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Search results; Over 1,000 homes in Key West

Top guest favourite
Flat in Key West
Key West Beachside 1400sf, 2 Bedroom Condo
2 bedrooms, 2 beds, 2 private bathrooms
17–22 Aug
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4.91 out of 5 average rating, 165 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
15–20 Aug
New place to stay
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Featured hotel
Room in Key West
Adults-Only Pension – Standard King
1 king bed, 1 bathroom
6–11 Aug
4.85 out of 5 average rating, 26 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
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Key West
Sea Glass Cottage in Historic Key West
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
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, 91 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
Superhost
Flat in Key West
Turtle Nest Condo + Pool
1 bedroom, 1 king bed, 1 bathroom
19–24 Aug
New place to stay
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, 332 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
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, 317 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
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
2–7 Aug
4.87 out of 5 average rating, 593 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #2
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.85 out of 5 average rating, 705 reviews
Top guest favourite
Apartment in Key West
Steps to Duval Street, beach, Mallory Square, more
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 59 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.97 out of 5 average rating, 203 reviews