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Search results; Over 1,000 homes in Key West

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Houseboat in Key West
Key West Luxury Houseboat at Yacht Club Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
23–28 Apr
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4.79 out of 5 average rating, 299 reviews
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Featured hotel
Hotel in Key West
Seashell Motel, Queen Room
1 bedroom, 1 queen bed
9–14 Oct
5.0 out of 5 average rating, 20 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 bedroom, 1 king bed
2–7 Oct
4.77 out of 5 average rating, 22 reviews
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Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds
1–6 Oct
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Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms
10–15 Oct
4.9 out of 5 average rating, 41 reviews
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Featured hotel
Hotel in Key West
Ella's Cottages - Key West Historic Inns, King ci.
1 bedroom, 1 king bed
5–10 Oct
4.96 out of 5 average rating, 26 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed
1–6 Oct
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
1–6 Oct
4.68 out of 5 average rating, 28 reviews
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Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
1–6 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
11–16 Oct
4.88 out of 5 average rating, 177 reviews
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Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
7–12 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds
1–6 Oct
4.95 out of 5 average rating, 37 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
3–8 Oct
4.72 out of 5 average rating, 36 reviews
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Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
2–7 Oct
4.83 out of 5 average rating, 30 reviews
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Top guest favourite
Home in Key West
McCartney's Manor - Deluxe K Suite W/Pvt. Spa!
1 bedroom, 1 bed
16–21 Nov
4.92 out of 5 average rating, 255 reviews
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Guest favourite
Apartment in Key West
Hyatt Beach House-Quiet Key West Spot!
2 bedrooms, 3 beds
4–11 Oct
5.0 out of 5 average rating, 22 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
17–22 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds
18–23 Oct
4.85 out of 5 average rating, 112 reviews