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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
2 bedrooms, 3 beds, 2 shared bathrooms
11–16 Sept
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4.91 out of 5 average rating, 182 reviews
Featured hotel
Room in Key West
Accessible Classic Double Queen City/Balcony
2 queen beds
20–25 Sept
4.71 out of 5 average rating, 7 reviews
Featured hotel
Room in Key West
Ocean view one king bed
8–13 Sept
4.82 out of 5 average rating, 11 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
Queen Room
1 queen bed
15–20 Sept
5.0 out of 5 average rating, 13 reviews
Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
8–13 Sept
4.89 out of 5 average rating, 38 reviews
Featured hotel
Room in Key West
Havana king room
2 king beds
8–13 Sept
5.0 out of 5 average rating, 4 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds
13–18 Sept
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.84 out of 5 average rating, 32 reviews
Featured hotel
Hotel in Key West
Luxury second floor balcony suite
1 bedroom, 1 king bed
13–18 Sept
4.94 out of 5 average rating, 17 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
Top guest favourite
Home in Key West
Poolside Paradise/3Brs, 2.5 bath/Pvt. Pool/Spa
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds
13–18 Sept
4.87 out of 5 average rating, 306 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds
11–16 Sept
5.0 out of 5 average rating, 41 reviews
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
26 Sept – 1 Oct
4.81 out of 5 average rating, 27 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
8–13 Sept
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 13 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed
8–13 Sept
4.92 out of 5 average rating, 362 reviews