Discover a selection of 2,000 holiday rentals in Key West that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at £ 106 per night, and houses and flats & apartments are popular options for a stay in Key West. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Key West
Destination guide

Key West flashes its stuff

With just a flash of the Dry Tortugas sands and a flurry of frangipani blooms, Florida's most southerly isle is capable of drawing travellers away from the famous haunts of the Sunshine State to its shacks, cabanas and beachside Key West holiday rentals. It's easy to see how. Mango trees thrive in the sunshine while deckchairs dot the talcum-powder beaches. Surf shacks serve rum punch to happy-go-lucky spring breakers and there are water sports for everyone – dolphin watching, snorkelling, diving, you name it. Convinced yet?

Things to do

Turtles and heritage homes in Key West

Key West holiday rentals share this diminutive island with some iconic heritage homes done out in classic Caribbean styles. The Ernest Hemingway Home and Museum is a prime example. You can delve into the exhibits there to learn all about the great American novelist – it's where he lived for most of the 1930s. Something more attuned to family visitors comes with the Florida Keys Eco-Discovery Center. That explores the natural side of the Keys, from the muddy mangroves to the sparkling coral reefs.


Splashing in Key West's seas

Sunnies and board shorts and snorkels are the daytime gear of choice for many a holidaymaker on Key West. Boat trips tout pictures of wave-surfing dolphins out in the Mexican Gulf – they're ready to be spotted. Others reveal irresistible pictures of the Dry Tortugas National Park, an excursion option that offers birdwatching, snorkelling sessions in the reef, camping on the beach and more. Sunset cruises over the crystal-clear waters are there for the romantic sorts, while adrenaline junkies will prefer whizzing over the waves on personal watercraft, or parasailing.


Key West means winter sun galore

If you're eager to escape the cold winters of Europe and enjoy a taste of tropical warmth, Key West can happily oblige. In fact, the months between December and March are the busiest of all in Key West holiday rentals. That's when the crowds of US college students, family travellers and everyone else heads down to make the most of daytime temperatures between 22 and 30. Summer sees rain and tropical storms hit the Keys, usually from May to October.

Natural features

Key West is a Caribbean taster

Key West is closer to Cuba than to Miami, and could easily be categorised as Caribbean. One glimpse at the shimmering sands, the mangroves and the swaying coconut palms that cover the place and you're likely to agree. You can hit spots like Fort Zachary Taylor Historic State Park and Higgs Beach to enjoy white sands and swaying mango trees, all with pearly waters where dolphins range out at sea. For patches of colourful reefs laden with lionfish and turtles, or glimpses of magnificent frigatebirds and migratory warblers, the nearby Dry Tortugas National Park is the place to go.

How to get there

How to get to and around Key West

Fly into Key West, FL (EYW-Key West Intl.), the closest airport, located 9.1 mi (14.6 km) from the city centre.

Can I find a vacation rental around Key West?

Yes, our 2021 property listings offer a large selection of 1,907 vacation rentals near Key West. From 992 houses to 665 flats & apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Key West for a holiday or a weekend are on Vrbo.

Explore destinations around Key West

Old Town Key West
1,159 holiday rentals
Uptown - Upper Duval
322 holiday rentals
Historic Seaport
811 holiday rentals
Truman Annex
947 holiday rentals
577 holiday rentals
Bahama Village
568 holiday rentals
1,353 holiday rentals
New Town
447 holiday rentals
The Meadows
604 holiday rentals
Sunset Key
203 holiday rentals
White Street Gallery District
742 holiday rentals
Key West Historic District
1,179 holiday rentals
White St. Gallery
727 holiday rentals
Downtown Key West
641 holiday rentals