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Search results; Over 1,000 homes in Key West

Houseboat in Key West
Key West Houseboat Paradise
1 bedroom, 2 beds, 1 private bathroom
24–29 Aug
,
4.77 out of 5 average rating, 366 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
23–28 Aug
4.82 out of 5 average rating, 22 reviews
Featured hotel
Room in Key West
One queen bed
1 bathroom
21–26 Aug
4.84 out of 5 average rating, 19 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
23–28 Aug
4.81 out of 5 average rating, 62 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bathroom
21–26 Aug
4.92 out of 5 average rating, 93 reviews
Guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
8–13 Sept
4.91 out of 5 average rating, 442 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 558 reviews
Room in Key West
Duval Street Stay + Free Breakfast, Beach & Pool
1 queen bed, 1 bathroom
21–26 Aug
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.92 out of 5 average rating, 359 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.9 out of 5 average rating, 245 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Key West
Studio Blu -Hip Studio/Old Town
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 480 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 79 reviews
Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 queen bed, 2 bathrooms
31 Aug – 5 Sept
4.92 out of 5 average rating, 53 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
4.91 out of 5 average rating, 135 reviews
Top guest favourite
Guest suite in Key Colony Beach
Turtle-By-The-Sea: the Best Deal in KCB!
1 bedroom, 1 queen bed, 1 bathroom
22–29 Aug
4.99 out of 5 average rating, 141 reviews
Superhost
Boat in Key West
Houseboat in Key West
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.84 out of 5 average rating, 70 reviews