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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds, 2 private bathrooms
7–12 Sept
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4.95 out of 5 average rating, 203 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
24–29 Aug
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
4.93 out of 5 average rating, 84 reviews, 2 bedrooms, 2 beds, 2 bathrooms
12–17 Jul
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
3–8 Aug
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4.9 out of 5 average rating, 244 reviews, 4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Home in Key West
Another Day in Paradise
4.95 out of 5 average rating, 60 reviews, 3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
5.0 out of 5 average rating, 41 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
Home in Key West
Spacious 3BR | Pool | Balcony | W/D
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Townhouse in Key West
The Lighthouse Group Suite
4.96 out of 5 average rating, 26 reviews, 4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
Guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
4.86 out of 5 average rating, 472 reviews, 1 bed, 1 bathroom
9–14 Aug
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
4.98 out of 5 average rating, 56 reviews, 6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4.91 out of 5 average rating, 208 reviews, 4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 201 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 554 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
4.91 out of 5 average rating, 179 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Jul
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
4.97 out of 5 average rating, 98 reviews, 3 bedrooms, 8 beds, 2 bathrooms
30 Jul – 4 Aug
Top guest favourite
Home in Key West
Key West Hideaway, Sleeps 10, 4BR/4BA, Q Sl. Sofa!
4.91 out of 5 average rating, 233 reviews, 4 bedrooms, 5 beds, 4 bathrooms
15–20 Aug