Florida Keys Vacation Home Rentals

Compare 372 vacation rentals.
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Make Florida Keys your next getaway

Escape to the Florida Keys and indulge in the delightfully warm weather, tropical atmosphere, and pristine beaches near our vacation rentals. Our beachfront and resort-style rentals in the Florida Keys set the scene for an unforgettable experience you'll cherish forever. Experience the magic of this legendary chain of islands that draws travelers back year after year by staying with Vacasa.

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
Pelican Suite
1 Bed | 1 Bath | Sleeps 4

Pelican Suite - Key West, FL

$367 avg / night
Truman @ Duval - Unit F
0 Bed | 1 Bath | Sleeps 2

Truman @ Duval - Unit F - Key West, FL

$375 avg / night
Gardenia Getaway
1 Bed | 1 Bath | Sleeps 4

Gardenia Getaway - Key West, FL

$250 avg / night
Tropical Village - Poolside Paradise
0 Bed | 1 Bath | Sleeps 2

Tropical Village - Poolside Paradise - Key West, FL

$297 avg / night
Sunrise Suites - Dominican Suite 110
2 Bed | 2 Bath | Sleeps 6

Sunrise Suites - Dominican Suite 110 - Key West, FL

$386 avg / night

View 367 more homes

Recent Florida Keys vacation rental reviews

This place is awesome. The pool, tiki hut, outdoor shower, and grilling area everything you need. Inside is all new everything and perfectly decorated. Right on a canal, and close to everything. We will definitely be back.
Clay S. | Feb 2024
What a wonderful time we had at the mermaids retreat. I would recommend it to anyone.
April M. | Feb 2024
We had an amazing time at the Salty Seahorse and can’t wait to return! It’s so amazing to have a bathroom attached to each of the 3 bedrooms plus a personal balcony! We had plenty of space and enjoyed all the house has to offer - backyard, rec room with ping pong and pool table, and a wonderful kitchen. We loved being across the street from the Cabana Club and Havana Jacks. We also walked to Sunset Beach, Key Colony Inn, and a bit longer walk to Sparky’s. Key Colony Beach is a gem in the Keys!
Lynn N. | Feb 2024
Florida Keys Frequently Asked Questions

Yes, 144 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. 371 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 do I find Weekly Vacation Rentals in the Florida Keys?

Right here. We offer a well-curated selection of weekly vacation rentals throughout the Florida Keys. We recommend exploring your options for weekly rentals in the Florida Keys to find the accommodations and community that match your getaway, including destinations like:

Explore weekly rentals in the Florida Keys >

Does Vacasa offer snowbird or long-term rentals in the Florida Keys?

Live like Ernest Hemingway. Like our weekly rentals, we offer a variety of different snowbird rentals in the Florida Keys to choose from, including beachfront cottages surrounded by palm trees, places to stay near The Key West Butterfly and Nature Conservatory, homes with private pools, pet-friendly rentals in Florida, and so much more. Explore the list of snowbird rentals by community for added inspiration:

We offer a wealth of other snowbird rentals in the Florida Keys in communities beyond those, so we recommend exploring all of our offerings to find the ideal long-term lodging.

Explore all snowbird rentals in the Florida Keys >

What can I do at a Florida Keys vacation rental?

With a storied history and lively beach life, there's something for everyone in the Florida Keys. 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.

You can go your speed when staying at a beach house rental or a condo on the Florida Keys coast. Here are a few articles our travel writers provided to inspire our guests:

Explore or Florida Keys vacation rentals

Immerse yourself in the rich history, flavorful local cuisine, and bountiful fishing opportunities that make the Keys a destination like no other place. To simplify your search, explore the accommodations below to find the Florida Keys vacation home rental matching your needs.

You can also skip the filters and explore all of your vacation rental choices to find the ideal beach house for your next getaway as well.

Explore all Florida Keys vacation rentals >