana visits!!!

Absolutely magical property!

Reviewed by Robert O. on 2021-07-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a fantastic stay in this little oasis in the heart of Key West. The pool and landscaping were amazing and provided ample privacy and relaxation. The staff at Preferred Properties were top notch and attentive. Of all the vacation properties we have stayed at, this was by far the cleanest and most well-cared for property we have experienced. We will be back!

Pineapple Cottage

Reviewed by Stacie D. on 2022-03-30
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This is one of our favorite houses to stay in. The location is fantastic, walkable to everything, 1/2 block from Duval, but very private. Highly recommend. The team at Preferred Properties is top notch.

This is the spot!!

Reviewed by David S. on 2021-12-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Everything you need!! Location is perfect 1/2 block off Duval yet no noise. Block from coffee and store, both convenient. Nothing negative about this property. Already planning next year!!

Great Stay

Reviewed by Unknown on 2021-07-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Loved everything about the house. It was very comfortable and exactly as described. Very conveniently located and the pool was the perfect escape from the heat. We would definitely stay here again if we are in Key West.

Key West Getaway

Reviewed by Unknown on 2021-12-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our experience was such an smooth one from renting, arriving, our stay and our departure. The place is amazing! The location was just perfect. We were able to keep our vehicle parked off the street (which is a big thing considering the public parking situation). We walked just about anywhere we needed to go which was a blessing. We could walk to sunset each day!
For four adults, the accommodations were awesome and exactly what we hoped for. The pictures and the property matched well. Beds were comfortable, all appliances were in good working order, a/c was good and the full size washer and dryer was a great bonus!
We would rent this property again if it is available when we return to Key West. The management company is very professional and keeps you up to date as you get near to your stay.

Pineapple Cottage

Reviewed by Robert W. on 2022-05-09
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
As always Great stay at The Pineapple Cottage. Great location , clean. Can't wait for next year!!

Pineapple Cottage

Reviewed by Unknown on 2021-07-07
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Pineapple Cottage is perfect for a stay in Key West! So conveniently located but with loads of privacy and equipped with everything you need.

Peace and Quiet in the middle of it all

Reviewed by Unknown on 2022-02-08
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a lovely vacation at Pineapple Cottage. Everything lived up to the pictures and descriptions - which does not always occur. We loved the location, close to everything we wanted to do, yet quiet and private. The pool and deck were perfect for late afternoon relaxation. The only negative was the parking spot (which isn't always available at other properties). The bad thing was, it was next to trees, and evidently the local birds did not approve of our car, and showed their feelings by decorating it with their droppings. (Not sure how to fix that, but it was a negative...) We'd return in a heartbeat for our next visit to Key West!

Great Oasis

Reviewed by Michael H. on 2021-11-23
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We really enjoyed the Pineapple Cottage. It is located for easy access to bars, grocery, restaurants, and other attractions. We loved it!!

Pineapple cottage was excellent!

Reviewed by Kelly M. on 2021-09-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Pineapple cottage is a great place to stay in Key West. It is totally private, Very clean and well appointed and in a great location! Preferred Properties Staff were very helpful and accommodating.

Very Relaxing

Reviewed by Lawrence M. on 2021-12-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Most enjoyable. Great location, Nothing like a Key West Christmas!

Short getaway

Reviewed by Unknown on 2021-09-11
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Overall we were happy with Pineapple Cottage. The interior was perfect for 2 couples and in good condition. The location was great. The exterior was nice but could use some tlc and the furniture needs to be replaced. It rained and the chairs stayed wet for 2 days. They were unusable as they have some sort of padding in them that did not dry. One of the chaise lounges was coming apart and a bit unsightly. The fountain was nice but covered with mold. Plants were pretty but trees growing into the awning seemed a bit strange. One thing to know, this property is behind a store and not visible from the road.

Our spring get away

Reviewed by Unknown on 2022-04-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had a wonderful experience staying at Pineapple Cottage. As nice as the interior was, the outside living space was magnificent. Except for sleeping inside, we were outside enjoying the pool. Definitely a place we would stay again and suggest to other people.

Media

Pineapple Cottage - Top-Rated Stay - Private Pool - 2BD/2.5Bath

Unit Code: 526S

Pineapple Cottage

Pineapple Cottage is a two bedroom, two bathroom home with a refreshing pool in Old Town Key West. There is total privacy and charm throughout this island home and the proximity to all things Key West is unbeatable (1/2 block from Duval Street).
WELCOME TO PINEAPPLE COTTAGE! The Pineapple Cottage is a charming two-bedroom, two-bathroom home located in Old Town Key West. It offers a private pool and is just half a block away from Duval Street, making it an ideal tropical oasis for your vacation. As you enter the cottage, you'll step onto a deck overlooking the backyard, where you'll find the inviting private pool, a charcoal grill, and various seating and lounging areas surrounded by lush tropical landscaping, ensuring your privacy and creating a serene atmosphere. Inside, the cottage features an open living area and kitchen space, perfect for easy flow and entertaining. The living area is equipped with a fully loaded entertainment system, including cable TV, a sound system, CD player, and DVD player. You'll also find board games for some indoor fun, whether in the living room or at the outdoor table. The kitchen is fully equipped and includes a breakfast bar with bar chairs, providing a convenient division from the couch and comfortable viewing chairs in the living room. On the first level of the cottage, there is a full bathroom and a hidden bedroom tucked away to the right of the kitchen. This bedroom features a queen-size bed and all the amenities necessary to ensure a comfortable stay. You can choose to keep the curtains and blinds closed for a peaceful sleep-in or open them up to let the tropical sun awaken you for an adventurous day. The second floor of the cottage offers another spacious living area with cable TV, a large comfortable sofa, and chairs for relaxation. The master bedroom on this level boasts a king-size bed and an en-suite full bathroom. Additionally, the washer and dryer are conveniently located in this bathroom for the guests' use. The backyard of the Pineapple Cottage is a true haven. With its sparkling pool, grill, and dining areas, you have everything you need to enjoy meals at home while entertaining and making the most of your vacation. The cottage location in the Old Town district allows you to easily walk to Duval Street, where you'll find a variety of shopping, beaches, and restaurants in close proximity. Overall, Pineapple Cottage offers top-of-the-line amenities and comfort, ensuring a delightful and enjoyable stay in Key West. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. **Pool heat is optional at $25 a day.**
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Age 24 and under.
DatesPrice
06/01/2026 - 06/04/2026$499 /nt
06/01/2026 - 06/04/2026$916 /nt
06/07/2026 - 06/11/2026$499 /nt
06/07/2026 - 06/11/2026$916 /nt
06/14/2026 - 06/18/2026$499 /nt
06/14/2026 - 06/18/2026$916 /nt
06/21/2026 - 06/25/2026$499 /nt
06/21/2026 - 06/25/2026$916 /nt
06/28/2026 - 07/02/2026$499 /nt
06/28/2026 - 07/02/2026$916 /nt
07/05/2026 - 07/09/2026$499 /nt
07/05/2026 - 07/09/2026$916 /nt
07/12/2026 - 07/16/2026$916 /nt
07/12/2026 - 07/16/2026$499 /nt
07/19/2026 - 07/23/2026$499 /nt
07/19/2026 - 07/23/2026$916 /nt
07/26/2026 - 07/30/2026$499 /nt
07/26/2026 - 07/30/2026$916 /nt
08/02/2026 - 08/06/2026$499 /nt
08/02/2026 - 08/06/2026$916 /nt
08/09/2026 - 08/13/2026$499 /nt
08/09/2026 - 08/13/2026$916 /nt
08/16/2026 - 08/20/2026$499 /nt
08/16/2026 - 08/20/2026$916 /nt
08/23/2026 - 08/27/2026$499 /nt
08/23/2026 - 08/27/2026$916 /nt
08/30/2026 - 08/31/2026$499 /nt
08/30/2026 - 08/31/2026$916 /nt
06/01/2026 - 08/31/2026$496 /nt
06/01/2026 - 08/31/2026$1,085 /nt
06/01/2026 - 08/31/2026$3,609 /wk
06/01/2026 - 08/31/2026$6,615 /wk
06/01/2026 - 08/31/2026$17,751 /month
06/01/2026 - 08/31/2026$21,951 /month
09/01/2026 - 09/03/2026$803 /nt
09/01/2026 - 09/03/2026$996 /nt
09/06/2026 - 09/10/2026$803 /nt
09/06/2026 - 09/10/2026$996 /nt
09/13/2026 - 09/17/2026$803 /nt
09/13/2026 - 09/17/2026$996 /nt
09/20/2026 - 09/24/2026$996 /nt
09/20/2026 - 09/24/2026$803 /nt
09/27/2026 - 10/01/2026$996 /nt
09/27/2026 - 10/01/2026$803 /nt
10/04/2026 - 10/08/2026$803 /nt
10/04/2026 - 10/08/2026$996 /nt
10/11/2026 - 10/15/2026$996 /nt
10/11/2026 - 10/15/2026$803 /nt
10/18/2026 - 10/22/2026$996 /nt
10/18/2026 - 10/22/2026$803 /nt
10/25/2026 - 10/29/2026$803 /nt
10/25/2026 - 10/29/2026$996 /nt
11/01/2026 - 11/05/2026$803 /nt
11/01/2026 - 11/05/2026$996 /nt
11/08/2026 - 11/12/2026$996 /nt
11/08/2026 - 11/12/2026$803 /nt
11/15/2026 - 11/19/2026$803 /nt
11/15/2026 - 11/19/2026$996 /nt
11/22/2026 - 11/26/2026$803 /nt
11/22/2026 - 11/26/2026$996 /nt
11/29/2026 - 11/30/2026$803 /nt
11/29/2026 - 11/30/2026$996 /nt
09/01/2026 - 11/30/2026$423 /nt
09/01/2026 - 11/30/2026$1,192 /nt
09/01/2026 - 11/30/2026$3,766 /wk
09/01/2026 - 11/30/2026$10,263 /wk
09/01/2026 - 11/30/2026$16,382 /month
09/01/2026 - 11/30/2026$34,031 /month
12/01/2026 - 12/03/2026$715 /nt
12/01/2026 - 12/03/2026$2,113 /nt
12/06/2026 - 12/10/2026$715 /nt
12/06/2026 - 12/10/2026$2,113 /nt
12/13/2026 - 12/17/2026$715 /nt
12/13/2026 - 12/17/2026$2,113 /nt
12/20/2026 - 12/24/2026$2,113 /nt
12/20/2026 - 12/24/2026$715 /nt
12/27/2026 - 12/31/2026$715 /nt
12/27/2026 - 12/31/2026$2,113 /nt
01/03/2027 - 01/07/2027$715 /nt
01/03/2027 - 01/07/2027$2,113 /nt
01/10/2027 - 01/14/2027$2,113 /nt
01/10/2027 - 01/14/2027$715 /nt
01/17/2027 - 01/21/2027$2,113 /nt
01/17/2027 - 01/21/2027$715 /nt
01/24/2027 - 01/28/2027$2,113 /nt
01/24/2027 - 01/28/2027$715 /nt
01/31/2027 - 02/04/2027$715 /nt
01/31/2027 - 02/04/2027$2,113 /nt
02/07/2027 - 02/11/2027$2,113 /nt
02/07/2027 - 02/11/2027$715 /nt
02/14/2027 - 02/18/2027$2,113 /nt
02/14/2027 - 02/18/2027$715 /nt
02/21/2027 - 02/25/2027$2,113 /nt
02/21/2027 - 02/25/2027$715 /nt
02/28/2027 - 02/28/2027$715 /nt
02/28/2027 - 02/28/2027$2,113 /nt
12/01/2026 - 02/28/2027$715 /nt
12/01/2026 - 02/28/2027$2,113 /nt
12/01/2026 - 02/28/2027$5,947 /wk
12/01/2026 - 02/28/2027$13,999 /wk
12/01/2026 - 02/28/2027$34,223 /month
12/01/2026 - 02/28/2027$46,320 /month
03/01/2027 - 03/04/2027$900 /nt
03/01/2027 - 03/04/2027$1,667 /nt
03/07/2027 - 03/11/2027$900 /nt
03/07/2027 - 03/11/2027$1,667 /nt
03/14/2027 - 03/18/2027$900 /nt
03/14/2027 - 03/18/2027$1,667 /nt
03/21/2027 - 03/25/2027$900 /nt
03/21/2027 - 03/25/2027$1,667 /nt
03/28/2027 - 04/01/2027$900 /nt
03/28/2027 - 04/01/2027$1,667 /nt
04/04/2027 - 04/08/2027$900 /nt
04/04/2027 - 04/08/2027$1,667 /nt
04/11/2027 - 04/15/2027$1,667 /nt
04/11/2027 - 04/15/2027$900 /nt
04/18/2027 - 04/22/2027$900 /nt
04/18/2027 - 04/22/2027$1,667 /nt
04/25/2027 - 04/29/2027$900 /nt
04/25/2027 - 04/29/2027$1,667 /nt
05/02/2027 - 05/06/2027$900 /nt
05/02/2027 - 05/06/2027$1,667 /nt
05/09/2027 - 05/13/2027$900 /nt
05/09/2027 - 05/13/2027$1,667 /nt
05/16/2027 - 05/20/2027$900 /nt
05/16/2027 - 05/20/2027$1,667 /nt
05/23/2027 - 05/27/2027$1,667 /nt
05/23/2027 - 05/27/2027$900 /nt
05/30/2027 - 05/31/2027$900 /nt
05/30/2027 - 05/31/2027$1,667 /nt
03/01/2027 - 05/31/2027$900 /nt
03/01/2027 - 05/31/2027$1,705 /nt
03/01/2027 - 05/31/2027$7,051 /wk
03/01/2027 - 05/31/2027$11,537 /wk
03/01/2027 - 05/31/2027$30,949 /month
03/01/2027 - 05/31/2027$44,549 /month
06/01/2027 - 06/03/2027$567 /nt
06/01/2027 - 06/03/2027$967 /nt
06/06/2027 - 06/10/2027$567 /nt
06/06/2027 - 06/10/2027$967 /nt
06/13/2027 - 06/17/2027$567 /nt
06/13/2027 - 06/17/2027$967 /nt
06/20/2027 - 06/24/2027$567 /nt
06/20/2027 - 06/24/2027$967 /nt
06/27/2027 - 07/01/2027$567 /nt
06/27/2027 - 07/01/2027$967 /nt
07/04/2027 - 07/08/2027$567 /nt
07/04/2027 - 07/08/2027$967 /nt
07/11/2027 - 07/15/2027$967 /nt
07/11/2027 - 07/15/2027$567 /nt
07/18/2027 - 07/22/2027$567 /nt
07/18/2027 - 07/22/2027$967 /nt
07/25/2027 - 07/29/2027$567 /nt
07/25/2027 - 07/29/2027$967 /nt
08/01/2027 - 08/05/2027$567 /nt
08/01/2027 - 08/05/2027$967 /nt
08/08/2027 - 08/12/2027$967 /nt
08/08/2027 - 08/12/2027$567 /nt
08/15/2027 - 08/19/2027$567 /nt
08/15/2027 - 08/19/2027$967 /nt
08/22/2027 - 08/26/2027$967 /nt
08/22/2027 - 08/26/2027$567 /nt
08/29/2027 - 08/31/2027$567 /nt
08/29/2027 - 08/31/2027$967 /nt
06/01/2027 - 08/31/2027$511 /nt
06/01/2027 - 08/31/2027$1,190 /nt
06/01/2027 - 08/31/2027$4,375 /wk
06/01/2027 - 08/31/2027$7,087 /wk
06/01/2027 - 08/31/2027$22,517 /month
06/01/2027 - 08/31/2027$27,622 /month
4.9862
(145 Review)

