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Search results; Over 1,000 homes in Key West

Houseboat in Key West
Key West Luxury Houseboat at Yacht Club Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
23–28 Apr
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4.79 out of 5 average rating, 299 reviews
Featured hotel
Room in Key West
One queen bed
1 bathroom
9–14 Aug
New place to stay
Featured hotel
Room in Key West
Standard queen room
2 queen beds, 1 bathroom
26–31 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
4.91 out of 5 average rating, 557 reviews
Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
1 bedroom, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 12 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
4.91 out of 5 average rating, 135 reviews
Guest favourite
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
4.88 out of 5 average rating, 8 reviews
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 6 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
4–9 Aug
4.96 out of 5 average rating, 89 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
4.85 out of 5 average rating, 706 reviews
Apartment in Key West
Ocean Front Suite with Direct Beach Access
1 bedroom, 2 beds, 1.5 bathrooms
11–16 Aug
4.79 out of 5 average rating, 165 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Featured hotel
Room in Key West
Hearing Accessible Classic King City/Balcony
1 king bed, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 4 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
30 Oct – 4 Nov
5.0 out of 5 average rating, 11 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds, 1.5 bathrooms
14–19 Aug
4.76 out of 5 average rating, 178 reviews
Featured hotel
Hotel in Key West
Luxury second floor balcony suite
1 bedroom, 1 king bed, 1 bathroom
9–14 Aug
4.92 out of 5 average rating, 12 reviews