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Search results; Over 1,000 homes in Key West

Guest favourite
Room in Key West
Romantic Queen Room with balcony & Breakfast, Blue
1 bedroom, 1 bed, 1 private bathroom
21–26 Aug
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4.92 out of 5 average rating, 48 reviews
Featured hotel
Room in Key West
Adults-Only Pension – Standard King
1 king bed, 1 bathroom
2–7 Aug
4.83 out of 5 average rating, 23 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
16–21 Aug
New place to stay
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
8–13 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Apartment in Key West
Ocean Front Suite with Direct Beach Access
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Jul
4.79 out of 5 average rating, 164 reviews
Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
2 bedrooms, 3 beds, 2 bathrooms
31 Aug – 5 Sept
4.87 out of 5 average rating, 91 reviews
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
Guest favourite
Apartment in Key West
Rooftop Penthouse
2 bedrooms, 3 beds, 1.5 bathrooms
16–21 Aug
4.88 out of 5 average rating, 190 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
22–27 Jul
4.9 out of 5 average rating, 242 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bathroom
15–20 Aug
4.86 out of 5 average rating, 668 reviews
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
1 king bed, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 361 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
21–26 Jul
4.95 out of 5 average rating, 88 reviews
Featured hotel
Room in Key West
Two bedrooms bi-level garden view suite
1 queen bed, 1 bathroom
25–30 Aug
4.88 out of 5 average rating, 17 reviews
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Key West
Palm Garden retreat with Hot Tub & Prime Key West
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
4.99 out of 5 average rating, 138 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
25–30 Jul
4.92 out of 5 average rating, 356 reviews