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Search results; Over 1,000 homes in Key West

Superhost
Cottage in Key West
Colony Calypso - A quaint 1 Bedroom Cottage
1 bedroom, 2 beds, 1 shared bathroom
31 Aug – 5 Sept
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4.65 out of 5 average rating, 17 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 20 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
16–21 Aug
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 442 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
17–22 Aug
4.86 out of 5 average rating, 603 reviews
Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 671 reviews
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, 90 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 24 reviews
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, 34 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
25–30 Aug
4.92 out of 5 average rating, 358 reviews
Guest favourite
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.94 out of 5 average rating, 78 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
15–20 Aug
4.96 out of 5 average rating, 92 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 61 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
15–20 Aug
Superhost
Home in Key West
Pilar's Secret - walking distance to everything!
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.92 out of 5 average rating, 88 reviews
Top guest favourite
Flat in Key West
Studio Blu -Hip Studio/Old Town
1 bedroom, 1 queen bed, 1 bathroom
22–27 Aug
4.95 out of 5 average rating, 479 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 19 reviews
Superhost
Apartment in Key West
The Cuban House @ Cuban Club Suites
1 bedroom, 3 beds, 1.5 bathrooms
16–21 Aug
4.76 out of 5 average rating, 178 reviews