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Search results; Over 1,000 homes in Key West

Guest favourite
Holiday home in Key West
Historic Cigar House. 3rd floor Suite W/Kitchen
1 bedroom, 2 beds, 1 private bathroom
14–19 Sept
,
4.85 out of 5 average rating, 392 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, 602 reviews
Featured hotel
Room in Key West
Superior King Pool/Balcony
1 king bed, 1 bathroom
16–21 Aug
4.73 out of 5 average rating, 15 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
18–23 Aug
4.91 out of 5 average rating, 557 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
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
4.94 out of 5 average rating, 77 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
29 Sept – 4 Oct
4.78 out of 5 average rating, 9 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
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
18–23 Aug
4.71 out of 5 average rating, 134 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, 33 reviews
Guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
1 bed, 1 bathroom
13–18 Aug
4.85 out of 5 average rating, 475 reviews
Room in Key West
Steps to Duval St + Free Breakfast, Pool & Bar
1 king bed, 1 bathroom
15–20 Aug
Featured hotel
Room in Key West
One king bed
1 bathroom
13–18 Aug
New place to stay
Superhost
Tiny home in Summerland Key
Bungalow
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
4.8 out of 5 average rating, 85 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
Featured hotel
Room in Key West
Partial ocean two queen with balcony
2 queen beds, 1 bathroom
16–21 Aug
New place to stay
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, 10 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 84 reviews