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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
13–18 Sept
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4.97 out of 5 average rating, 317 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
5.0 out of 5 average rating, 4 reviews, 1 king bed, 1 bathroom
25–30 Aug
Superhost
Flat in Key West
Turtle Nest Condo + Pool
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Aug
Featured hotel
Room in Key West
Two queen beds
New place to stay, 2 queen beds, 1 bathroom
7–12 Aug
Featured hotel
Room in Key West
Accessible Classic King City/Balcony
5.0 out of 5 average rating, 7 reviews, 1 king bed, 1 bathroom
8–13 Aug
Top guest favourite
Flat in Key West
Starr's Suite - 2 person K Suite w/Private Spa!
4.92 out of 5 average rating, 332 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Aug – 1 Sept
Featured hotel
Hotel in Key West
Signature king
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bathroom
2–7 Aug
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
8–13 Aug
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 203 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Guest favourite
Flat in Key West
Cayo-Hueso Suite | Chic 1BR + Balcony in
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 1.5 bathrooms
1–6 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
Guest favourite
Hotel room in Key West
The Sanchez House Room #3
4.88 out of 5 average rating, 690 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Guest favourite
Flat in Key West
Oceanview condo w/pool, jacuzzi and tennis court
4.92 out of 5 average rating, 13 reviews, 2 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
Guest favourite
Hotel in Key West
Marrero's Guest Mansion Adult Only (21+) Room 7
5.0 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Guest favourite
Flat in Key West
Honeymoon Hideaway, King bed, Private Deck & Spa!
4.94 out of 5 average rating, 361 reviews, 1 bed, 1 bathroom
18–23 Sept
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Flat in Key West
Sunset Suite-Historic 2 BR, K/Q, Sleeps 4, Spa!
4.92 out of 5 average rating, 275 reviews, 2 bedrooms, 2 beds, 3 bathrooms
8–13 Aug
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
4.87 out of 5 average rating, 594 reviews, 1 bedroom, 2 beds, 1 bathroom
8–13 Aug