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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
Featured hotel
Hotel in Key West
Accessible Classic King City/Balcony
1 bedroom, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 551 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Jul
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.87 out of 5 average rating, 175 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Jul
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Awai's Floating Villa
4.93 out of 5 average rating, 82 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Jul
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
4.83 out of 5 average rating, 24 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Jul
Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
4.92 out of 5 average rating, 12 reviews, 1 bedroom, 1 bathroom
23–28 Aug
Hotel in Key West
Conch Cottage
New place to stay, 1 bedroom, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
4.97 out of 5 average rating, 199 reviews, 2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
Luxe
Home in Key West
The Greenmoor House at Lunara Bay
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
4.95 out of 5 average rating, 88 reviews, 1 bed, 1 bathroom
12–17 Jul
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Jul
Guest favourite
Apartment in Key West
Beach Club Ocean Front 2BR Condo
4.94 out of 5 average rating, 180 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
6–12 Jul
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
4.91 out of 5 average rating, 270 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4.93 out of 5 average rating, 111 reviews, 4 bedrooms, 7 beds, 4 bathrooms
5–10 Jul
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
5.0 out of 5 average rating, 15 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 19 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
5–10 Jul
Boat in Key West
Private 4BR Boat | Key West Waterfront
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
Superhost
Houseboat in Key West
Amazing houseboat with 2nd floor observation deck
4.92 out of 5 average rating, 177 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 Jul