Florida Keys Vacation Rentals

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Make Florida Keys your next getaway—choose from 301 great vacation rentals

Delightfully warm weather, 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
Duck Key Retreat Villa #5105 3D Tour
2 Bedroom | 1.5 Bath | Sleeps 6

Duck Key Retreat Villa #5105 - Duck Key, FL

From $375
Duck Key Getaway- VILLA 8202 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 8

Duck Key Getaway- VILLA 8202 - Duck Key, FL

From $206
Duck Key Oasis #7213 3D Tour
3 Bedroom | 2.5 Bath | Sleeps 8

Duck Key Oasis #7213 - Duck Key, FL

From $649
Sunrise Suites - Barbados Suite 204 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Barbados Suite 204 - Key West, FL

From $211
Truman @ Duval - One Bedroom 3D Tour
1 Bedroom | 1 Bath | Sleeps 2

Truman @ Duval - One Bedroom - Key West, FL

From $195

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Recent Florida Keys vacation rental reviews

We were a group of 10 guys who stayed there for fishing and snorkeling and boating. Had a great time. The houses were all great. Plenty of room for us all. It feels like you’re somewhat out in the country which is nice. Centrally located in the lower keys. Only a 25 minute drive into key west which is great to be that close to it but away from it. The pool was great and refreshing. Multiple hangout spots for everyone to spread out. Would definitely stay there again.
Chris B. | Dec 2021
Very clean. Great communication from Vacasa. We were early and could store our luggage at downtown office which was perfect as we grabbed lunch and wandered around. A lot to see.
Per T. | Dec 2021
Very quiet. Good location.
Cheryl G. | Dec 2021

Book confidently. Stay comfortably.

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

Where are our Florida Keys vacation rentals?

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.

There's more to see on the Overseas Highway than just Key West, though. Key Largo's snorkeling, Little Conch Key's laid-back attitude, and the sea turtle hospital in Marathon are just a taste of your Florida Keys options.

Getting out on the open water is the heart and soul of the Keys. Both experienced sailors striking out on their own and beginners going out under the supervision of a captain will love the bright blue Caribbean waves. Anglers will want to bring along their fishing gear and catch something for dinner. Anyone wanting some excitement can try other aquatic adventures, like scuba diving and parasailing.

There are plenty of land-based options as well, like visiting the preserved mango swamps of Marathon or learning about dolphins at the Dolphin Research Center. Or, go back to basics and spend time soaking up the sun on the beach.

Heading to our Florida Keys vacation rentals is an ideal choice for someone looking to get away from the daily grind. After a few days in your Florida Keys beach house rental, you'll wish you could stay forever.

Discover the Florida Keys

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