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Search results; Over 1,000 homes in Key West

Superhost
Apartment in Key West
Hyatt Windward Point Key West- Two Bedroom
2 bedrooms, 3 beds, 2 bathrooms
6–13 Sept
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5.0 out of 5 average rating, 6 reviews
Superhost
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
25–30 Sept
4.7 out of 5 average rating, 172 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 24 reviews
Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds, 3 bathrooms
16–21 Nov
4.94 out of 5 average rating, 68 reviews
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds, 4 bathrooms
1–6 Sept
4.92 out of 5 average rating, 212 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
4.89 out of 5 average rating, 151 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
12–17 Sept
New place to stay
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
4.91 out of 5 average rating, 559 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds, 2 bathrooms
17–22 Nov
4.95 out of 5 average rating, 44 reviews
Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds, 4 bathrooms
4–9 Oct
4.9 out of 5 average rating, 264 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
10–15 Sept
4.93 out of 5 average rating, 126 reviews
Guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
1 bed, 1 bathroom
20–25 Sept
4.86 out of 5 average rating, 477 reviews
Featured hotel
Room in Key West
One queen bed
1 bathroom
6–11 Sept
4.86 out of 5 average rating, 21 reviews
Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds, 4 bathrooms
22–27 Sept
4.9 out of 5 average rating, 250 reviews
Luxe
Home in Key West
The Windrose Estate at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
27 Sept – 2 Oct
4.9 out of 5 average rating, 30 reviews
Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
4.89 out of 5 average rating, 119 reviews
Top guest favourite
Casa particular in Key West
Amazing Canal front home in KW!
4 bedrooms, 5 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 41 reviews