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Search results; Over 1,000 homes in Key West

Guest favourite
Cottage in Key West
Pete's West Cottage steps from Duval
2 bedrooms, 2 beds, 1 shared bathroom
4–9 Oct
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4.96 out of 5 average rating, 46 reviews
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
Room in Key West
Queen Room
1 queen bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 15 reviews
Featured hotel
Room in Key West
Havana 2 queens
2 queen beds, 1 bathroom
12–17 Sept
Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 39 reviews
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 accessible
1 king bed, 1 bathroom
12–17 Sept
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
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds, 1 bathroom
13–18 Sept
New place to stay
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
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
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
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, 21 reviews
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, 17 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
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
4.85 out of 5 average rating, 34 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
12–17 Sept
4.74 out of 5 average rating, 34 reviews
Guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
4.89 out of 5 average rating, 527 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.9 out of 5 average rating, 245 reviews