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Search results; Over 1,000 homes in Key West

Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 private bathroom
17–22 Sept
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4.9 out of 5 average rating, 245 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
13–18 Sept
4.81 out of 5 average rating, 73 reviews
Featured hotel
Rooms in Key West
Two bedrooms bi-level garden view suite
2 bedrooms, 1 bathroom
13–18 Sept
4.82 out of 5 average rating, 22 reviews
Featured hotel
Room in Key West
Havana king accessible
1 king bed, 1 bathroom
12–17 Sept
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
Havana king room
2 king beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 16 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds, 1 bathroom
13–18 Sept
New place to stay
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
17–22 Sept
4.91 out of 5 average rating, 561 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
12–17 Sept
4.71 out of 5 average rating, 35 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
17–22 Sept
4.88 out of 5 average rating, 177 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 212 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
19–24 Sept
4.92 out of 5 average rating, 362 reviews
Guest favourite
Boat in Key West
Amazing 4 Bdrm, 4 Bath Catamaran- Sleeps up to 8
4 bedrooms, 4 beds, 4 bathrooms
27 Sept – 2 Oct
4.89 out of 5 average rating, 37 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
13–18 Sept
4.87 out of 5 average rating, 45 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 95 reviews