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Search results; Over 1,000 homes in Key West

Top guest favourite
Apartment in Key West
Waterfront Condo | Pool, Dock, Parking, Sleeps 8
2 bedrooms, 4 beds, 2 private bathrooms
6–11 Aug
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4.87 out of 5 average rating, 288 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Private Water Stay
4.91 out of 5 average rating, 553 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
5.0 out of 5 average rating, 41 reviews, 3 bedrooms, 3 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4.9 out of 5 average rating, 244 reviews, 4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 3 beds, 2 bathrooms
10–15 Aug
Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
4.98 out of 5 average rating, 56 reviews, 6 bedrooms, 10 beds, 4 bathrooms
30 Aug – 4 Sept
Superhost
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4.91 out of 5 average rating, 208 reviews, 4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
5.0 out of 5 average rating, 40 reviews, 4 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
4.88 out of 5 average rating, 176 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Key West
Casa Capri 3 bed 3 bath sleeps 8 tropical decorate
4.97 out of 5 average rating, 60 reviews, 2 bedrooms, 4 beds, 3 bathrooms
9–14 Aug
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
7–12 Jul
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
4.97 out of 5 average rating, 98 reviews, 3 bedrooms, 8 beds, 2 bathrooms
30 Jul – 4 Aug
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4.9 out of 5 average rating, 256 reviews, 4 bedrooms, 11 beds, 4 bathrooms
19–24 Jul
Guest favourite
Boat in Key West
Key West Sailboat Getaway
5.0 out of 5 average rating, 6 reviews, 1 bedroom, 2 beds, 2 bathrooms
19–24 Jul
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
4.93 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Jul
Top guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
4.86 out of 5 average rating, 472 reviews, 1 bed, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Townhouse in Key West
The Lighthouse Group Suite
4.96 out of 5 average rating, 26 reviews, 4 bedrooms, 6 beds, 2 bathrooms
23–28 Aug
Hotel in Key West
Tropical Suit
New place to stay, 1 bedroom, 2 beds, 1 bathroom
12–17 Jul