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Search results; Over 1,000 homes in Key West

Descriptions are based on details hosts provide
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
Top guest favourite
Home in Marathon
Oceanfront with a pool, hot tub, and dock
5.0 out of 5 average rating, 38 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
Hotel in Key West
Pool and poolside bar near Smathers Beach
New place to stay, 1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
Superhost
Boat in Key West
A 45-ft yacht at a luxury marina
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
6–11 Aug
Guest favourite
Home in Summerland Key
Waterfront with a 200-foot dock and pool
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Guest favourite
Home in Marathon
Pool, hot tub, and a private dock
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 2 bathrooms
10–17 Aug
Luxe
Home in Key West
Waterfront with a private dock and pool
4.8 out of 5 average rating, 59 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
16–21 Aug
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
8–13 Aug
Home in Summerland Key
Oceanfront estate with a heated saltwater pool
4.56 out of 5 average rating, 25 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
Superhost
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 beds, 2 bathrooms
20–25 Jul
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
Top guest favourite
Home in Marathon
Waterfront with an 80’ dock and pool
4.97 out of 5 average rating, 35 reviews, 7 bedrooms, 8 beds, 6 bathrooms
29 Aug – 5 Sept
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
5.0 out of 5 average rating, 26 reviews, 6 bedrooms, 6 beds, 6.5 bathrooms
2–7 Aug
Hotel in Key West
Tropical King
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Flat in Key West
Gated waterfront estate with private dock
4.83 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
4.91 out of 5 average rating, 97 reviews, 3 bedrooms, 3 beds, 4 bathrooms
22–27 Aug
Guest favourite
Townhouse in Marathon
Beautiful View! 4BR 3 BA 32FT Dock, Cabana Club!
4.93 out of 5 average rating, 29 reviews, 4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept