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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
2 bedrooms, 3 beds, 2 shared bathrooms
31 Jul – 5 Aug
,
4.91 out of 5 average rating, 179 reviews
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
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
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
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
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
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
15–20 Jul
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.89 out of 5 average rating, 179 reviews, 1 bedroom, 2 beds, 1 bathroom
14–19 Jul
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
20–25 Jul
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
18–23 Jul
Featured hotel
Hotel in Key West
Accessible Classic King City/Balcony
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bathroom
8–13 Aug
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
Hotel in Key West
Tropical King
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
4.83 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
26–31 Jul
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
4.99 out of 5 average rating, 137 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Guest favourite
Flat in Key West
Luxury Designer Estate - Lunara Bay Collection
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 8 beds, 6.5 bathrooms
24–29 Jul
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