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Search results; Over 1,000 homes in Key West

Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
13–18 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, 8 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
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
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
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
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
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
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
“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
Superhost
Place to stay in Key West
The Curry Classic | Main Mansion King
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.66 out of 5 average rating, 100 reviews
Featured hotel
Room in Key West
One queen bed
1 bathroom
1–6 Sept
4.85 out of 5 average rating, 20 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
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
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.91 out of 5 average rating, 276 reviews
Guest favourite
Room in Key West
The Artist House Key West - Large Suite with 2 Bed
2 beds, 2 bathrooms
14–19 Dec
5.0 out of 5 average rating, 23 reviews
Guest favourite
Holiday home in Key West
Historic Cigar House. 3rd floor Suite W/Kitchen
1 bedroom, 2 beds, 1 bathroom
14–19 Sept
4.85 out of 5 average rating, 392 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
4.91 out of 5 average rating, 558 reviews