Complete Relaxation

May 2026
, Saint Joseph, MI United States

Overall
5
Property condition
4
Location
5
Cleanliness
5
Services from rental manager
5

We had a wonderful week of relaxation at Pineapple Cottage celebrating Mother's Day. The pool was perfect, private, and the deck area was great to chill out on, have meals at the huge table, read, and relax. The cottage has a great layout with tons of privacy for two couples. The location can't be beat and there is very little noise to interrupt your vacation.

Perfect oasis

March 2026
, Washington, DC US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Lives up to all the 5 star reviews! Really quite perfect in comfort, amenities and location. A quiet oasis right off of Duval St. Would definitely stay again.

Pineapple Cottage

March 2026
, Ypsilanti, MI United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

We’ve stayed in this home several times. The location is close to everything you want/need and still provides a lot of privacy. Angela and Kevin at Preferred are outstanding to work with and the reason we hope to continue to rent properties from this company. Angela makes the process smooth from start to finish and Kevin is there for any of our maintenance questions. Thank you to another wonderful stay you two!

Great Vacation in Key West

February 2026
, Henrico, VA United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

The Preferred Properties staff were very friendly and wonderful to work with.

Best place in key west

January 2026
, Sewell, NJ US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

Location location location! Everything is in walking distance the cottage was beautiful and tucked away for privacy. Property management were friendly and very helpful. We are already looking to return.

A Peaceful Retreat

December 2025
, Lake Worth Beach, FL United States

Overall
5
Property condition
4
Location
5
Cleanliness
5
Services from rental manager
5

A lovely place with the courtyard and pool providing a relaxing environment. We ate most of our meals on the deck.

Little piece of paradise

October 2025
, Crest Hill, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great experience. Excellent support staff, cozy comfortable home, beautiful location steps off duval street, could not have asked for better.

Hidden Gems in paradise

September 2025
, York, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The only thing that I found to be an issue was the musty smell thru out the house. But I guess that is to be expected due to the high heat and humidity in the area otherwise it was a very good time

Labor Day Stay

August 2025
, Beavercreek, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great time in your fantastic home

Better then I could imagine

June 2025
, Sidney, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

What a great experience at Pineapple Cottage. We have been coming to Key West for over 25 years and this is the first time staying here. Great quiet location, very roomy, the pool is awesome and the iguana is an added bonus. We will definitely return to stay here.

Perfect!

June 2025
, Greensboro, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage was perfection! The private pool and back patio were amazing, beds were comfortable, home was cute and clean. Preferred Properties was excellent, they really went out of their way to make sure we were comfortable and we wanted for nothing. 10/10, we'll be back!

Amazing location yet a hidden location

May 2025
, Shepherdsville, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved our rental (Pineapple Cottage). Great location, loved the pool, tactfully decorated. comfortable

An oasis and convenient!

March 2025
, Cropwell, AL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

A wonderful oasis in the middle of Key West. Wonderful space, good communication , wonderfully appointed. Definitely would rent again!

Centrally located with the best property management on the island

March 2025
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We’re stayed at the pineapple Cottage for several years. We chose this location because of the close proximity to everything and the outdoor space. We’ve rented from other companies, but Angela at Preferred Properties is by far the most professional and knowledgeable we’ve worked with. The house is always clean and ready on time. We can’t wait to come back next year!

Centrally located with the best property management on the island

March 2025
, Ypsilanti, MI United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

We’re stayed at the pineapple Cottage for several years. We chose this location because of the close proximity to everything and the outdoor space. We’ve rented from other companies, but Angela at Preferred Properties is by far the most professional and knowledgeable we’ve worked with. The house is always clean and ready on time. We can’t wait to come back next year!

Our Oasis

February 2025
, Hammonton, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The location of Pineapple Cottage couldn't be better, close to all the action but you'd never know it. The pool was wonderful. We chose to have it heated and it was prefect for floating after getting in from the beach. The cottage itself was exactly as described. Angela from Preferred Properties was the there to answer all of our questions from check-in to check out. We will be returning!

CENCI

December 2024
, RONKONKOMA, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was a clean and wonderful atmosphere
Can't wait to come back

Wonderful Stay!

December 2024
, Wellston, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent in every way! No complaints whatsoever.

Pineapple House 2024

December 2024
, Plainfield, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything went perfect from the rental agency support and communication, house cleanliness and comfort, pool and location. We are already booked for next year!

Great location and excellent home

December 2024
, Finksburg, MD US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place is awesome. Nice pool and tropical garden. Very private. House had everything we needed and more. Super clean and communication with the host was quick and simple.

Perfect for Two Couples!

October 2024
, Leawood, KS United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a wonderful time at this oasis. Off of Duval St so you are in your own little world. Quiet and comfortable it is perfect for two couples. Upstairs has a great main suite with a big sitting room. Clean and ready for your use. Property management company is wonderful with communication. Property very well maintained. Great location. You can walk everywhere from here. Coffee shop right next door, plenty of foodie spots in every direction.

Excellent Stay

October 2024
, Commerce City, CO US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Pineapple Cottage is a great place to stay if you are heading to key west. Location is prime with loads of space for outdoor relaxation. Quiet at night even though the location is in the heart of town. Management company was great with communication and made our stay a breeze.

Excellent Stay

October 2024
, Commerce City, CO United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Pineapple Cottage is a great place to stay if you are heading to key west. Location is prime with loads of space for outdoor relaxation. Quiet at night even though the location is in the heart of town. Management company was great with communication and made our stay a breeze.

Third times a charm

September 2024
, Bartlett, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our third visit to Pineapple Cottage, we love this place and will continue to come back. The location can not be beat, everything walking distance. Thank again Preferred Properties for another great stay.

An oasis in downtown key west

August 2024
, Hinckley, Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had the most perfect stay at pineapple cottage. It was absolutely brilliant- the pool was perfect, the house was immaculate but above all the location was incredible. It was just a 2 minute walk from Duval Street and all the exciting bars and shops, but once in the property all the hustle disappeared and it was serene. Highly recommend

Manager's Response

Hi Carole,

Thank you so much for your lovely review! We're thrilled that you had a perfect stay at Pineapple Cottage and enjoyed the pool, cleanliness, and unbeatable location. It's wonderful to hear that the cottage offered both the excitement of Duval Street and the serenity you were looking for. We would love to welcome you back anytime. Thanks again for highly recommending us!

Excellent. Oasis hidden near Duval

July 2024
, Davidson, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Stayed with Family of Five during July.

Manager's Response

Hi Jack,

Thank you for the fantastic review! We're so glad that you and your family of five had an excellent stay at Pineapple Cottage in July. It's great to hear that the cottage was a perfect oasis for your family getaway. We look forward to welcoming you back for another stay!

Great place with privacy.

June 2024
, Princeton, LA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Had a great time in Key West while staying at the pineapple cottage. The home was clean are ready early. Management kept us I formed throughout the booking process and leading up to our arrival. AC worked great and private pool was the main event. Spent evenings cooling off after a day waking around town or relaxing on the beach. Thank you.

