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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
17–22 Jul
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4.97 out of 5 average rating, 312 reviews
Top guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
1 bedroom, 1 bed, 1 bathroom
7–12 Jul
4.91 out of 5 average rating, 551 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
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.89 out of 5 average rating, 519 reviews
Cottage in Cudjoe Key
FL Keys Retreat - Community pool and hot tub
2 bedrooms, 4 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 3 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
Boat in Key West
Private 4BR Boat | Key West Waterfront
4 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
19–24 Jul
4.9 out of 5 average rating, 255 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
8–13 Jul
4.87 out of 5 average rating, 175 reviews
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 55 reviews
Hotel in Key West
Tropical Suit
1 bedroom, 3 beds, 1 bathroom
12–17 Jul
New place to stay
Top guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
1 bed, 1 bathroom
5–10 Jul
4.86 out of 5 average rating, 472 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
New place to stay
Guest favourite
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Jul
4.83 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds, 4.5 bathrooms
4–9 Jul
5.0 out of 5 average rating, 19 reviews
Luxe
Home in Key West
Floralee House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
2–7 Jul
4.97 out of 5 average rating, 35 reviews
Guest favourite
Tiny home in Key West
Tiny Cottage Retreat - your own stylish hideaway!
1 bedroom, 2 double beds, 1 bathroom
15–20 Jul
4.73 out of 5 average rating, 15 reviews