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Search results; Over 1,000 homes in Key West

Superhost
Cottage in Key West
Ann Street Tranquility
1 bedroom, 1 bed, 1 shared bathroom
26–31 Jul
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4.77 out of 5 average rating, 22 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
23–28 Aug
New place to stay
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
17–22 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
3 bedrooms, 3 beds
12–17 Jul
5.0 out of 5 average rating, 41 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
26–31 Jul
4.91 out of 5 average rating, 208 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds
19–24 Jul
4.9 out of 5 average rating, 256 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
12–17 Jul
4.88 out of 5 average rating, 176 reviews
Top guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
15–20 Aug
4.95 out of 5 average rating, 60 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
26–31 Aug
4.94 out of 5 average rating, 148 reviews
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds
26–31 Jul
4.9 out of 5 average rating, 244 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed
11–16 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds
1–6 Sept
5.0 out of 5 average rating, 41 reviews
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds
11–16 Jul
4.89 out of 5 average rating, 178 reviews
Hotel in Key West
Tropical King
1 bedroom, 1 bed
12–17 Jul
New place to stay
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
1 bed
12–17 Jul
4.95 out of 5 average rating, 88 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
21–26 Jul
4.87 out of 5 average rating, 586 reviews
Guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed
16–21 Aug
4.89 out of 5 average rating, 519 reviews