Manager's Response

Hi Phillip,

We appreciate your thoughtful review! It’s fantastic to hear that you had a great time in Key West and enjoyed the privacy, cleanliness, and especially the pool. We’re also glad the AC kept you cool and comfortable during your stay. We’d be delighted to host you again on your next trip.

Amazing

June 2024
, Ypsilanti, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Amazing!

Manager's Response

Hi Phillip,

Thank you for the kind review! We’re so happy that your stay was nothing short of amazing. We hope to have you back at Pineapple Cottage again soon!

Wonderful Place

May 2024
, Saint Peters, MO United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location. Lots of privacy and quiet time when you need it. Will be back..

Manager's Response

Hi Gary,

Thanks for the wonderful review! We’re thrilled that you enjoyed the location and found the privacy and quiet exactly what you needed. We look forward to your return for more relaxation in Key West!

Another great trip....

April 2024
, Bartlett, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is our second time staying at Pineapple Cottage. We absolutely love this rental. It is in the heart of everything, yet so private at the same time. Everything you need is here. We will be back.

Manager's Response

Hi Mason,

Thank you for your fantastic review and for choosing Pineapple Cottage for a second time! It’s great to hear that you love the rental and the perfect balance of being in the heart of everything while maintaining privacy. We’d be happy to host you again for your third stay!

5 Days in Key West

April 2024
, Plymouth, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Pineapple Cottage is perfectly located just a half block from Duval. The cottage was exceptionally clean. Only negative was the beds, new mattresses would make the cottage perfect. Out door area was also very nice, with a grill and plenty of seating. We would definitely recommend this cottage to friends and family.

Manager's Response

Thank you for the wonderful review. I am happy to say that new mattresses have been ordered and have been replaced on April 16, 2024.

Pineapple Cottage

March 2024
, Gloucester, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a wonderful time at Pineapple cottage.
Great location, great pool, comfortable home and easy to reach property manager. Thank you.

Manager's Response

Hi Michele,

Thank you for the wonderful review! We’re thrilled that you enjoyed your stay, especially the location, pool, and comfort of the home. It’s great to know our team was helpful and responsive. We hope to welcome you back in the future!

Key West Rental

March 2024
, Warwick, RI United States

Overall
3
Property condition
2
Location
5
Cleanliness
3
Services from rental manager
5

The location of the cottage is perfect, close to everything but a bit away from the noise. The pool and yard is an adorable oasis. For the nightly price it would be reasonable to expect nicer beds, paint touch ups, repair of cracked stairs, repaired decking, replacement of torn patio furniture, etc.

Manager's Response

Thank you so much for sharing your feedback regarding the house. We truly appreciate your insights. Just to update you, we have a brand new mattress for the upstairs area on order, and our new lawn furniture is also scheduled for delivery very soon.


Living in Key West poses a unique challenge as we don't have local stores readily available, which means most items have to be ordered in advance. As our property serves as a transient home, we have to balance small repair projects around our guests' stays. Rest assured, we will address these repairs as soon as time allows.


Once again, thank you for choosing to stay with us. Your feedback helps us improve and provide a better experience for our guests. We look forward to welcoming you again in the future.

Another wonderful stay at Pineapple Cottage, Key West

March 2024
, Franklin, WI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Staying at the Pineapple Cottage allows you to have an effortless enjoyable vacation in Key West! It's central location allows you to walk wherever you want to go. No need to rent any type of transportation. The private pool retreat allows you to just relax when you choose to. This is our 3rd stay and we will be back for our 4th!

Manager's Response

Thank you, our repeat guests are truly appreciated.

A wonderful tranquil week in Key West

February 2024
, Grosse Pointe Park, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Preferred Properties was the best management company I have ever worked with in Key West. Thank you so much for the great communication, kind and friendly service.
The downstairs bed had seen better days, but okay for one person. otherwise the property was absolutely beautiful, quiet and so private. All the comforts of home were provided.

Manager's Response

Thank you for the nice comments and will work on replacing the guest mattress. All suggestions and comments are truly appreciated! Hope to have you back in the near future.

Birthday Surprise

December 2023
, Southport, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

If we ever go back to Key West, we are absolutely going to stay here. The house is private and in a perfect location. Thank you!

Adorable cottage

November 2023
, Belvidere, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This cottage is just adorable! Very spacious with bedrooms up and down. We loved the outdoor patio as we had coffee every morning out there. We would relax in the pool in the afternoon. Everything was within walking distance.

Great location!

October 2023
, Kaiser, MO United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay so much! It is close to the busy Duval street, but at the same time feels very private. Great experience overall, although I would have proffered a heads up about a pool guy showing up and just walking though in the middle of the day - was very much unexpected :)

review

August 2023
, Dayton, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

good

review

August 2023
, Beavercreek, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

good

Hidden Gem

July 2023
, Bardstown, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Perfect location. Management was great. Pool was relaxing.

Great location

July 2023
, Wellington , FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place is amazing. You can’t beat the location, walk to everything in minutes. The house and pool area were great. Definitely will be my go to place to rent.

Great house & location!

May 2023
, Warrensville, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Awesome!

Pineapple Cottage

May 2023
, Plsya del rey, CA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location Clean and well appointed. Enjoyed our stay. Group of 4, easily accommodated.

Private paradise

April 2023
, Palm Desert, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location, perfect layout for two couples, very private pool

Perfect Family Vacation

April 2023
, Rumson, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great Property! Had everything you could possibly need. Enjoyed Family time in the pool and the location was perfect!

Always LOVE Pineapple Cottage

March 2023
, Stony Brook, NY United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

Always LOVE staying at Pineapple Cottage. The place itself is awesome, and you can’t beat the location. The staff, especially this most recent time, was beyond friendly; really great.

Best location

March 2023
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We’ve stayed at this home several times. The location is great with several restaurants and shops in close walking distance. The layout is perfect for two couples. The outdoor space is exactly what we were looking for with a large pool and plenty of deck/seating space. Preferred Properties and Angela specifically are easy to work with and very responsive. We look forward to booking this place again.

Best location

March 2023
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We’ve stayed at this home several times. The location is great with several restaurants and shops in close walking distance. The layout is perfect for two couples. The outdoor space is exactly what we were looking for with a large pool and plenty of deck/seating space. Preferred Properties and Angela specifically are easy to work with and very responsive. We look forward to booking this place again.

Love the Pineapple Cottaage!

February 2023
, New Albany, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage is a great place! So close to Duval St. but you wouldn’t know it from the house. Love the pool and the grounds. We’ve stayed there 3 years in a row and would stay there again and again.

Location Location Location

January 2023
, Lawton, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place and so easily accessible to everything. Definitely enjoyed the heated pool!

Secluded paradise

January 2023
, BEDFORD, VA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very private oasis in a busy town. Nicely appointed, clean VRBO with beautiful patio space and awesome heated pool. Great location for popular tourist destinations. Has it's own dedicated off-street parking space. Excellent communication with Preferred properties folks. Would highly recommend.

The best in key west

January 2023
, Arvada, CO United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple cottage is amazing in every way.....clean, well appointed kitchen, great outdoor space and great location. The grocery store just a block away. close to duval for all the restaurants and bars but far enough away to have peace and guiet. We’ve stayed her 2 years in a row and hope to be back next year....love it !

Pineapple Cottage Love It! Didn’t want to leave it!

December 2022
, Burlington, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage has everything needed for a great getaway close to the Old Town hotspots yet quiet enough to relax by the pool and chill. We will definitely seek to stay again. Working the the staff from Preferred Properties was easy, open and concise communication!

Florida Keys getaway

November 2022
, Temecula, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage was a great location just off Duval. Enjoyed the pool in the evenings. Management was great. Highly recommend!

Pineapple Cottage

October 2022
, Tennessee, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything about this property was great. The location was perfect. The backyard is very secluded and the pool was wonderful for relaxing after a few hours of action on Duval street. The pool was clean and warm and totally private. The Preferred Properties office is very close and the people there were very helpful and professional. We will definitely stay here again.

Lovely home, friendly helpful staff.

October 2022
, Silverado, CA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location, close to everything! The staff at the rental agency was very communicative and helpful. The house was perfect for two couples and room for more. We enjoyed the pool too.

Wish I could give 10 stars!!!

October 2022
, Curwensville , PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This place was amazing from location to bedding to NO noise and ALL the privacy a person and family could need!. Everything was amazing! The staff at the office welcomed us when we were there early and Kevin was able to get us what we needed. Angela was a HUGE help as well- even keeping us posted after the Hurricane came through before we came down. Clean, TONS of space and convenient. Will definitely be coming back!!!!!

Best little hideaway in Key West

August 2022
, Westfield, NJ United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

Adorable cottage centrally located. very spacious. the outdoor area was spectacular, the concierge service was incredible. can’t wait to come back.

The BEST Vacation...round 2!

August 2022
, Havertown, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband and I along with my sister and her husband stayed at the cottage for a second time this summer and it was everything we hoped for! The property was very clean and very private. We loved hanging out in the pool and the location to Duval street can't be beat! The Preferred Properties team was also so helpful. kind and accommodating to our needs. We will definitely be back again!

Hidden Retreat

July 2022
, Murfreesboro, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We absolutely LOVED our time at this property. The location was perfect. Everything about the property was exceptional. The outdoor space was a relaxing retreat. Indoor space was clean, updated and had everything we needed for our stay. We can’t wait to come back and have already recommended this property to friends. Thank you for making our time in Key West special!

BEST LOCATION!!!

July 2022
, Tampa, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This Key West house was even better in person! So clean, so private, and best location to everything!!!! Will absolutely stay here again in the future.

Amazing cottage hide away

June 2022
, Dalton, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I dont know how many houses like this are hid away in Key West, but we are very fortunate to have found the Pineapple Cottage. Located so close to everything. Go walking along Duval, get a little sweaty, just come right back and jump in the pool! With your very own parking spot, located right behind the house, we never had to worry.

Don’t stay here

June 2022
, nashville, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Seriously I am concerned if I say just how much my girls and I enjoyed our stay the price will go up and availability will go down! Just a spectacular home in a perfect location! Old town Key West is so much fun for everyone! We can’t wait to return and hopefully stay at pineapple cottage...

Paradise in the Middle of Paradise

June 2022
, Southaven, MS US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage is a hidden gem. From the cozy comfortable cottage to the beautiful lush pool area. This is a great place to relax!

Pineapple Perfection

May 2022
, Mercerville, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great property ,Great location ,Awesome management team, we will definitely be back !

Pineapple Cottage

May 2022
, West Chester, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

As always Great stay at The Pineapple Cottage. Great location , clean. Can't wait for next year!!

Our spring get away

April 2022
, Paxton, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a wonderful experience staying at Pineapple Cottage. As nice as the interior was, the outside living space was magnificent. Except for sleeping inside, we were outside enjoying the pool. Definitely a place we would stay again and suggest to other people.

Pineapple Cottage

March 2022
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is one of our favorite houses to stay in. The location is fantastic, walkable to everything, 1/2 block from Duval, but very private. Highly recommend. The team at Preferred Properties is top notch.

Pineapple Cottage

March 2022
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This is one of our favorite houses to stay in. The location is fantastic, walkable to everything, 1/2 block from Duval, but very private. Highly recommend. The team at Preferred Properties is top notch.

