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Search results; Over 1,000 homes in Key West

Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 private bathroom
18–23 Aug
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4.91 out of 5 average rating, 555 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 5 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
9–14 Aug
New place to stay
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
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
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Flat in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
4.92 out of 5 average rating, 333 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Apartment in Key West
Tropical Heron Hideaway w/ Hot Tub + Pool
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.93 out of 5 average rating, 119 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
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, 93 reviews
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
1 bedroom, 2 queen beds, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Apartment in Key West
Ocean front 1BR/1BA Suite w/ kitchen & living rm
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.88 out of 5 average rating, 66 reviews
Featured hotel
Room in Key West
La Pensione Inn Adults Only- Deluxe King
1 king bed, 1 bathroom
7–12 Aug
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 318 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
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
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 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, 5 reviews