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Search results; Over 1,000 homes in Key West

Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 private bathroom
27 Jul – 1 Aug
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4.91 out of 5 average rating, 554 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
New place to stay, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Boat in Key West
Key West Sailboat Getaway
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 2 bathrooms
9–14 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
3–8 Aug
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.88 out of 5 average rating, 176 reviews, 3 bedrooms, 3 beds, 2.5 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
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
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
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
Boutique hotel in Key West
Mallory House Room #3
4.89 out of 5 average rating, 519 reviews, 1 bedroom, 1 bed, 1 bathroom
16–21 Aug
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
4.91 out of 5 average rating, 270 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
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
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
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.89 out of 5 average rating, 178 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Jul
Guest favourite
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
4.83 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Jul