Peace and Quiet in the middle of it all

January 2022
, Lexington, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a lovely vacation at Pineapple Cottage. Everything lived up to the pictures and descriptions - which does not always occur. We loved the location, close to everything we wanted to do, yet quiet and private. The pool and deck were perfect for late afternoon relaxation. The only negative was the parking spot (which isn't always available at other properties). The bad thing was, it was next to trees, and evidently the local birds did not approve of our car, and showed their feelings by decorating it with their droppings. (Not sure how to fix that, but it was a negative...) We'd return in a heartbeat for our next visit to Key West!

Fabulous

January 2022
, Arvada, CO United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Location...fabulous. Grocery store one block
Outdoor space...fabulous......grill...fabulous
Pool...fabulous
Kitchen ...fabulous....everything you could possibly need
Best place in Key West.....we stayed other places but none compare
No need to look further this place has it all...fabulous
Great customer service...Angela was also fabulous

Very Relaxing

December 2021
, Springfield, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Most enjoyable. Great location, Nothing like a Key West Christmas!

This is the spot!!

December 2021
, Ravenna, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Everything you need!! Location is perfect 1/2 block off Duval yet no noise. Block from coffee and store, both convenient. Nothing negative about this property. Already planning next year!!

Pineapple Cottage Rental

December 2021
, Plainfield , IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was very nice and well maintained. The area is also quiet and in a great location.

Great Oasis

November 2021
, Chagrin Falls, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

We really enjoyed the Pineapple Cottage. It is located for easy access to bars, grocery, restaurants, and other attractions. We loved it!!

Key West Getaway

November 2021
, Melbourne, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our experience was such an smooth one from renting, arriving, our stay and our departure. The place is amazing! The location was just perfect. We were able to keep our vehicle parked off the street (which is a big thing considering the public parking situation). We walked just about anywhere we needed to go which was a blessing. We could walk to sunset each day!
For four adults, the accommodations were awesome and exactly what we hoped for. The pictures and the property matched well. Beds were comfortable, all appliances were in good working order, a/c was good and the full size washer and dryer was a great bonus!
We would rent this property again if it is available when we return to Key West. The management company is very professional and keeps you up to date as you get near to your stay.

Key West Getaway

November 2021
, Melbourne, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our experience was such an smooth one from renting, arriving, our stay and our departure. The place is amazing! The location was just perfect. We were able to keep our vehicle parked off the street (which is a big thing considering the public parking situation). We walked just about anywhere we needed to go which was a blessing. We could walk to sunset each day!
For four adults, the accommodations were awesome and exactly what we hoped for. The pictures and the property matched well. Beds were comfortable, all appliances were in good working order, a/c was good and the full size washer and dryer was a great bonus!
We would rent this property again if it is available when we return to Key West. The management company is very professional and keeps you up to date as you get near to your stay.

Relax

October 2021
, Athens, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great place to relax and enjoy all Key West has to offer. Location is perfect within a short walk to either end of Duval. We have stayed there many times and its always perfect. The pool and deck area seems like there is nothing around.

Pineapple cottage was excellent!

August 2021
, Colden, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple cottage is a great place to stay in Key West. It is totally private, Very clean and well appointed and in a great location! Preferred Properties Staff were very helpful and accommodating.

Awesome house

August 2021
, Seven fields, PA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was perfect! We went in August so it was super hot outside..... the pool was a godsend.
The house was neat and had everything we needed.
I am going to miss waking up and walking a few doors down to get my Cuban con leche coffee
We all loved are daily iguana visits!!!

Pineapple Cottage

July 2021
, Union, Ky United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Pineapple Cottage is perfect for a stay in Key West! So conveniently located but with loads of privacy and equipped with everything you need.

Great Stay

June 2021
, Austin, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved everything about the house. It was very comfortable and exactly as described. Very conveniently located and the pool was the perfect escape from the heat. We would definitely stay here again if we are in Key West.

Great Stay

June 2021
, Austin, TX United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Loved everything about the house. It was very comfortable and exactly as described. Very conveniently located and the pool was the perfect escape from the heat. We would definitely stay here again if we are in Key West.

A hidden gem in a perfect location

June 2021
, Havertown, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We stayed here for five nights in late June. The house was very clean and the pool was amazing. It was a short walk to everything so we didn’t even rent bikes or a golf cart. We had a wonderful time here and hope to visit again in the future.

Absolutely magical property!

June 2021
, Greensboro, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a fantastic stay in this little oasis in the heart of Key West. The pool and landscaping were amazing and provided ample privacy and relaxation. The staff at Preferred Properties were top notch and attentive. Of all the vacation properties we have stayed at, this was by far the cleanest and most well-cared for property we have experienced. We will be back!

Pineapple Cottage is Fantastic!

June 2021
, Plymouth, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved our stay at the Pineapple Cottage in Key West! We are a family of two adults and two daughters 18 & 25 years old. The entire experience from the booking, arrival, the stay, and departure was handled in the best possible way by Preferred Properties on behalf of the owners. Such great communication and accessibility (even after hours). The location of the property is ideal; 1/2 block from Duval Street but completely secluded and private with a large (by Key West standards) private swimming pool surrounded by decks. You don't even know you are that close to the craziness of Duval Street when you are sitting by the pool in the back yard. There are breakfast places, coffee houses, restaurants, a small grocery store, and a liquor store all within 2 blocks of the property. The house itself is perfectly laid out and contained absolutely everything we needed during our 1 week stay. The property owners thought of everything! We rented bikes for the week to see the island and Preferred Properties even arranged that for us prior our visit. The property was clean when we arrived and is in good condition considering the amount of rentals they must have at this property all year long. I honestly can't come up with a complaint or downside to staying at this wonderful property. I will recommend that you bring bug spray because it was very buggy (mosquitos and gnats) at the property; however, that is probably just a function of the weather in Key West in June most likely. If there is ever any availability here in the near future, we will definitely come back to the Pineapple Cottage. Once you stay here, it will be your "go to" for lodging in Key West.

Florida Keys Getaway

June 2021
, Columbia, MO US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We took a 41st wedding anniversary trip with another couple who were celebrating their 50th birthdays. We spent a week in the Keys with our last 3 days at Pineapple Cottage. We definitely saved the best for last, although each of our 3 VRBO properties were wonderful in their own unique way. The location of Pineapple Cottage was awesome! Right in the middle of everything, yet it felt like a private hidden oasis! Well equipped and very comfortable property with its own pool!

The Best Cottage in Key West!

May 2021
, Pawleys Island, SC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Pineapple Cottage was absolutely perfect!! It was centrally located, fully stocked, clean, spacious and the pool was an oasis. The owner was extremely accommodating and checked in frequently. We had the best time and we will be back! Thanks!!

Long overdue!

May 2021
, Fitchburg, MA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our group waited an extra year to visit Key West and we were not disappointed in our choice to stay at the Pineapple Cottage. The house was immaculate! The floor plan was ideal for traveling with another couple as it made it feel like two separate spaces. Every necessary utensil was provided in the kitchen. The pool and outdoor space were amazing and relaxing. We were just steps from Duval but in our own little oasis. We will definitely return!

Pineapple Cottage

April 2021
, West Chester, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Location, Location, Great place , clean , Can't wait to return next year

Great Stay in Pineapple Cottage

April 2021
, Plano, IL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great time in Key West (this was our first time). The Pineapple Cottage was great! The pool was a savior. We were in it every day prior to going out and hitting the town mid-afternoon. Made several iguana friends each day in the backyard...

Lovely cottage in great location

April 2021
, Brentwood, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The home was exactly as advertised. Well appointed and comfortable. The location is perfect - steps away from Duval but hidden away and very private. We will definitely return!

Lovely cottage in great location

April 2021
, Brentwood, TN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The home was exactly as advertised. Well appointed and comfortable. The location is perfect - steps away from Duval but hidden away and very private. We will definitely return!

Perfect oasis in old town

April 2021
, Lockhart, TX Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second time renting the Pineapple Cottage and once again it was perfect. The location, the pool, the quiet seclusion, and the cleanliness are excellent. If we come back to KW, we will definitely rent this cottage!

Perfect

April 2021
, Buffalo, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

House location could not have been better. The home had everything that you would need. Pool was clean and quite. Privacy was not an issue. I would rent this home again without a 2nd thought.

Key West vacation

March 2021
, St. Louis , MO US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had a great time and were extremely impressed by the Pineapple Cottage. On any future visits to Key West, we would only consider staying there again!

2nd Stay in Paradise at Pineapple Cottage!

March 2021
, Franklin, WI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our 2nd stay at Pineapple Cottage was better than our 1st visit back in 2017. The centralized location in Old Town is perfect! No need to rent a vehicle since everything is within a mile! The home and the private pool is truly a wonderful piece of paradise! Can't wait for our 3rd visit!!!

2nd Stay in Paradise at Pineapple Cottage!

March 2021
, Franklin, WI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our 2nd stay at Pineapple Cottage was better than our 1st visit back in 2017. The centralized location in Old Town is perfect! No need to rent a vehicle since everything is within a mile! The home and the private pool is truly a wonderful piece of paradise! Can't wait for our 3rd visit!!!

Key West - Pineapple Cottage

January 2021
, Scottsdale, AZ Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was a reschedule due to early 2020 COVID restrictions. The team at PPM assisted us in finding a new date and accomodating our new needs. The property was properly prepared and was well-equipped. This lead to a very enjoyable stay.

Our Thanksgiving Tradition

November 2020
, Reston, VA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had such a great Thanksgiving in 2019 at Pineapple Cottage we said we’d be back and we made it happen! The house was perfect for our family. Quiet, private and a beautiful backyard and pool. Here’s to our new tradition. We’ll be back in 2021!

Our Thanksgiving Tradition

November 2020
, Reston, VA US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

We had such a great Thanksgiving in 2019 at Pineapple Cottage we said we’d be back and we made it happen! The house was perfect for our family. Quiet, private and a beautiful backyard and pool. Here’s to our new tradition. We’ll be back in 2021!

The best place to stay in Key West!

November 2020
, Huntingburg, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband and I have stayed at Pineapple Cottage many times. We love the privacy, the pool and we simply feel very comfortable in the cottage! We loved the upgrades! Preferred Properties have always been very good to us, they are indeed number one when it comes to vacation rentals!

Manager's Response

Sammy, Thank you for your review and also thank you for your contributions to our community. Congrats on the Smart Ride! Very impressive. We look forward to your visit each year. You always help make our product even better with your perfect suggestions and your pleasant hints when we forgot the coffee maker after the upgrades. We are glad we were able to find one quickly for you because Cuban Coffee Queen every day, while amazing, may not be the best option for relaxing and recharging. We really appreciate your repeated business and it is becoming ever more wonderful getting to know you guys more. Great music was overheard anytime we were near the property! :-)

JUST WHAT WE NEEDED ❤️

July 2020
, JOHNSTOWN, OH US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

I cannot say enough great things about the staff at Pineapple...they are all amazing!! The house, the pool, and the location was perfect in every way! We rented a vehicle and only used it once to drive to Marathon to look at some properties. If you have no plans to drive anywhere save the money on the rental....the location is within walking distance to everything! We will be back very soon!!

Gem in the Heart of it All

July 2020
, Greenville, SC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We spent the first half of our vacation at the Pier House and actually preferred this property with its private pool, iguanas, beautiful floral landscape, dedicated parking space, well-appointed kitchen and great location to all in midtown Duval.

