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Search results; Over 1,000 homes in Key West

Descriptions are based on details hosts provide
Superhost
Cottage in Key West
Pete's East Cottage: Cypress east cottage steps
2 bedrooms, 2 beds, 1 shared bathroom
31 Jul – 5 Aug
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4.86 out of 5 average rating, 28 reviews
Guest favourite
Houseboat in Key West
Off-grid floating bungalow in Key West
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
30 Sept – 5 Oct
New place to stay
Featured hotel
Hotel in Key West
Ocean view two queen beds accessible
1 bedroom, 2 queen beds, 1 bathroom
15–20 Jul
New place to stay
Top guest favourite
Home in Marathon
Oceanfront with a pool, hot tub, and dock
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Superhost
Boat in Key West
Luxury houseboat with a rooftop deck
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Jul
Superhost
Boat in Key West
A 45-ft yacht at a luxury marina
3 bedrooms, 3 double beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
4.83 out of 5 average rating, 111 reviews
Luxe
Home in Key West
Spindrift House at Lunara Bay
4 bedrooms, 7 beds, 4 bathrooms
14–19 Aug
4.85 out of 5 average rating, 95 reviews
Hotel in Key West
Pool, alfresco shower, and breakfast included
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
New place to stay
Guest favourite
Home in Marathon
Pool, hot tub, and a private dock
2 bedrooms, 4 beds, 2 bathrooms
10–17 Aug
5.0 out of 5 average rating, 9 reviews
Home in Summerland Key
Oceanfront estate with a heated saltwater pool
4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
4.56 out of 5 average rating, 25 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 201 reviews
Guest favourite
Houseboat in Key West
Private floating bungalow, boat-access only
1 bedroom, 1 bed, 1 bathroom
25–30 Jul
4.92 out of 5 average rating, 356 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
4.83 out of 5 average rating, 23 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
16–21 Jul
4.88 out of 5 average rating, 176 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 10 reviews