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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Key Wes't Best- Upgraded condo 5 mins to Smathers
2 bedrooms, 3 beds, 2 private bathrooms
10–15 Jul
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4.89 out of 5 average rating, 106 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
3–8 Jul
4.91 out of 5 average rating, 551 reviews
Top guest favourite
Home in Key West
3 Bedroom Home - Perfect Location & Private Pool
3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
12–17 Jul
4.83 out of 5 average rating, 24 reviews
Boat in Key West
Waterfront & Heated Pool - Break Awai Floating Vil
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Jul
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
12–17 Jul
New place to stay
Luxe
Home in Key West
The Seagate Estate at Lunara Bay
4 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
4.79 out of 5 average rating, 58 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
New place to stay
Guest favourite
Villa in Marathon
Seas the Keys Getaway with plunge pool/spa
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 70 reviews
Flat in Key West
Beautiful Corner Condo Overlooking Pool
2 bedrooms, 4 beds, 2 bathrooms
8–13 Aug
Top guest favourite
Home in Marathon
Oceanview-Central Location 2/2-Waterfront Balcony
2 bedrooms, 2 beds, 2 bathrooms
6–12 Jul
4.98 out of 5 average rating, 53 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
1–6 Jul
4.72 out of 5 average rating, 122 reviews
Top guest favourite
Home in Marathon
Angler’s Terrace Conde Nast Traveler’s Best Airbnb
4 bedrooms, 6 beds, 3 bathrooms
12–19 Sept
4.97 out of 5 average rating, 144 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds, 2 bathrooms
21–26 Jul
4.99 out of 5 average rating, 81 reviews
Featured hotel
Hotel in Key West
La Pensione Inn Adults Only- Deluxe King
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.71 out of 5 average rating, 7 reviews
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
1 bedroom, 2 beds, 1 bathroom
5–10 Jul
4.92 out of 5 average rating, 177 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, 199 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
19–24 Jul
4.93 out of 5 average rating, 30 reviews
Superhost
Apartment in Key West
Seas the Breeze – Poolside Condo Near the Beach
2 bedrooms, 3 beds, 2 bathrooms
3–8 Jul