Manager's Response

Thank you, Roger! The Pier House is a fantastic property, thankfully you were able to also experience Pineapple Cottage and now know why so many people choose to stay in a vacation rental when visiting Key West. We hope you visit us again someday!

Fabulous !

June 2020
, Union, KY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Wonderful property, great location, and superior customer service from Preferred Properties

Manager's Response

Thank you John for your nice review. We appreciate our guests and always try to make sure they have a nice time!

Great house, and location!

March 2020
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We've been coming to Key West for the last 8 seasons. We normally rent from a different company, but they didn't have a home that would work. We couldn't have been happier with Preferred Properties, and Angela specifically. She was great to work with, and the house was one of the best we've stayed in. The location is awesome, and the pool was extremely private, which is what we wanted. We will for sure try to stay here again, if it's available on our next trip.

Great house, and location!

March 2020
, Ann Arbor, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We've been coming to Key West for the last 8 seasons. We normally rent from a different company, but they didn't have a home that would work. We couldn't have been happier with Preferred Properties, and Angela specifically. She was great to work with, and the house was one of the best we've stayed in. The location is awesome, and the pool was extremely private, which is what we wanted. We will for sure try to stay here again, if it's available on our next trip.

Outstanding rental experience

January 2020
, Brunswick, ME US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This rental experience was top-notch from the initial booking to the final departure. Staff was helpful and communication was excellent. Property was immaculate, and exactly as described in the summary. Best experience I've had renting a vacation property - I plan to return to the area every year, and wouldn't dream of using any other agency to help plan my stay.

Amazing Property and Location!!!!

December 2019
, Madison, WI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was exactly what we had hoped for and the location was even better than expected. We really enjoyed the pool and the proximity to Duval. The parking spot was an added bonus!

A Great Place to Stay!

December 2019
, Omaha, NE US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We enjoyed our stay at Pineapple Cottage! It was very neat and clean, exactly as the pictures show. We loved the pool and the fact that you could request to heat it. The cottage is close to shopping and restaurants. In a walks distance to everything we wanted to see. Excellent customer service from the property management. We felt very comfortable and valued as guests. We would love to stay here again in the future.

Best Thanksgiving Ever

November 2019
, Reston, VA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

every aspect of our stay was great, from the booking process to the regular updates to the property itself. Already considering booking for next year. House and pool were amazing and the location could not be beat. Quiet but so close to everything

Best Thanksgiving Ever

November 2019
, Reston, VA Unknown

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

every aspect of our stay was great, from the booking process to the regular updates to the property itself. Already considering booking for next year. House and pool were amazing and the location could not be beat. Quiet but so close to everything

Best Thanksgiving Ever

November 2019
, Reston, VA US

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

every aspect of our stay was great, from the booking process to the regular updates to the property itself. Already considering booking for next year. House and pool were amazing and the location could not be beat. Quiet but so close to everything

Relaxing time

October 2019
, Lockhart, TX US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our stay at Pineapple Cottage was just what we needed to get away from work for a few days. It is in a great location, peaceful outdoor space, and clean and quiet inside. The management tea;m was always available on answered all our questions quickly. We had a fantastic time and will be back!

Wonderful Oasis

October 2019
, North Wildwood, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

This was a perfect location for our short visit, close enough to everything yet quiet. The backyard/ pool area is a beautiful spot to relax in, surrounded by palms, flowers and blue skies. The house was clean and had what we needed and the beds were very comfortable. Angela went above and beyond, responding quickly to our questions and had great recommendations. You won’t be disappointed!

Anniversary in Pardise

September 2019
, South Bend, IN US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

My husband I rented Pineapple Cottage for our 20th wedding anniversary and it was truly a paradise of our own. This property is in the BEST location with everything in walking distance. So close to Duval (1/2 block) and a block to grocery store (Fausta's). The house is tucked behind a business and you have your own little paradise. The house and pool were so clean. The property manager answered questions very quickly. We will definitely be visiting Pineapple Cottage again.

Pineapple Cottage Stay Review

August 2019
, Germantown, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The Pineapple Cottage is one of those hidden gems that you need to be told about. It is private and quiet in spite of being steps away from Duval Street and many of Key West's wonderful restaurants and bars. There is nothing negative to say about this property. We would come back in a heartbeat. Our stay coincided with Lobster Fest, and, if you've never attended, we recommend putting this celebration of food and life on your bucket list.

Manager's Response

Thank you for your review. We are elated that you enjoyed your stay. We agree, Lobsterfest is a delicious time to be here!

Pineapple cottage

July 2019
, Danbury, CT United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved this place. Close to Duvall street. Upstairs was perfect spot and separate for one group. Downstairs great too.

Great location

July 2019
, LITTLE ROCK, AR US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Great location, nice pool, clean property

Manager's Response

We are grateful that you enjoyed your visit!

PINEAPPLE PARADISE!

July 2019
, Largo, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super clean! Outstanding location and a close walk to everything. The layout was perfect for 2 couples. Completely separate living room areas on the upper and lower levels. Pool was incredible! We will definitely be staying here again on future visits!

PINEAPPLE PARADISE!

July 2019
, Largo+FL, FL US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super clean! Outstanding location and a close walk to everything. The layout was perfect for 2 couples. Completely separate living room areas on the upper and lower levels. Pool was incredible! We will definitely be staying here again on future visits!

PINEAPPLE PARADISE!

July 2019
, Largo, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Super clean! Outstanding location and a close walk to everything. The layout was perfect for 2 couples. Completely separate living room areas on the upper and lower levels. Pool was incredible! We will definitely be staying here again on future visits!

Pineapple Cottage Key West June 2019

June 2019
, Brighton, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Excellent home and location. management company exceptionally helpful!! Would highly recommend.

Pineapple Cottage - Key West

May 2019
, Waukegan, IL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

This was our fourth stay at Pineapple Cottage so that tells you how much we like it. What we enjoy most is the privacy, the pool and the location, it's tucked away behind a store front in a commercial district about a half block from Duvall Street.

Although close to several businesses and Duvall, it's pretty quiet in the evening and at night. Since it's the only house in that area, there aren't any neighbors to bother you.

The pool is wonderful, it gets afternoon sun and is surrounded by a lush tropical garden. Outdoor speakers let you listen to your tunes while you float in the large (for Key West, approx. 15 by 20 feet) pool. After the swim you can tan in privacy.

The house is well equipped with everything you'll need for your stay. There is a stereo and the house has Direct TV feeding four TVs. The house could use a bit of an update but that true for most of Key West.

Overall, it's a great place to stay if you want to be close to the action on Duvall. We're already looking forward to our fifth visit.

Manager's Response

It is interesting that the hustle and bustle of Duval disappears the moment you enter the gate to the Pineapple Cottage. It is serenity back there and our repeat guests consistently cite the peaceful escape as their number one reason to go back to Pineapple! Fifth visit, coming up! How awesome is that? Thank you!

Pineapple Cottage Key West Stay

April 2019
, Tampa, Florida United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was our second time staying there. We were there 4 years ago. We love the location and when entering the back yard it is like entering a tropical oasis. Upon entering after 4, we were met with an air conditioning man fixing a leak that cleared up in a few days. The place is super clean and extremely well supplied. There seemed to be an extra amount of leaves and flowers at the bottom of the pool. Wish there was a rail to help you enter to pool. The deck gets super hot so we're your flip flops! Having a parking spot and opening made loading and unloading a breeze!

Awesome getaway for my wife and her sister

April 2019
, WILLIAMSTON, MI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage was perfectly located very close to all of the restaurants and fun on Duval. Yet, it was very quiet and allowed for comfortable relaxation as well. They had a great time.

My wife said the property management team was extremely responsive and very helpful. It couldn't have been better.

Awesome getaway for my wife and her sister

April 2019
, Williamston, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage was perfectly located very close to all of the restaurants and fun on Duval. Yet, it was very quiet and allowed for comfortable relaxation as well. They had a great time.

My wife said the property management team was extremely responsive and very helpful. It couldn't have been better.

Another Key West Sunset

February 2019
, Greensburg, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our 3rd year in Pineapple Cottage; love this little place. Everything was perfect as always. Great location to walk to everything. Pool perfect size for afternoons in the sun.

Another Key West Sunset

February 2019
, Greensburg, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our 3rd year in Pineapple Cottage; love this little place. Everything was perfect as always. Great location to walk to everything. Pool perfect size for afternoons in the sun.

Amazing Getaway

November 2018
, Madison Heights, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was the perfect place for an adult vacation. Tucked away we had complete privacy. The house is great and the private pool after a day of walking around town was the perfect end. We’ve already thought about reserving again for next year. It’s a great location, very close to Duval and many attractions. This was the best experience!

Amazing Getaway

November 2018
, Madison Heights, MI United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This house was the perfect place for an adult vacation. Tucked away we had complete privacy. The house is great and the private pool after a day of walking around town was the perfect end. We’ve already thought about reserving again for next year. It’s a great location, very close to Duval and many attractions. This was the best experience!

Perfect

October 2018
, Athens, TN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This was the third time staying at the pineapple cottage and will be staying many more times.

Wonderful place

July 2018
, Garforth, GB United Kingdom

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This property is situated in a fantastic location just off Duval street. It is totally private and is close enough to all that Duval has to offer without being noisy. The property itself has everything you need for a self catering break. It is kept to a high standard and is spotlessly clean. I would have no hesitation in recommending this property to anyone.

Amazing

July 2018
, Ridgeland, SC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

It was great. The house was wonderful. Preferred Properties always called and check on us. Can’t wait to stay again.

Wonderful, private, comfortable! Perfect!

July 2018
, Decatur, TX United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We loved our stay at The Pineapple House. It had everything needed for a very comfortable stay, for 2 couples. Its just a short 1/2 block from Duval Street, so we walked everywhere we needed to go. We would definitely stay here again. We loved the pool and used it every day as it was very hot in Key West in July. Try Pineapple House! I guarantee you'll love it. We received excellent service from the management company, Preferred Properties. We will use them again for other locations.

30th Wedding Anniversary

July 2018
, cabot, AR United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We spent our 25th anniversary in Key West and decided to go back on our 30th. We had such a blast staying at Pineapple Cottage. The pool hit the spot!!! The place is secluded yet close to everything. We will stay here if we ever come back!!!!

Pineapple Cottage

May 2018
, Clyde, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We spent five nights at the Pineapple Cottage. We found the cottage to be cozy and clean. Having a living area, bedroom and bath on each level was convenient for our family. We enjoyed the pool and deck area on sunny days. The cottage is in easy walking distance to many good resturants and sights. Would happily recommend this property.

pineapple cottage

March 2018
, Sagaponack, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very private and comfortable

pineapple cottage

March 2018
, Sagaponack, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very private and comfortable

Ahhhhhhh

February 2018
, Media, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Tucked away from the hustle and bustle but so close to all the action. The pool area was a slice of heaven.

Repeat Stay at Pineapple Cottage

February 2018
, Greensburg, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Wonderful, relaxing place for our vacation. LOVE the pool for afternoon relaxing. Cottage is a beautiful little paradise. Perfect in every way. Only one thing we feel needs addressed and that is the mattresses. They are much too soft and upstairs bed had several pillow toppers on it, way too much for comfort. It was difficult to get into bed and get situated to sleep.

