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Search results; Over 1,000 homes in Key West

Guest favourite
Room in Key West
Bella's room - 1 Queen + 1 Twin, Shared bathroom
1 bedroom, 2 beds, 2 shared bathrooms
2–7 Aug
,
4.95 out of 5 average rating, 210 reviews
Superhost
Home in Key West
Dan catamaran cruiser vessel can’t be moved
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Jan
New place to stay
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, 554 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
3–8 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds, 3 bathrooms
15–22 Aug
5.0 out of 5 average rating, 85 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds, 4 bathrooms
5–10 Oct
4.91 out of 5 average rating, 99 reviews
Top guest favourite
Home in Marathon
World-Class Oceanfront Pool/Hottub Sunset Escape
5 bedrooms, 7 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Home in Key West
Waterfront Home in Key Cove Landings
4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 24 reviews
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
14–19 Aug
New place to stay
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds, 3 bathrooms
26 Sept – 1 Oct
4.83 out of 5 average rating, 111 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Marathon
Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
4 bedrooms, 4 beds, 3.5 bathrooms
29 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
4.97 out of 5 average rating, 203 reviews
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
2 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
1–6 Aug
4.84 out of 5 average rating, 25 reviews
Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
4.92 out of 5 average rating, 356 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 11 reviews