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Search results; Over 1,000 homes in Key West

Descriptions are based on details hosts provide
Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 private bathrooms
6–11 Aug
,
4.87 out of 5 average rating, 292 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 554 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
Guest favourite
Boat in Key West
40-foot yacht with marina resort access
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
Guest favourite
Boat in Key West
46-ft catamaran with marina pool access
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
18–23 Jul
Superhost
Houseboat in Key West
Houseboat with an observation deck on turquoise waters
4.89 out of 5 average rating, 179 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Jul
Featured hotel
Hotel in Key West
Renovated historic guesthouse with daily housekeeping
4.81 out of 5 average rating, 21 reviews, 1 bedroom, 1 bathroom
18–23 Jul
Guest favourite
Boat in Key West
Off-grid houseboat with panoramic bay views
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.88 out of 5 average rating, 176 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 201 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Boat in Key West
Classic yacht in a resort-style marina
4.83 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Houseboat in Key West
Classic yacht with sunsets from the bow
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
4.93 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 2 bathrooms
4–9 Aug
Hotel in Key West
Alfresco shower and pool in Key West
New place to stay, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Hotel in Key West
Tropical King
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Top guest favourite
Home in Key West
Poolside Paradise/3bed, 2.5 bath/Pvt. Pool and Spa
5.0 out of 5 average rating, 27 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Guest favourite
Apartment in Summerland Key
Family Suite at Sugarloaf Key Hotel (Pet Friendly)
4.97 out of 5 average rating, 33 reviews, 1 bedroom, 4 beds, 1 bathroom
15–20 Jul