Key West Vacation Rentals

Compare 157 vacation rentals.
USA > Florida > Key West

Make Key West your next getaway

Escape to Key West, a captivating tropical oasis that beckons with its turquoise waters, sun-soaked beaches, and vibrant island energy. Immerse yourself in a world of rich history, where charming streets lead to iconic landmarks, and each day promises adventure and relaxation in equal measure. Snorkel among vibrant coral reefs, savor mouthwatering seafood delicacies and witness breathtaking sunsets that paint the sky with hues of gold and crimson. With a mix of island charm, thrilling water sports, and unforgettable experiences, Key West promises a vacation that will leave you with cherished memories and a desire to return again and again.

Explore Key West condo rentals, house rentals, studios, and more


Condo rentals

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House rentals

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View 13 Studios

Key West vacation rentals for every getaway

Dog-friendly Hot tub Internet
Sunrise Suites - Barbados Suite 204
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Barbados Suite 204 - Key West, FL

$308 avg / night
Palm Gardens
3 Bedroom | 3 Bath | Sleeps 12

Palm Gardens - Key West, FL

$889 avg / night
Sunrise Suites - Panama Suite 310
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Panama Suite 310 - Key West, FL

$277 avg / night
Casa Cubana at Duval Square R14
2 Bedroom | 2.5 Bath | Sleeps 6

Casa Cubana at Duval Square R14 - Key West, FL

$517 avg / night
Sunrise Suites - Catalina Suite 311
2 Bedroom | 2 Bath | Sleeps 6

Sunrise Suites - Catalina Suite 311 - Key West, FL

$284 avg / night

View 152 more homes

Recent Key West vacation rental reviews

Really enjoyed this spot! Great location and was super clean. Would definitely come back or recommend to anyone looking for a cute fun spot to stay at while visiting key west!
Amber P. | Sep 2023
Perfect location
Benjamin S. | Sep 2023
We loved this little cottage for our trip.
Sarah K. | Sep 2023
Key West vacation rental FAQ

Yes, 84 of our Key West 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).

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Yes. 168 of our Key West vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Key West 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 Key West 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 Key West, 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 is Key West, FL?

Key West is located in the southernmost part of Florida, USA. It is an island city situated at the southern tip of the Florida Keys archipelago, and it is approximately 90 miles north of Cuba. It is connected to the mainland of Florida by the Overseas Highway, a scenic road that stretches across numerous islands of the Florida Keys.

Things to do in Key West, FL

Start your mornings with a leisurely walk along the pristine beaches or take a refreshing dip in the crystal-clear waters of the Gulf of Mexico. Key West offers a plethora of water activities, from snorkeling amidst vibrant coral reefs to sailing into the horizon on a sunset cruise.

Indulge your taste buds with the island's culinary delights, including fresh seafood and the world-famous Key lime pie. Don't miss the chance to explore the lively Duval Street, where you can find bustling bars, boutique shops, and live entertainment.

Visit the iconic landmarks that define Key West, such as the Southernmost Point Buoy and the Ernest Hemingway Home and Museum, where you can meet the descendants of Hemingway's beloved six-toed cats.

As the sun sets, join the lively crowd at Mallory Square to witness a spectacular sunset celebration, complete with street performers, music, and a breathtaking view of the sun dipping below the horizon.

For adventure seekers, Key West offers thrilling opportunities for snorkeling, diving, fishing, and kayaking in the surrounding turquoise waters.

Book a Key West house rental, condo, or cottage

Whether you're seeking adventure, relaxation, or a taste of Key West's famous Key lime pie, this island paradise offers a memorable vacation experience for travelers of all kinds. So, pack your flip-flops, grab your sunglasses, and get ready to savor the magic of Key West, where every day feels like a vacation in paradise. Find your perfect Key West vacation rental.

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