Florida Keys Vacation Rentals

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Make Florida Keys your next getaway—choose from 303 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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View 24 Duplexes

Florida Keys vacation rentals for every getaway

Dog-friendly Hot tub Internet
Tropical Sabbatical 3D Tour
1 Bedroom | 2 Bath | Sleeps 6

Tropical Sabbatical - Cudjoe Key, FL

From $180
Old Town Garden Villas - Andros Suite 3D Tour
1 Bedroom | 1.5 Bath | Sleeps 4

Old Town Garden Villas - Andros Suite - Key West, FL

From $193
Flamingo Hideaway 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Flamingo Hideaway - Key West, FL

From $235
The Frontier Flat 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

The Frontier Flat - Key West, FL

From $222
Seagull Suite 3D Tour
0 Bedroom | 1 Bath | Sleeps 4

Seagull Suite - Key West, FL

From $243

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Recent Florida Keys vacation rental reviews

2 bedroom unit was very nice and enjoyed the pool as well. The bed in second room was quite small and would think closer to full size. The rooms and bathrooms and kitchen were very nice.
Lisa B. | Jan 2022
This home is very large and spacious for big families. The master bedroom has a separate seating area with a couch that could be used for another bedroom. There were 6 if us and we never felt crowded at all. Nice outdoor spaces and furniture to lounge on by the pool. The kitchen had everything you would need except for a 9x13 baking dish. We will definitely return to this home in the future.
crystal a p. | Jan 2022
Great location! Nice and clean condo! Had everything we needed! Spacious and great patio! No complaints! Would recommend and return!!
Erin C. | Jan 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.