Florida Keys Vacation Home 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

View 153 House rentals
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Condo rentals

View 72 Condo rentals
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Duplexes

View 35 Duplexes

Popular amenities for Florida Keys vacation rentals

Popular
Dog-friendly Hot tub Internet
Palm Breeze - Villa 5030
2 Bedroom | 1.5 Bath | Sleeps 6

Palm Breeze - Villa 5030 - Duck Key, FL

$370 avg / night
3.95 (110)
Sunrise Suites - Cozumel Suite 112
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Cozumel Suite 112 - Key West, FL

$365 avg / night
4.34 (115)
Truman Suite #3
0 Bedroom | 1 Bath | Sleeps 2

Truman Suite #3 - Key West, FL

$282 avg / night
4.33 (151)
Jasmine Suite
1 Bedroom | 1 Bath | Sleeps 4

Jasmine Suite - Key West, FL

$334 avg / night
4.51 (91)
Orchid Suite
1 Bedroom | 1 Bath | Sleeps 4

Orchid Suite - Key West, FL

$290 avg / night
4.55 (76)

View 298 more homes

Recent Florida Keys guest reviews

Perfect location and the house had everything we needed. We would definitely stay here again!
Amelia P. | Feb 2025
Away from the hustle and bustle of Old Town, a good and convenient location for those traveling with a car. And we were able to find free parking locations in the Old Town area and walk from there. Easily get to other islands and places too without a lot of traffic.
Cathy P. | Feb 2025
If you enjoy a unique tropical setting just a short walk to Duval Street and all its activities this is for you. It was for us for sure. You’ll think you’re in a lush tropical rain forest in a delightful studio apartment. A must stay!!
Bob P. | Feb 2025
Florida Keys vacation rental FAQ

Yes, 113 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. 302 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Florida Keys, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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 >
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