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Search results; Over 1,000 homes in Key West

Descriptions are based on details hosts provide
Guest favourite
Apartment in Key West
Waterfront Dock Pool Condo Near Duval St Pet OK
2 bedrooms, 4 beds, 2 private bathrooms
9–14 Aug
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4.88 out of 5 average rating, 272 reviews
Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
30 Sept – 5 Oct
New place to stay
Guest favourite
Home in Key West
4-cottage compound on Duval Street
4 bedrooms, 5 beds, 4 bathrooms
26–31 Jul
4.9 out of 5 average rating, 245 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
9–14 Aug
4.9 out of 5 average rating, 257 reviews
Superhost
Boat in Key West
A 45-ft yacht at a luxury marina
3 bedrooms, 3 double beds, 2 bathrooms
6–11 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Houseboat in Key West
Off-grid floating bungalow in Key West
1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
4.91 out of 5 average rating, 554 reviews
Guest favourite
Flat in Key West
Gated waterfront estate with private dock
4 bedrooms, 5 beds, 4.5 bathrooms
17–22 Jul
4.83 out of 5 average rating, 23 reviews
Top guest favourite
Home in Key West
Funky Chicken Cottage with Shared Pool in Paradise
3 bedrooms, 3 beds, 3 bathrooms
14–19 Jul
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Key West
Historic mansion with a pool near Duval
6 bedrooms, 10 beds, 4 bathrooms
21–26 Sept
4.98 out of 5 average rating, 56 reviews
Guest favourite
Townhouse in Key West
Historic Old Town, half-block from Duval
4 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Tiny home in Key West
Half block from Duval with parking
1 bed, 1 bathroom
23–28 Aug
4.86 out of 5 average rating, 473 reviews
Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.91 out of 5 average rating, 272 reviews
Guest favourite
Apartment in Key West
Waterfront penthouse with dock and sunset views
4 bedrooms, 9 beds, 4 bathrooms
26–31 Jul
4.91 out of 5 average rating, 209 reviews
Guest favourite
Home in Key West
Gated community with a resort-style pool
3 bedrooms, 4 beds, 3 bathrooms
26–31 Aug
4.94 out of 5 average rating, 149 reviews
Hotel in Key West
Pool, alfresco shower, and breakfast included
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
New place to stay
Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 bathrooms
30 Jul – 4 Aug
4.97 out of 5 average rating, 98 reviews
Luxe
Home in Key West
Waterfront estate with a pool and dock
6 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
4.97 out of 5 average rating, 36 reviews
Guest favourite
Boat in Key West
Off-grid houseboat with panoramic bay views
1 queen bed, 1 bathroom
20–25 Jul
4.95 out of 5 average rating, 88 reviews