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Search results; Over 1,000 homes in Key West

Boutique hotel in Key West
Cabana Inn Private Loft In Old Town with Breakfast
1 bedroom, 2 beds, 1 bathroom
5–10 Mar
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4.8 out of 5 average rating, 20 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
23–28 Aug
New place to stay
Room in Key West
Pool view one king bed accessible
1 bathroom
15–20 Aug
New place to stay
Room in Key West
Adults-Only Pension – Standard King
1 king bed, 1 bathroom
6–11 Aug
4.83 out of 5 average rating, 24 reviews
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, 3 reviews
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, 274 reviews
Flat in Key West
Turtle Nest Condo + Pool
1 bedroom, 1 king bed, 1 bathroom
19–24 Aug
New place to stay
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
17–22 Aug
4.73 out of 5 average rating, 128 reviews
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, 316 reviews
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
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, 331 reviews
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
Home in Key West
2 BR Charmer w/ Pool, Old Town- "A Stone's Throw"
2 bedrooms, 3 beds, 2 bathrooms
31 May – 5 Jun
5.0 out of 5 average rating, 4 reviews
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
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
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
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, 3 reviews
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
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