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Search results; Over 1,000 homes in Key West

Top guest favourite
Room in Key West
Mallory House Room #2
1 bedroom, 1 bed, 1 shared bathroom
8–13 Aug
,
4.91 out of 5 average rating, 441 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
22–29 Aug
5.0 out of 5 average rating, 86 reviews
Home in Marathon
Casa Entera Frente al Mar + Muelle 50'
3 bedrooms, 4 beds
8–15 Aug
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
18–23 Aug
4.91 out of 5 average rating, 557 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
26 Sept – 1 Oct
4.83 out of 5 average rating, 111 reviews
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
30 Aug – 4 Sept
4.86 out of 5 average rating, 42 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Flat in Key West
Apartment in Key west
1 bedroom, 1 queen bed
8–13 Aug
New place to stay
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
5–10 Oct
4.91 out of 5 average rating, 102 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
17–22 Aug
4.83 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
9–14 Aug
4.56 out of 5 average rating, 25 reviews
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds
17–22 Aug
5.0 out of 5 average rating, 28 reviews
Home in Marathon
4BR Gulffront Dog Friendly | Pool | Dock | Deck
4 bedrooms, 4 beds
16–23 Aug
4.71 out of 5 average rating, 7 reviews
Top guest favourite
Houseboat in Marathon
b watervibe
1 bedroom, 1 small double bed
27 Sept – 2 Oct
4.92 out of 5 average rating, 90 reviews