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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds, 2 private bathrooms
7–12 Sept
,
4.95 out of 5 average rating, 207 reviews
Guest favourite
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
17–22 Aug
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
15–22 Aug
5.0 out of 5 average rating, 85 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
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
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
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
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
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
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
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
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds
16–21 Aug
4.8 out of 5 average rating, 60 reviews
Featured hotel
Room in Key West
Ocean view one king bed accessible
14–19 Aug
New place to stay
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
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds
4–9 Aug
4.96 out of 5 average rating, 24 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
18–23 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
Guest favourite
Home in Key West
Waterfront Home in Key Cove Landings
4 bedrooms, 6 beds
9–14 Aug
5.0 out of 5 average rating, 24 reviews