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Search results; Over 1,000 homes in Key West

Houseboat in Key West
Deluxe Bungalow
2 bedrooms, 4 beds, 1 private bathroom
6–11 Aug
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4.69 out of 5 average rating, 409 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
New place to stay, 1 bathroom
15–20 Aug
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 2 queen beds, 1 bathroom
20–25 Aug
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
New place to stay, 1 king bed, 1 bathroom
13–18 Aug
Featured hotel
Room in Key West
Adults-Only Pension – Standard King
4.83 out of 5 average rating, 23 reviews, 1 king bed, 1 bathroom
6–11 Aug
Superhost
Home in Key West
Sea Glass Cottage in Historic Key West
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Flat in Key West
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
4.92 out of 5 average rating, 274 reviews, 2 bedrooms, 2 beds, 3 bathrooms
23–28 Aug
Superhost
Flat in Key West
Turtle Nest Condo + Pool
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Home in Key West
2 BR Charmer w/ Pool, Old Town- "A Stone's Throw"
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
31 May – 5 Jun
Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
4.97 out of 5 average rating, 316 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Key West
Steps to Duval Street, beach, Mallory Square, more
4.92 out of 5 average rating, 59 reviews, 2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Flat in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
4.92 out of 5 average rating, 331 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
Top guest favourite
Home in Cudjoe Key
Ocean's Edge VO Pad Boards, Kayak, Bikes-30 min KW
4.97 out of 5 average rating, 87 reviews, 2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
4.99 out of 5 average rating, 138 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Apartment in Key West
Hidden Beach unit 1 The Perfect Place to stay
4.97 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Oct
Guest favourite
Hotel room in Key West
The Sanchez House Room #2
4.85 out of 5 average rating, 705 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 202 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
Hotel room in Key West
Authentic Stay! Swimming Pool and Pets Allowed!
1 bedroom, 1 bathroom
1–6 Aug