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Search results; Over 1,000 homes in Key West

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Guest favourite
Home in Key West
Historic Key West - Cigar House - Sleeps 4
2 bedrooms, 3 beds, 1 private bathroom
1–6 Sept
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4.78 out of 5 average rating, 68 reviews
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Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
7–12 Sept
4.94 out of 5 average rating, 156 reviews
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Superhost
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds
14–19 Sept
4.71 out of 5 average rating, 173 reviews
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Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
1–6 Sept
4.92 out of 5 average rating, 214 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
2–7 Sept
4.91 out of 5 average rating, 559 reviews
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Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Downtown Near Duval
2 bedrooms, 4 beds
4–9 Sept
4.91 out of 5 average rating, 276 reviews
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Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
7–12 Sept
4.8 out of 5 average rating, 69 reviews
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Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
16–21 Nov
4.94 out of 5 average rating, 68 reviews
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Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.83 out of 5 average rating, 24 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
12–17 Sept
New place to stay
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Featured hotel
Room in Key West
Queen Room
1 queen bed
7–12 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
6–11 Sept
4.86 out of 5 average rating, 606 reviews
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Guest favourite
Apartment in Key West
Penthouse Waterfront Dock Pool Condo Near Duval St
4 bedrooms, 11 beds
4–9 Oct
4.9 out of 5 average rating, 264 reviews
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Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds
21–26 Sept
4.99 out of 5 average rating, 86 reviews
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Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds
12–17 Sept
4.95 out of 5 average rating, 211 reviews
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Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
7–12 Sept
4.85 out of 5 average rating, 33 reviews
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Superhost
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
8–13 Sept
4.93 out of 5 average rating, 86 reviews