filters

Search results; Over 1,000 homes in Key West

Houseboat in Key West
Happys Houseboat
1 bedroom, 1 bed, 1 private bathroom
30 Jul – 4 Aug
,
4.79 out of 5 average rating, 269 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed
3–8 Aug
4.91 out of 5 average rating, 553 reviews
Luxe
Home in Key West
Spindrift House at Lunara Bay
4 bedrooms, 7 beds
14–19 Aug
4.85 out of 5 average rating, 95 reviews
Guest favourite
Home in Big Pine Key
Fishermen's Paradise | Pool, 220' Dock & Open-Wate
3 bedrooms, 3 beds
22–27 Aug
4.91 out of 5 average rating, 97 reviews
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
2–7 Sept
New place to stay
Guest favourite
Home in Cudjoe Key
Palm Breezes! Room for Everyone on the Ocean.
5 bedrooms, 6 beds
27 Aug – 1 Sept
4.83 out of 5 average rating, 111 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
12–17 Jul
4.88 out of 5 average rating, 176 reviews
Home in Summerland Key
4BR Gulf-front house with pool & beach access
4 bedrooms, 4 beds
2–7 Aug
4.56 out of 5 average rating, 25 reviews
Guest favourite
Home in Summerland Key
Waterfront Beach House with Dock & Heated Pool!
4 bedrooms, 5 beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds
27 Jul – 1 Aug
4.97 out of 5 average rating, 37 reviews
Luxe
Home in Key West
The Rigby House - Pool, One block from Duval St
6 bedrooms, 6 beds
2–7 Aug
5.0 out of 5 average rating, 26 reviews
Guest favourite
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
2 bedrooms, 3 beds
13–18 Jul
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
Featured hotel
Hotel in Key West
Classic King City/Balcony
1 bedroom, 1 king bed
12–17 Jul
4.83 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
17–22 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Apartment in Key West
Tropical Heron Hideaway w/ Hot Tub + Pool
1 bedroom, 2 beds
7–12 Aug
4.93 out of 5 average rating, 114 reviews
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds
10–15 Jul
4.88 out of 5 average rating, 8 reviews
Guest favourite
Home in Marathon
Beach House in Marathon with Amazing Backyard!
2 bedrooms, 4 beds
25 Aug – 1 Sept
5.0 out of 5 average rating, 8 reviews