Repeat Stay at Pineapple Cottage

February 2018
, Greensburg, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Wonderful, relaxing place for our vacation. LOVE the pool for afternoon relaxing. Cottage is a beautiful little paradise. Perfect in every way. Only one thing we feel needs addressed and that is the mattresses. They are much too soft and upstairs bed had several pillow toppers on it, way too much for comfort. It was difficult to get into bed and get situated to sleep.

Fantasy Fest wknd

October 2017
, Neptune Beach, Fl United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Pineapple Cottage worked our perfectly for our Fantasy Fest weekend adventure!

First Time Rental of this Cottage

September 2017
, Rahway, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
4

Interesting property, very private and comfortable. All amenities and utilities were superb with two exceptions. Wifi continued to issue an AT&T error in connecting with an assortment of addresses, even essential information websites during days before IRMA. Had to tether from cellphone to access the Key West Emergency Management page. The cable was very limited as well so streaming from a laptop may be your best source of entertainment for the limited time you spend indoors. Minor issue with ghost ants (very tiny ones) and common for the keys but nothing to be too concerned about. Every other aspect of the property was exceptional. Great location, privacy, condition of property and utilities all adequate and functional. The assigned parking space it a plus as well since KW is a parking nightmare without one.

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2 Bed
2 Baths
Sleeps 4

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Tranquility

Tranquility is an adorable 3 bedroom 3 bath home with a tropical setting.

Location

1308 Newton Street
33040 Key West , FL
United States
24° 33' 32.5476" N, 81° 47' 29.8392" W
Florida US

Tranquility

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Peace

Reviewed by Unknown on 2025-01-13
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very peaceful home and very clean.

Tranquility Stay

Reviewed by Deborah K. on 2022-03-21
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Immaculate 3-bedroom, 3-bath home with a fabulous private backyard deck and pool. The kitchen was well stocked with everything you’d ever need. Parking out front was no issue. Preferred Properties had excellent communication and responded quickly to our needs.

Wonderful!

Reviewed by Unknown on 2019-04-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
On arrival for our month stay, we found there was a parking space right in front of the house for our car. The house was clean and the backyard was beautiful. The property manager was quick to respond and very helpful. We bike everywhere so nothing was to far away. The street was very quit and neighbors very friendly. We have booked for 2020.
Manager response on 2019-05-28 - Response from Preferred Properties Management LLC
We enjoyed having you visit with us at Tranquility and are excited that you are coming back next year. The Meadows neighborhood is perfect for those seeking a quiet neighborhood but still want to be close enough to all the fun! Your review was a good reminder! Thank you!

Second year staying at Tranquility!

Reviewed by Unknown on 2020-04-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
March was our second year staying at Tranquility. The house is very comfortable. The pool and back yard is very nice also. Location is a nice ride from Duval, but it’s easy to get to any part of Key West. Parking is always available. This year was a little different due to the covid-19. But, we will be back next year.

Paradise found

Reviewed by John R. on 2021-04-05
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Wonderful little house with everything you need to enjoy the conch life! Quiet, simple, and away from the noise of everyday life, 1308 Newton is a gift. The house the pool , the location and the great staff made this trip the best ever.

January Escape

Reviewed by Holly S. on 2022-02-12
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property was just as described. We had a wonderful time and would book this house again. The property managers were quick to respond to any questions or issues that arose.

Media

  • https://www.realkeywest.com/key-west-vacation-rentals/tranquility

Tranquility - Tucked away in The Meadows - Private Pool - 3BD/3Bath

Unit Code: 1308N

Tranquility

Tranquility is an adorable 3 bedroom 3 bath home with a tropical setting.
Welcome to Tranquility, a luxurious vacation rental nestled in a tropical setting. This stunning 3 bedroom, 3 bathroom home is the perfect escape for those seeking peace and relaxation. As soon as you step inside, you'll be struck by the bright and spacious living room that flows into a fully equipped kitchen. French doors open to a deck and private pool, surrounded by palm trees and tropical landscaping for added privacy. Upstairs, you'll find two cozy bedrooms and an additional bathroom. Linens are provided for your comfort and convenience. This property is just seven blocks from the "Famous" Duval Street, making it the perfect location for those who want to be close to the action while enjoying a peaceful retreat. On-street parking is available for your convenience. Free WiFi is included, so you can stay connected while you relax. The estimated square footage of this home is 1320 sqft, providing plenty of space for you and your guests to spread out and make yourselves at home. Small pets may be considered, so feel free to bring your furry friends along for the vacation. Please note that Tranquility is available for monthly rentals, with a minimum stay of 28 days. Don't miss out on the opportunity to experience the tranquility and serenity of this beautiful vacation rental. Book your stay at Tranquility today and start planning your dream vacation! Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.
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DatesPrice
06/01/2026 - 08/31/2026$457 /nt
06/01/2026 - 08/31/2026$511 /nt
09/01/2026 - 11/30/2026$456 /nt
09/01/2026 - 11/30/2026$676 /nt
12/01/2026 - 02/28/2027$670 /nt
12/01/2026 - 02/28/2027$899 /nt
03/01/2027 - 05/31/2027$618 /nt
03/01/2027 - 05/31/2027$959 /nt
06/01/2027 - 08/31/2027$541 /nt
06/01/2027 - 08/31/2027$614 /nt
5.0000
(7 Review)

Peace

November 2024
, West Newbury, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very peaceful home and very clean.

Tranquility Stay

February 2022
, Menomonee Falls, WI US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Immaculate 3-bedroom, 3-bath home with a fabulous private backyard deck and pool. The kitchen was well stocked with everything you’d ever need. Parking out front was no issue. Preferred Properties had excellent communication and responded quickly to our needs.

January Escape

January 2022
, Macon, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was just as described. We had a wonderful time and would book this house again. The property managers were quick to respond to any questions or issues that arose.

January Escape

January 2022
, Macon, GA US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property was just as described. We had a wonderful time and would book this house again. The property managers were quick to respond to any questions or issues that arose.

Paradise found

January 2021
, New York, NY US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Wonderful little house with everything you need to enjoy the conch life! Quiet, simple, and away from the noise of everyday life, 1308 Newton is a gift. The house the pool , the location and the great staff made this trip the best ever.

Wonderful!

March 2019
, Southport, NC US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

On arrival for our month stay, we found there was a parking space right in front of the house for our car. The house was clean and the backyard was beautiful. The property manager was quick to respond and very helpful. We bike everywhere so nothing was to far away. The street was very quit and neighbors very friendly. We have booked for 2020.

Manager's Response

We enjoyed having you visit with us at Tranquility and are excited that you are coming back next year. The Meadows neighborhood is perfect for those seeking a quiet neighborhood but still want to be close enough to all the fun! Your review was a good reminder! Thank you!

Wonderful!

March 2019
, Southport, NC United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

On arrival for our month stay, we found there was a parking space right in front of the house for our car. The house was clean and the backyard was beautiful. The property manager was quick to respond and very helpful. We bike everywhere so nothing was to far away. The street was very quit and neighbors very friendly. We have booked for 2020.

Manager's Response

We enjoyed having you visit with us at Tranquility and are excited that you are coming back next year. The Meadows neighborhood is perfect for those seeking a quiet neighborhood but still want to be close enough to all the fun! Your review was a good reminder! Thank you!

Leave a Review
3 Bed
3 Baths
Sleeps 6

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Golf Villa

Charming 2-bedroom bungalow in Key West Golf Club. Enjoy an open floor plan, equipped kitchen, and golf course views. 24-hr security, Rees Jones golf course, 2 pools, and a fitness center make it perfect for golfers and non-golfers.

Location

20 Golf Club Drive
33040 Key West , FL
United States
24° 34' 33.6396" N, 81° 44' 23.1792" W
Florida US

Golf Villa

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Golf Villa

Reviewed by Cynthia M. on 2026-04-26
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
I was very unhappy with this rental. The outside plants are so overgrown and yards are covered in leaves. Unit was dirty. Cobwebs and dead bugs everywhere. My husband changed the furnace filter because it was filthy. We had to clean just to stay there. 1 burner on the stove didn't work and 1 kept smoking.Living room furniture was so uncomfortable. I would not recommend this unit.

Media

  • https://www.realkeywest.com/key-west-vacation-rentals/golf-villa

Golf Villa - Indulge Without Overpaying - 2BD/2Bath - Large Open Pool

Unit Code: 20G

Golf Villa

Charming 2-bedroom bungalow in Key West Golf Club. Enjoy an open floor plan, equipped kitchen, and golf course views. 24-hr security, Rees Jones golf course, 2 pools, and a fitness center make it perfect for golfers and non-golfers.
Welcome to Golf Villa, your perfect Key West getaway in the highly sought-after Key West Golf Club neighborhood! Immerse yourself in the island lifestyle in this charming and well-maintained bungalow with two spacious bedrooms and two en suite bathrooms, perfect for a group of friends or a family. As you step into the villa, you'll be greeted by a bright and airy living space, perfect for lounging and relaxing. The living room features plush sofas, a flat-screen TV, and sliding glass doors that open onto the covered patio. From the patio, you'll have breathtaking views of the golf course, where you can watch the players tee off while sipping your morning coffee or enjoying a glass of wine in the evening. The fully equipped kitchen boasts modern appliances and everything you need to whip up delicious meals during your stay. The dining area has a table and chairs for four, so you can enjoy your meals in comfort and style. Additionally, there is a washer and dryer in the unit, making it convenient for you to pack light and stay as long as you want. Both bedrooms are located on the second floor and offer the utmost privacy and comfort. The master bedroom has a king-sized bed, an en suite bathroom, and a private balcony that looks out onto the golf course. The second bedroom has two twin beds, an en suite bathroom, and a large window that floods the room with natural light. As a guest of the Key West Golf Club, you'll have access to a range of amenities that will make your vacation even more enjoyable. The community features 24-hour security, a Rees Jones designed golf course, two refreshing pools, and a fitness center in the clubhouse. Whether you want to work out, swim, or play a round of golf, you'll have plenty of options to keep you busy. When you're ready to explore Key West, you'll find everything you need just a short drive away. The Tennessee Williams Fine Art Center, Lower Keys Medical Center, and Old Town Key West are all within easy reach, as are the full-service marinas, beaches, shopping, and dining options. And if you're looking for some adventure, there are plenty of water sports, fishing, and boating opportunities available as well. So why wait? Book your stay at Golf Villa now and experience the best of Key West! Please note, this property must be rented for 28 or more days by city ordinance. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.
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DatesPrice
06/01/2026 - 08/31/2026$231 /nt
06/01/2026 - 08/31/2026$256 /nt
09/01/2026 - 11/30/2026$256 /nt
09/01/2026 - 11/30/2026$7,669 /month
09/01/2026 - 11/30/2026$7,675 /month
12/01/2026 - 02/28/2027$256 /nt
12/01/2026 - 02/28/2027$266 /nt
12/01/2026 - 02/28/2027$7,685 /month
03/01/2027 - 05/31/2027$266 /nt
03/01/2027 - 05/31/2027$322 /nt
3.0000
(2 Review)

Golf Villa

March 2026
, Conway, SC United States

Overall
1
Property condition
1
Location
5
Cleanliness
1
Services from rental manager
5

I was very unhappy with this rental. The outside plants are so overgrown and yards are covered in leaves. Unit was dirty. Cobwebs and dead bugs everywhere. My husband changed the furnace filter because it was filthy. We had to clean just to stay there. 1 burner on the stove didn't work and 1 kept smoking.Living room furniture was so uncomfortable. I would not recommend this unit.

