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Search results; Over 1,000 homes in Key West

Guest favourite
Flat in Key West
King Bed | Key West *Best Downtown Locations *Cool
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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4.84 out of 5 average rating, 150 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
23–28 Aug
4.81 out of 5 average rating, 21 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
18–23 Aug
4.69 out of 5 average rating, 13 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
25–30 Aug
4.71 out of 5 average rating, 135 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
4.86 out of 5 average rating, 604 reviews
Featured hotel
Room in Key West
La Pensione Inn Adults Only- Deluxe King
1 king bed, 1 bathroom
26–31 Aug
4.8 out of 5 average rating, 10 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 558 reviews
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed, 1 bathroom
19–24 Aug
4.92 out of 5 average rating, 93 reviews
Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
18–23 Aug
New place to stay
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
18–23 Aug
4.96 out of 5 average rating, 92 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, 35 reviews
Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
19–24 Aug
4.94 out of 5 average rating, 79 reviews
Guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Room in Key West
Duval Street Stay + Free Breakfast, Beach & Pool
1 queen bed, 1 bathroom
18–23 Aug
Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
24–29 Aug
4.91 out of 5 average rating, 135 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, 480 reviews
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
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, 245 reviews