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Search results; Over 1,000 homes in Key West

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Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 bed, 2 private bathrooms
1–6 Oct
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4.93 out of 5 average rating, 56 reviews
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Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
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Featured hotel
Hotel in Key West
Seashell Motel, Queen Room
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 21 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
4–9 Oct
4.73 out of 5 average rating, 37 reviews
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Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.93 out of 5 average rating, 130 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
14–19 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.89 out of 5 average rating, 123 reviews
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Guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 443 reviews
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Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
4.9 out of 5 average rating, 158 reviews
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Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 673 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 37 reviews
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Top guest favourite
Flat in Key West
The Perch on Duval- Hip & Modern Duval Suite
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 119 reviews
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Top guest favourite
Townhouse in Key West
3/3 Tropical Key West Home Get Away
3 bedrooms, 3 queen beds, 3 bathrooms
1–6 Oct
4.89 out of 5 average rating, 103 reviews
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Superhost
Home in Key West
Private Parking, Heated Pool - Sweet Caroline
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.57 out of 5 average rating, 136 reviews
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Superhost
Apartment in Key West
2BR suite | Pool | Hot Tub | Tennis | W/D
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Apartment in Key West
The Saint Martin Suite | Delightfully Updated!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.95 out of 5 average rating, 20 reviews