Nothing to add.

February 2022

Overall
5

Nothing to add.

Leave a Review
2 Bed
2 Baths
Sleeps 4

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Peachy Keen

Welcome to Peachy Keen. A beautiful 3 bedroom 3 bath home with a private pool, off-street parking, and a bonus cabana.

Location

619 Thomas Street
33040 Key West , FL
United States
24° 33' 10.62" N, 81° 48' 13.446" W
Florida US

Peachy Keen

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Perfect home in paradise

Reviewed by Jeannine K. on 2025-06-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Peachy Keen is the perfect place! The pictures and virtual tour were spot-on. There were plenty of kitchen utensils, spices, and amenities for cooking at home. I love that the bedrooms are separated from each other (one bedroom to the right of the kitchen, the other to the left of the kitchen). There is also a small office space that was perfect for the few days I had to work while visiting. The pool was very spacious, and there is a large driveway (both rare in KW). We did not use the pool house, but it seemed bigger and brighter than it did in the pictures. Last but not least, the property manager was amazing! Angela was very attentive and quick to respond. She even helped us find our next spot for 2026 while we were there. If you want to be close to the Green Parrot, the Truman Waterfront and Blue Heaven, this is the place for you!

It was just peachy

Reviewed by Susan W. on 2023-05-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We rented for the month and really like the accommodations. The rooms were spacious and nicely furnished and the kitchen was especially well-equipped. The outdoor space was very generous and the grill was a wonderful asset.

April 2024 Key West Stay

Reviewed by Diane B. on 2024-05-18
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
What a beautiful place to stay. And the location was wonderful. Just a few blocks from the free bus to locations all around Key West, near Truman Waterfront Park and the greatest food, resteraunts and entertainment. Only a block from the Green Parrot and two blocks from Duval Street. Best location we stayed in many years. The home was well layed out giving you privacy and areas to be together too. The porches were comfortable and the pool was great. We definately won't hesitate to come back to Peachy Keen. Thank you Preferred Properties.

Great vacay in Key West

Reviewed by Lena F. on 2025-03-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Outstanding. And Phil the property manager could not have been more friendly, caring and professional.

Review of Peachy Keen

Reviewed by Jerry J. on 2021-09-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The best house I've rented on Key West. Nothing negative to say. The property was well maintained, clean, and just the right size. Its location was perfect: close to restaurants, watering holes, and Duval Street. Preferred Properties staff was responsive when anything needed to be brought to its attention. I will rent this place again. And again.

Review of July 2022 Stay at Peachy Keen

Reviewed by Jerry J. on 2022-08-02
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Peachy Keen is a terrific Key West destination. I and my family have stayed here two years in a row and are planning to make it three! The house is roomy and comfortable, and the backyard and pool are a slice of paradise. The house is a short walk from restaurants and Duvall Street, yet far enough away so that I can have privacy when I want it. Preferred Properties, which I have had a relationship with for decades, is a joy to work with. Peachy Keen feels like home to me. Can't wait to get back.

Keen on Peachy Keen

Reviewed by Angela F. on 2022-03-29
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We love Peachy Keen! If you need a rental that can give you an escape and allow you to spend time together with extended family, this house is the one. We loved that the house had great shared spaces and an ability to retreat to your room for some of your downtime.


Peachy Keen's location is perfect. It is blocks away from some of our favorite restaurants in Key West; it is also close to the best beach in Key West, Fort Zachary. Yet it is located far enough away that you can retreat home to Peachy Keen when you are done for the day. We would spend days going on outings, then head home for afternoon naps and lounging by the pool, then back out for evening outings.


We have no complaints from our time; The Management staff answered any questions we had immediately after texting. It was so convenient to be able to text them any of my questions or concerns; it made me feel like I was not a bother. All in all, we enjoyed our stay due to so much I didn't even think about until writing this review: a clean house, a great location, a responsive staff, a warm pool, and a private area. So I can genuinely say we are very keen on Peachy Keen

Perfection with a hint of space travel

Reviewed by Trent L. on 2022-02-08
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
This vacation home was our first time renting a home for an entire month, and we embraced everything the house offered, including the tasteful hints of Star Wars scattered throughout.
The house is in a fantastic location, just a block away from the Green Parrott and two blocks away from Duval Street. Nothing seemed too far. The pool was great, the backyard had a nice deck with a large gas grill, and the outdoor furniture was perfect for entertaining.
We hadn’t realized how easily the home could accommodate two couples with different ways to take in Key West. The second large bedroom has its own front door making it easy for one pair to stay out a bit later and not cause any disruption to those of us who went to bed early.
It took us a little longer to drive down than we expected, so the parking space was appreciated, but honestly, we used the car just two times while we were there.
The management company was exceptionally helpful and answered any questions we had. They had an excellent knowledge of Key West and even booked us an electric golf cart the week our oldest was in town.
A special shout-out to Angela, who put us at ease when we accidentally broke the coffee carafe on day 4. She replaced it the same day and explained how the damage plan we purchased provided coverage for this scenario.
The house has three bedrooms in the main home, two of which have their own bathroom. The third bedroom shares its bathroom with the central part of the house. The back cottage/pool house has a pull-down bed, a small fridge, and a toilet, transforming the space based on your need.
The kitchen has a great set of dishware and cookware, affording one the ability to prepare meals from home when you need a break from Key West’s phenomenal restaurants.
I look forward to visiting again as the experience was out of this world! I am now home and am glad I could relax for the month. The Force is strong with us!

Great retreat!

Reviewed by Matthew W. on 2022-06-06
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The house was great and in a great location. The TV was difficult to understand so we just used our netflix.

Peachy Keen Private Heated Pool, Cabana, & Prime Location Truman Annex!

Unit Code: 619T

Peachy Keen

Welcome to Peachy Keen. A beautiful 3 bedroom 3 bath home with a private pool, off-street parking, and a bonus cabana.
This beautiful home has 3 bedrooms and 3 baths in the main house with a bonus cabana. There is a private and heated pool, a separate entrance for one of the bedrooms, and a pool cabana that houses the 4th bedroom.  The property, situated in the heart of Key West, is located just outside the Truman Annex neighborhood, making it a very convenient location for all that Key West has to offer.   * 2 Blocks from Duval * a short bike ride to the beach of Fort Zachary State Park * and very close to some of the more interesting bars and restaurants on the island. When you enter Peachy Keen, you will be greeted with a large open-concept living room and eat-in kitchen.  The back multi-level entertainment space has a gas grill, a private-heated pool, and a bonus pool cabana. The main house has three bedrooms.  The master is off the kitchen, to the right.  It has an en-suite bathroom and a large walk-in closet.  The bed is adjustable and has doors out onto the backyard deck, a constant reminder of the Key West lifestyle. The second bedroom is to the left of the kitchen.  This bedroom has a separate property entrance, which makes it perfect if some of the party members wish to stay out later and not be a disturbance when they return home.  This bedroom also has its own en-suite and has a door to the backyard deck area and pool. The third bedroom is to the right of the main home's front entrance and is furnished with a sleeper sofa.  It shares the bathroom with the home's living room. The 4th bedroom is in a bonus cabana out back near the pool.  It has a queen-sized pull-down (Murphy-style) bed.  There is a toilet, but not a separate bathroom. This cabana is a perfect pool house due to its toilet and a small kitchenette with a sink and small refrigerator. There is also an outdoor shower completing this perfect Key West backyard. As you can imagine, this home can be divided up for maximum privacy.  Another couple can easily share the home, knowing they can come and go as they please. The back deck is covered, so you can enjoy eating outside, regardless of the weather. Go down one level and enjoy the Sun on the lower deck by the pool(which can be heated in the wintertime).  The house has a propane gas grill to cook your fresh catch of the day. This home also has an oversized parking spot, and again, the house can be accessed by two different entrances. Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check. Monthly Rental Only Dogs accepted Towels, linens, bedding - all provided Free Wi-Fi Throughout w/Amazon Echo Private heated Pool Driveway Parking Washer/Dryer Great Downtown Location Iron and Ironing Board Kitchen: Refrigerator with Ice Maker Coffee maker Blender Toaster Wine Fridge Cookware Counter-height bar chairs and eat-in kitchen Lots of cabinet space
June 2026
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DatesPrice
06/01/2026 - 08/31/2026$406 /nt
06/01/2026 - 08/31/2026$446 /nt
09/01/2026 - 11/30/2026$421 /nt
09/01/2026 - 11/30/2026$506 /nt
09/01/2026 - 11/30/2026$15,169 /month
09/01/2026 - 11/30/2026$15,175 /month
12/01/2026 - 02/28/2027$506 /nt
12/01/2026 - 02/28/2027$521 /nt
12/01/2026 - 02/28/2027$15,190 /month
03/01/2027 - 05/31/2027$393 /nt
03/01/2027 - 05/31/2027$521 /nt
4.8333
(12 Review)

Perfect home in paradise

April 2025
, Columbus, OH United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Peachy Keen is the perfect place! The pictures and virtual tour were spot-on. There were plenty of kitchen utensils, spices, and amenities for cooking at home. I love that the bedrooms are separated from each other (one bedroom to the right of the kitchen, the other to the left of the kitchen). There is also a small office space that was perfect for the few days I had to work while visiting. The pool was very spacious, and there is a large driveway (both rare in KW). We did not use the pool house, but it seemed bigger and brighter than it did in the pictures. Last but not least, the property manager was amazing! Angela was very attentive and quick to respond. She even helped us find our next spot for 2026 while we were there. If you want to be close to the Green Parrot, the Truman Waterfront and Blue Heaven, this is the place for you!

Great vacay in Key West

February 2025
, Wildwood, NJ US

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Outstanding. And Phil the property manager could not have been more friendly, caring and professional.

Review of April 2024 stay at Peachy Keen

April 2024
, New Cumberland , Pa Usa

Overall
5

What a beautiful place to stay. And the location was wonderful too. Just a few blocks from the free bus to locations all around Key West. Definitely the best location for us. Near the bus and Truman Waterfront Park and the best restaurants and entertainment in Key West. The home was well layed out with places to be together yet sometimes be on your own. The porches were comfortable and the pool was great. We definitely won’t hesitate to return to Peachy Keen. Thank you also to Preferred Properties for the smooth check in and check out.

April 2024 Key West Stay

April 2024
, New Cumberland, PA Unknown

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
5

What a beautiful place to stay. And the location was wonderful. Just a few blocks from the free bus to locations all around Key West, near Truman Waterfront Park and the greatest food, resteraunts and entertainment. Only a block from the Green Parrot and two blocks from Duval Street. Best location we stayed in many years. The home was well layed out giving you privacy and areas to be together too. The porches were comfortable and the pool was great. We definately won't hesitate to come back to Peachy Keen. Thank you Preferred Properties.

It was just peachy

April 2023
, Rye, NY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We rented for the month and really like the accommodations. The rooms were spacious and nicely furnished and the kitchen was especially well-equipped. The outdoor space was very generous and the grill was a wonderful asset.

