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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Gorgeous Romantic Private Villa, Steps from Duval!
1 bedroom, 2 beds, 1.5 private bathrooms
7–12 Sept
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4.96 out of 5 average rating, 110 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
1–6 Sept
4.82 out of 5 average rating, 22 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.86 out of 5 average rating, 606 reviews
Featured hotel
Room in Key West
Superior King Pool/Balcony
1 king bed, 1 bathroom
7–12 Sept
4.73 out of 5 average rating, 15 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
New place to stay
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, 93 reviews
Featured hotel
Room in Key West
Two queen beds
2 queen beds, 1 bathroom
1–6 Sept
New place to stay
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.8 out of 5 average rating, 25 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 359 reviews
Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 85 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Room in Key West
The Artist House Key West - King Room
1 bed, 1 bathroom
4–9 Oct
4.95 out of 5 average rating, 19 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
7–12 Sept
4.96 out of 5 average rating, 93 reviews
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.8 out of 5 average rating, 86 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 80 reviews
Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 queen bed, 2 bathrooms
1–6 Sept
4.92 out of 5 average rating, 53 reviews
Top guest favourite
Flat in Key West
Studio Blu -Hip Studio/Old Town
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.95 out of 5 average rating, 480 reviews