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Search results; Over 1,000 homes in Key West

Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
23–28 Sept
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
Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 5 beds, 3 bathrooms
8–13 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
4–9 Aug
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
6–11 Aug
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4.9 out of 5 average rating, 245 reviews, 4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Hotel in Key West
Tropical King
New place to stay, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
4.84 out of 5 average rating, 25 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 3 bathrooms
15–20 Jul
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4.83 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4.91 out of 5 average rating, 209 reviews, 4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Guest favourite
Apartment in Key West
Waterfront Dock Pool Pet Friendly Near Duval St
4.89 out of 5 average rating, 222 reviews, 4 bedrooms, 9 beds, 4 bathrooms
7–12 Aug
Guest favourite
Hotel room in Key West
The Sanchez House Room #2
4.85 out of 5 average rating, 704 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Jul
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
4.91 out of 5 average rating, 272 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Hotel in Key West
Tropical Suit
New place to stay, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Home in Key West
Spacious 3BR | Pool | Balcony | W/D
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
4.87 out of 5 average rating, 589 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 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