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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Beach Club Ocean Front 2BR Condo
2 bedrooms, 3 beds, 2.5 private bathrooms
10–16 Oct
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4.93 out of 5 average rating, 185 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, Classic Double.
1 bedroom, 2 queen beds
16–21 Oct
4.81 out of 5 average rating, 79 reviews
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Featured hotel
Hotel in Key West
Havana Cabana at 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 Cabana at 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
4.69 out of 5 average rating, 29 reviews
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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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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
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, 14 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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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
3–8 Oct
4.73 out of 5 average rating, 37 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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Guest favourite
Flat in Key West
Duval Corner - Pet friendly with Balcony
1 bedroom, 1 queen bed
11–16 Oct
4.86 out of 5 average rating, 59 reviews
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Top guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed
13–18 Dec
4.89 out of 5 average rating, 528 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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Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed
1–6 Oct
5.0 out of 5 average rating, 24 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