Florida Keys Vacation Rentals

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Make Florida Keys your next getaway—choose from 356 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

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House rentals

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Condo rentals

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Duplexes

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Florida Keys vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Overseas Oasis
3 Bedroom | 2.5 Bath | Sleeps 6

Overseas Oasis - Key Largo, FL

$505 avg / night
Palm Villa - Villa 5115
2 Bedroom | 2.5 Bath | Sleeps 6

Palm Villa - Villa 5115 - Duck Key, FL

$355 avg / night
Palm Breeze - Villa 5030
2 Bedroom | 1.5 Bath | Sleeps 6

Palm Breeze - Villa 5030 - Duck Key, FL

$311 avg / night
Duck Key Retreat Villa #5105
2 Bedroom | 1.5 Bath | Sleeps 6

Duck Key Retreat Villa #5105 - Duck Key, FL

$276 avg / night
Vitamin Sea: Ocean Pointe #3412
2 Bedroom | 2 Bath | Sleeps 6

Vitamin Sea: Ocean Pointe #3412 - Tavernier, FL

$247 avg / night

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Recent Florida Keys vacation rental reviews

Great location to access all key west attractions by foot.
Averre M. | Jan 2023
Duck Key is the perfect stopping point on a relaxing weekend in the keys. Just about halfway between Largo and West and a stunning gated community/resort at that. The home is inviting and extremely well equipped. We loved our stay there and would gladly go back. Also good to note there is a decent sized Publix supermarket about 20 minutes down the road to make self catering easy and a lovely restaurant within the resort, as well as some great spots just outside the gates.
Helen H. | Jan 2023
I love looking at the water & watching boats going in & out from the house, the patio, & from chaises or chairs along the wide outdoor area which abuts the waterway & ocean. We rented kayaks & bikes this time. In the warmer weather we sat in the water & had dolphins swim near us. The indoor space is open , comfortable , beautifully tropical & well air conditioned. The kitchen is well equipped & modern. The beds are comfortable & the furniture in the master is new including a king mattress. The house is an adorable, well appointed, compact, one level treasure. A true Keys experience. N’Joy
Joyce N. | Jan 2023
Florida Keys Frequently Asked Questions

Yes, 151 of our Florida Keys homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 355 of our Florida Keys vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Florida Keys vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Florida Keys team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Florida Keys, log in to Trip Manager to see options available for your specific trip.

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.