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Search results; Over 1,000 homes in Key West

Guest favourite
Flat in Key West
The Bartlum - Steps to Duval Street
1 bedroom, 2 beds, 1 private bathroom
10–15 Jul
,
4.86 out of 5 average rating, 264 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
3–8 Aug
4.91 out of 5 average rating, 551 reviews
Guest favourite
Boat in Key West
Glorious Floating Hotel Plus Amenities!
4 bedrooms, 4 beds, 4 bathrooms
3–8 Jul
4.88 out of 5 average rating, 8 reviews
Featured hotel
Hotel in Key West
Superior King Pool/Balcony
1 bedroom, 1 king bed, 1 bathroom
5–10 Jul
4.7 out of 5 average rating, 10 reviews
Hotel in Key West
Minutes to Duval + Free Breakfast. Newly Renovated
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
4.72 out of 5 average rating, 123 reviews
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
13–18 Jul
Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.97 out of 5 average rating, 200 reviews
Guest favourite
Flat in Key West
Key West Beach House
2 bedrooms, 2 beds, 2 bathrooms
1–8 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
12–17 Jul
4.88 out of 5 average rating, 176 reviews
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
4.89 out of 5 average rating, 139 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Boat in Key West
Off Grid HouseBoat "Shanty Pineapple Key West"
1 bed, 1 bathroom
12–17 Jul
4.95 out of 5 average rating, 88 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
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
12–17 Jul
New place to stay
Luxe
Home in Key West
Evershore Estate at Lunara Bay | Wellness Home
4 bedrooms, 7 beds, 4 bathrooms
7–12 Jul
4.93 out of 5 average rating, 111 reviews
Home in Cudjoe Key
Ocean Breeze Retreat w/ Dock| Keys Escape
2 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Key West
Beach Club Ocean Front 2BR Condo
2 bedrooms, 3 beds, 2.5 bathrooms
6–12 Jul
4.94 out of 5 average rating, 180 reviews