filters

Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Aug
,
4.91 out of 5 average rating, 270 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 553 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
2–7 Sept
Luxe
Home in Key West
Spindrift House at Lunara Bay
4.85 out of 5 average rating, 95 reviews, 4 bedrooms, 7 beds, 4 bathrooms
14–19 Aug
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
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
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
4.83 out of 5 average rating, 111 reviews, 5 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 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
12–17 Jul
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
4.92 out of 5 average rating, 356 reviews, 1 bedroom, 1 bed, 1 bathroom
25–30 Jul
Hotel in Key West
Tropical King
New place to stay, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
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
3–8 Aug
Featured hotel
Hotel in Key West
Classic King City/Balcony
4.83 out of 5 average rating, 24 reviews, 1 bedroom, 1 bathroom
12–17 Jul
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4.56 out of 5 average rating, 25 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
2–7 Aug
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
Luxe
Home in Key West
Catchlight House at Lunara Bay
4.97 out of 5 average rating, 37 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
5.0 out of 5 average rating, 12 reviews, 4 bedrooms, 5 beds, 3 bathrooms
20–25 Sept
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4.88 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 4 bathrooms
10–15 Jul
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul