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Search results; Over 1,000 homes in Key West

Houseboat in Key West
Key West Luxury Houseboat at Yacht Club Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
17–22 Jul
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4.8 out of 5 average rating, 296 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
23–28 Sept
New place to stay
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
4.96 out of 5 average rating, 24 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
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
18–23 Jul
4.88 out of 5 average rating, 8 reviews
Featured hotel
Hotel in Key West
Adults-Only Pension – Standard King
1 bedroom, 1 king bed, 1 bathroom
18–23 Jul
4.81 out of 5 average rating, 21 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
19–24 Jul
4.95 out of 5 average rating, 88 reviews
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
26–31 Jul
4.84 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
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Aug
4.93 out of 5 average rating, 84 reviews
Hotel in Key West
Conch Cottage
1 bedroom, 3 beds, 1 bathroom
19–24 Jul
New place to stay
Luxe
Home in Key West
The Starboard House at Solaire Lunara Bay
8 bedrooms, 11 beds, 8.5 bathrooms
16–21 Jul
4.89 out of 5 average rating, 9 reviews
Hotel in Key West
Tropical King
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
New place to stay
Top guest favourite
Home in Key West
Poolside Paradise/3bed, 2.5 bath/Pvt. Pool and Spa
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Boat in Key West
Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
4.87 out of 5 average rating, 31 reviews