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Search results; Over 1,000 homes in Key West

Featured hotel
Room in Key West
Hearing Accessible Classic King City/Balcony
1 king bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Featured hotel
Rooms in Key West
Two bedrooms bi-level garden view suite
2 bedrooms, 1 bathroom
28 Sept – 3 Oct
4.81 out of 5 average rating, 21 reviews
Featured hotel
Room in Key West
Havana king room
2 king beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Featured hotel
Room in Key West
Ocean view one king bed
1 bathroom
7–12 Sept
4.89 out of 5 average rating, 9 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
King mobility
1 king bed, 1 bathroom
20–25 Sept
Featured hotel
Hotel in Key West
Luxury second floor balcony suite
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds, 1 bathroom
5–10 Sept
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
13–18 Sept
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 21 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, 20 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 561 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
5–10 Sept
4.88 out of 5 average rating, 177 reviews
Featured hotel
Room in Key West
Havana king accessible
1 king bed, 1 bathroom
4–9 Sept
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
7–12 Sept
4.85 out of 5 average rating, 33 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
9–14 Oct
New place to stay
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 245 reviews