Review of July 2022 Stay at Peachy Keen

June 2022
, Germantown, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Peachy Keen is a terrific Key West destination. I and my family have stayed here two years in a row and are planning to make it three! The house is roomy and comfortable, and the backyard and pool are a slice of paradise. The house is a short walk from restaurants and Duvall Street, yet far enough away so that I can have privacy when I want it. Preferred Properties, which I have had a relationship with for decades, is a joy to work with. Peachy Keen feels like home to me. Can't wait to get back.

Great retreat!

April 2022
, POLAND SPRING, ME United States

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was great and in a great location. The TV was difficult to understand so we just used our netflix.

Great retreat!

April 2022
, Poland Spring, ME US

Overall
4
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The house was great and in a great location. The TV was difficult to understand so we just used our netflix.

Keen on Peachy Keen

February 2022
, Broad Ripple, IN United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We love Peachy Keen! If you need a rental that can give you an escape and allow you to spend time together with extended family, this house is the one. We loved that the house had great shared spaces and an ability to retreat to your room for some of your downtime.


Peachy Keen's location is perfect. It is blocks away from some of our favorite restaurants in Key West; it is also close to the best beach in Key West, Fort Zachary. Yet it is located far enough away that you can retreat home to Peachy Keen when you are done for the day. We would spend days going on outings, then head home for afternoon naps and lounging by the pool, then back out for evening outings.


We have no complaints from our time; The Management staff answered any questions we had immediately after texting. It was so convenient to be able to text them any of my questions or concerns; it made me feel like I was not a bother. All in all, we enjoyed our stay due to so much I didn't even think about until writing this review: a clean house, a great location, a responsive staff, a warm pool, and a private area. So I can genuinely say we are very keen on Peachy Keen

Perfection with a hint of space travel

January 2022
, Saugus, MA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

This vacation home was our first time renting a home for an entire month, and we embraced everything the house offered, including the tasteful hints of Star Wars scattered throughout.
The house is in a fantastic location, just a block away from the Green Parrott and two blocks away from Duval Street. Nothing seemed too far. The pool was great, the backyard had a nice deck with a large gas grill, and the outdoor furniture was perfect for entertaining.
We hadn’t realized how easily the home could accommodate two couples with different ways to take in Key West. The second large bedroom has its own front door making it easy for one pair to stay out a bit later and not cause any disruption to those of us who went to bed early.
It took us a little longer to drive down than we expected, so the parking space was appreciated, but honestly, we used the car just two times while we were there.
The management company was exceptionally helpful and answered any questions we had. They had an excellent knowledge of Key West and even booked us an electric golf cart the week our oldest was in town.
A special shout-out to Angela, who put us at ease when we accidentally broke the coffee carafe on day 4. She replaced it the same day and explained how the damage plan we purchased provided coverage for this scenario.
The house has three bedrooms in the main home, two of which have their own bathroom. The third bedroom shares its bathroom with the central part of the house. The back cottage/pool house has a pull-down bed, a small fridge, and a toilet, transforming the space based on your need.
The kitchen has a great set of dishware and cookware, affording one the ability to prepare meals from home when you need a break from Key West’s phenomenal restaurants.
I look forward to visiting again as the experience was out of this world! I am now home and am glad I could relax for the month. The Force is strong with us!

Living the good life in Key West

October 2021
, Chicago, IL USA

Overall
5

I had the time of my life at this perfect getaway in the perfect location in paradise! No need for transportation other than Uber to airport because everything is walking distance, including groceries, restaurants and sites to see. You could comfortably sleep 8 and there is a nice living room/kitchen combo for hosting pre-party parties! I used the deck overlooking the pool for WFH, but it was hard to focus on work with so much to do nearby. Make sure you spend time at Ft. Zachary Taylor Beach, a 15 minute walk from Peachy Keen!

Review of Peachy Keen

August 2021
, Germantown, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The best house I've rented on Key West. Nothing negative to say. The property was well maintained, clean, and just the right size. Its location was perfect: close to restaurants, watering holes, and Duval Street. Preferred Properties staff was responsive when anything needed to be brought to its attention. I will rent this place again. And again.

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4 Bed
3.5 Baths
Sleeps 7

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Shady Palms

Enjoy this beautiful 2 bedroom 2 1/2 baths pool home in the lovely Key West section of Meadows Manor

Location

1415 Petronia Street
33040 Key West , FL
United States
24° 33' 34.128" N, 81° 47' 25.5804" W
Florida US

Shady Palms

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Great house in a quiet neighborhood

Reviewed by Unknown on 2025-04-15
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
My husband and I recently rented Shady Palms for an extended stay and thoroughly enjoyed our time. It is located in The Meadows, which is a neighborhood of Key West residents so it is more quiet and friendly. The house is about a 15 minute walk to Mallory Square or to the Southernmost hotel area. The house is well furnished and has plenty of linens. The kitchen has more than the basic kitchen equipment, dishes, and pots/pans. We did rent a car for the month and easily found parking in front of the house. Altogether a good rental experience.

Shady Palms Review

Reviewed by Lauren K. on 2025-03-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
A wonderful home in a great location. Couldn't be happier with this property or with Preferred Properties.

Great, Cozy Neighborhood

Reviewed by Sammy S. on 2022-12-16
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Our stay in Shady Palms was a wonderful experience! I’ve been leasing rentals through Preferred Properties for many years. I’ve never been disappointed! I highly recommend this rental company! 5 stars!

PERFECT KEY WEST VACATION RENTAL

Reviewed by FRANK C. on 2022-09-25
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
The property could not have been more perfect! The pictures provided online are exactly what the house and property look like. Everything was clean and very well organized with every item you might need. The backyard was wonderful with the pool and privacy provided by the vegetation. The management company was quick to respond to any question or request. Highly recommend!

Perfection

Reviewed by Unknown on 2023-03-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We could not have been happier. The house is perfect; beautifully appointed and fully equipped. The neighborhood is quiet but you are easy walking distance from everything Key West has to offer. Preferred Properties could not have been more professional and easy to deal with.

Another stay in paradise

Reviewed by Unknown on 2024-03-17
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
We had another great stay at Shady Palms. The house has everything you need and more. The Meadows is a lovely, quiet neighborhood,, great for walking and biking. The “nightlife” of Duval Stret is a short walk away. The team at Preferred Properties is very friendly and responsive. 5 Stars!
Manager response on 2024-03-21 - Response from Preferred Properties Management LLC
Thank you, we appreciate our Repeat guests!

Shady Palms

Reviewed by Chris J. on 2022-02-03
Recommend to Others
Property condition
Location
Cleanliness
Services from rental manager
Overall satisfaction
Very nice place in a quite area of Key West but still accessible to most activities.

Shady Palms - Stay In Comfort- May - Aug 10% OFF - 2BD/2.5Bath - Private Pool

Unit Code: 1415P

Shady Palms

Enjoy this beautiful 2 bedroom 2 1/2 baths pool home in the lovely Key West section of Meadows Manor
Step into this beautifully restored and redecorated 1933 Key West home. This first-floor home has Bahama shutters throughout the house to open up and let in the Key West sun. Relax in the living with a large screen TV or sit on the front porch to read a book and relax with the breezes or if needed, the porch fan. The kitchen is perfect to cook your fresh caught fish with enough room to seat four at the countertop. The master has a queen bed with its own ensuite that has a shower with multiple heads for a very luxurious shower. The guest room has two twins (that can be converted to a king) and it's own ensuite bathroom. This bathroom does have a shower/bath combination. Both bedrooms have walk in closets. The backyard has its own private pool and can be heated during our Winter months if needed. There is a table for 4 to eat al dente if preferred and two lounge chairs to get your tan on. This home does come with off street parking and a driveway for a medium sized vehicle. Come, enjoy a month in this beautiful Key West Home! Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know. Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.
June 2026
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DatesPrice
06/01/2026 - 08/31/2026$209 /nt
06/01/2026 - 08/31/2026$362 /nt
09/01/2026 - 11/30/2026$236 /nt
09/01/2026 - 11/30/2026$371 /nt
09/01/2026 - 11/30/2026$10,855 /month
09/01/2026 - 11/30/2026$10,858 /month
12/01/2026 - 02/28/2027$381 /nt
12/01/2026 - 02/28/2027$531 /nt
12/01/2026 - 02/28/2027$11,575 /month
03/01/2027 - 05/31/2027$338 /nt
03/01/2027 - 05/31/2027$531 /nt
5.0000
(10 Review)

Shady Palms

August 2022

Overall
5

PERFECT KEY WEST RENTALThe property could not have been more perfect. The pictures provided online are exactly what the house and property look like. Everything was clean and very well organized with every item you might need. The backyard was wonderful with the pool and privacy provided by the vegetation. The management company was quick to respond to any question or request. Highly recommend

Great house in a quiet neighborhood

March 2025
, New Buffalo, MI United States

Overall
5
Services from rental manager
5
Cleanliness
4
Location
5
Property condition
4

My husband and I recently rented Shady Palms for an extended stay and thoroughly enjoyed our time. It is located in The Meadows, which is a neighborhood of Key West residents so it is more quiet and friendly. The house is about a 15 minute walk to Mallory Square or to the Southernmost hotel area. The house is well furnished and has plenty of linens. The kitchen has more than the basic kitchen equipment, dishes, and pots/pans. We did rent a car for the month and easily found parking in front of the house. Altogether a good rental experience.

Shady Palms Review

February 2025
, Swarthmore, PA United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

A wonderful home in a great location. Couldn't be happier with this property or with Preferred Properties.

Shady Palms Review

February 2025
, Swarthmore, PA United States

Overall
5
Property condition
5
Location
5
Cleanliness
5
Services from rental manager
5

A wonderful home in a great location. Couldn't be happier with this property or with Preferred Properties.

Another stay in paradise

January 2024
, BOZMAN, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We had another great stay at Shady Palms. The house has everything you need and more. The Meadows is a lovely, quiet neighborhood,, great for walking and biking. The “nightlife” of Duval Stret is a short walk away. The team at Preferred Properties is very friendly and responsive. 5 Stars!

Manager's Response

Thank you, we appreciate our Repeat guests!

Perfection

January 2023
, BOZMAN, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We could not have been happier. The house is perfect; beautifully appointed and fully equipped. The neighborhood is quiet but you are easy walking distance from everything Key West has to offer. Preferred Properties could not have been more professional and easy to deal with.

Perfection

January 2023
, BOZMAN, MD United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

We could not have been happier. The house is perfect; beautifully appointed and fully equipped. The neighborhood is quiet but you are easy walking distance from everything Key West has to offer. Preferred Properties could not have been more professional and easy to deal with.

Great, Cozy Neighborhood

November 2022
, Huntingburg, Indiana United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Our stay in Shady Palms was a wonderful experience! I’ve been leasing rentals through Preferred Properties for many years. I’ve never been disappointed! I highly recommend this rental company! 5 stars!

PERFECT KEY WEST VACATION RENTAL

August 2022
, OSPREY, FL United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

The property could not have been more perfect! The pictures provided online are exactly what the house and property look like. Everything was clean and very well organized with every item you might need. The backyard was wonderful with the pool and privacy provided by the vegetation. The management company was quick to respond to any question or request. Highly recommend!

Shady Palms

December 2021
, Bowling Green, KY United States

Overall
5
Services from rental manager
5
Cleanliness
5
Location
5
Property condition
5

Very nice place in a quite area of Key West but still accessible to most activities.

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2 Bed
2.5 Baths
Sleeps 4

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