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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
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
7–12 Sept
New place to stay
Featured hotel
Room in Key West
Queen Room
1 queen bed
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
6–11 Sept
4.89 out of 5 average rating, 38 reviews
Featured hotel
Room in Key West
Havana king room
2 king beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
13–18 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
Havana king accessible
1 king bed
6–11 Sept
Featured hotel
Room in Key West
King mobility
1 king bed
20–25 Sept
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
29 Sept – 4 Oct
4.94 out of 5 average rating, 158 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds
6–11 Sept
New place to stay
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
15–20 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 10 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.83 out of 5 average rating, 30 reviews
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds
14–19 Sept
4.71 out of 5 average rating, 173 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
8–13 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
13–18 Sept
4.91 out of 5 average rating, 561 reviews