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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
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4.97 out of 5 average rating, 318 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.87 out of 5 average rating, 598 reviews
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 89 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
6–11 Aug
4.91 out of 5 average rating, 557 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
1 bathroom
11–16 Aug
New place to stay
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Featured hotel
Room in Key West
Superior Double Queen Pool/Balcony
2 queen beds, 1 bathroom
12–17 Aug
4.88 out of 5 average rating, 24 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 13 reviews
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
17–22 Aug
4.91 out of 5 average rating, 135 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 34 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 73 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
12–17 Aug
4.96 out of 5 average rating, 90 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 356 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 bathrooms
21–26 Aug
4.93 out of 5 average rating, 84 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 18 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
18–23 Aug
4.73 out of 5 average rating, 131 reviews
Top guest favourite
Guest suite in Big Pine Key
Old Island Life
1 bedroom, 1 queen bed, 1 bathroom
11–16 Aug
4.89 out of 5 average rating, 619 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds, 1.5 bathrooms
14–19 Aug
4.76 out of 5 average rating, 178 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.9 out of 5 average rating, 243 reviews