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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
23–28 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
17–22 Aug
4.67 out of 5 average rating, 12 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
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, 92 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds, 1 bathroom
18–23 Aug
4.86 out of 5 average rating, 603 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
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
18–23 Aug
4.8 out of 5 average rating, 61 reviews
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
4.78 out of 5 average rating, 23 reviews
Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 queen bed, 2 bathrooms
31 Aug – 5 Sept
4.92 out of 5 average rating, 53 reviews
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
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
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
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 92 reviews
Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
17–22 Aug
New place to stay
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
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed, 1 bathroom
14–19 Oct
4.89 out of 5 average rating, 525 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, 359 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