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Search results; Over 1,000 homes in Key West

Guest favourite
Townhouse in Key West
Exceptional Water View With Boat Dock!
1 bedroom, 1 bed, 2 private bathrooms
9–16 Aug
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5.0 out of 5 average rating, 17 reviews
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, 554 reviews
Featured hotel
Room in Key West
Ocean view one king bed accessible
14–19 Aug
New place to stay
Superhost
Home in Key West
Dan catamaran cruiser vessel can’t be moved
2 bedrooms, 3 beds
1–6 Jan
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
3–8 Sept
5.0 out of 5 average rating, 7 reviews
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, 99 reviews
Guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 5 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
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
15–20 Aug
New place to stay
Top guest favourite
Home in Marathon
Luxury Boating Paradise+Pool+Sailing Kayaks
4 bedrooms, 8 beds
15–22 Aug
5.0 out of 5 average rating, 85 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
Superhost
Apartment in Key West
Free Boat Slip | Waterfront Condo | Key West Pool
2 bedrooms, 4 beds
23–28 Aug
New place to stay
Superhost
Villa in Key West
Coral Villa by AvantStay| Close 2 DT Key West!
3 bedrooms, 5 beds
8–13 Aug
Room in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
6 bedrooms, 9 beds
1–6 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
1–6 Aug
4.84 out of 5 average rating, 25 reviews
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds
24–29 Sept
4.97 out of 5 average rating, 203 reviews