Preferred Properties Key West

Pineapple Cottage-Old Town Key West Rental

A pool side table set for entertaining

Preferred Properties Key West

"Live like a local, play like a tourist"

- that's our slogan at, and it's more than just a catchphrase.
We're the vacation rental division of Preferred Properties, and we're here to help you experience the ultimate island getaway.

As a locally owned and managed boutique agency, we've got a range of properties that embody the true spirit of Key West. Our homes are designed to give you a taste of the island life, with features like private pools, outdoor showers, and comfortable verandas.

Whether you're here for a month or just a few days, we want you to experience all the beauty and excitement that Key West has to offer. Plus, with fast internet, comfortable workspaces, and plenty of room for everyone to spread out, you can mix work and pleasure in style. Book your Key West Vacation Rental today!

Come explore the Real Key West

At, we know that a vacation is more than just a break from the daily grind

- it's an opportunity to create memories that will last a lifetime. That's why we're here to help you experience the ultimate island getaway.

Our homes are just a short distance from the legendary Duval Street, where you can enjoy lively bars and restaurants.

We also understand that some of our guests may need to work remotely or have family in tow, so we've got a range of homes to suit all your needs, from cozy one-bedrooms to spacious multi-bedroom properties.

And, of course, all our homes are fully equipped with everything you need for a comfortable stay, from dishware and cookware to high-speed Wi-Fi access.

So what are you waiting for? Book your Key West Vacation Rental today and experience the best of Key West with!