Florida Keys Vacation Rentals

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Make Florida Keys your next getaway—choose from 339 great vacation rentals

Delightfully warm weather, a tropical atmosphere, and plenty of beach access are just a few of the benefits of our Florida Keys vacation rentals. From fishing to fresh local cuisine to colorful history, the flavors of the Keys are sure to delight any visitor. This legendary string of islands draws travelers back year after year, and our beach house rentals set the scene for the Florida Keys magic they all know and love.

Explore Florida Keys house rentals, condo rentals, duplexes, and more


House rentals

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Condo rentals

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Florida Keys vacation rentals for every getaway

Dog-friendly Hot tub Internet
Azure Breeze Villa  2103 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Azure Breeze Villa 2103 - Duck Key, FL

From $148
Duck Key Retreat Villa #5105 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 6

Duck Key Retreat Villa #5105 - Duck Key, FL

From $375
Flamingo Hideaway 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Flamingo Hideaway - Key West, FL

From $190
Conch Casa 3D Tour
2 Bedroom | 1 Bath | Sleeps 6

Conch Casa - Key West, FL

From $286
Audubon House 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

Audubon House - Key West, FL

From $163

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Recent Florida Keys vacation rental reviews

We rented the house since many years, it is perfect, only at the moment on both sides are constructing going on at the neighbors…. So little noisy during daytime
Claudia H. | May 2022
Such an adorable little condo and so quiet. Pool and hot-tub were wonderful as well. They definitely encourage you to eat out in town, since the kitchen was a little lacking in cooking items, but that's not a bad thing. I rent this condo or another condo in the building anytime.
Marissa H. | May 2022
Location near the beach. Nicely decorated. Recently updated.
Charles L. | May 2022

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where are the Florida Keys?

The Florida Keys are a chain of coral reef islands off the southern tip of Florida. Beginning 15 miles from Miami and extending in an arc toward Key West, the islands divide the Gulf of Mexico and the Atlantic Ocean. The islands are connected by a long stretch of road, the famous Overseas Highway.

The inviting climate can be described as a “tropical savannah,” making this area a beloved vacation destination for many. Our Florida Keys beachfront rentals, beach houses rentals, and cottages give vacationers the chance to experience the best of the area firsthand.

Things to do around our Florida Keys vacation rentals

With a storied history and lively nightlife, Key West is immensely popular for good reason. Retirees, young travelers, and water sports enthusiasts will all find something here to their taste. Brunch, sunny strolls, and afternoons out on the water are the foundations of a Key West getaway, and a vacation home with a private pool doesn't hurt, either.