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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Tropical Escape at Sunrise
2 bedrooms, 3 beds, 2 shared bathrooms
13–18 Jul
,
4.91 out of 5 average rating, 179 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
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
12–17 Jul
New place to stay
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
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
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
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
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds
8–13 Aug
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
Hotel in Key West
Tropical King
1 bedroom, 1 bed
12–17 Jul
New place to stay
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
Top guest favourite
Home in Marathon
Tropical Keys Retreat | Pool | Hot Tub | Cinema
3 bedrooms, 4 beds
11–18 Jul
5.0 out of 5 average rating, 76 reviews
Featured hotel
Hotel in Key West
Classic King City/Balcony
1 bedroom, 1 king bed
12–17 Jul
4.91 out of 5 average rating, 22 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
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
3–8 Aug
5.0 out of 5 average rating, 4 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
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed
25–30 Jul
4.92 out of 5 average rating, 356 reviews
Top guest favourite
Home in Summerland Key
Starlight Serenity - Hideaway with Stunning Views
1 bedroom, 3 beds
24–29 Jul
4.97 out of 5 average rating, 29 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