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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Old Town Bungalow
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.9 out of 5 average rating, 298 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Room in Key West
One king bed accessible
1 bathroom
16–21 Aug
New place to stay
Featured hotel
Room in Key West
Classic King City/Balcony
1 king bed, 1 bathroom
10–15 Aug
4.83 out of 5 average rating, 41 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds, 1.5 bathrooms
2–7 Aug
4.76 out of 5 average rating, 178 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.91 out of 5 average rating, 556 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 88 reviews
Superhost
Apartment in Key West
Free Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
23–28 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
2–7 Nov
5.0 out of 5 average rating, 11 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Flat in Key West
Oceanview condo w/pool, jacuzzi and tennis court
2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Home in Key West
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!
1 bedroom, 1 king bed, 1.5 bathrooms
23–28 Aug
4.95 out of 5 average rating, 401 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
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
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, 6 reviews
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed, 1 bathroom
18–23 Sept
4.94 out of 5 average rating, 361 reviews
Top guest favourite
Flat in Key West
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
2 bedrooms, 2 beds, 3 bathrooms
23–28 Aug
4.92 out of 5 average rating, 275 reviews
Guest favourite
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 7 reviews