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Search results; Over 1,000 homes in Key West

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Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
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4.97 out of 5 average rating, 328 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 bedroom, 1 king bed, 1 bathroom
2–7 Oct
4.77 out of 5 average rating, 22 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.68 out of 5 average rating, 28 reviews
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Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
4.83 out of 5 average rating, 30 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds, 1 bathroom
3–8 Oct
4.71 out of 5 average rating, 35 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
4.85 out of 5 average rating, 112 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, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Oct
4.93 out of 5 average rating, 87 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 bathroom
1–6 Oct
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Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms, 1 bathroom
10–15 Oct
4.9 out of 5 average rating, 41 reviews
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Superhost
Boat in Key West
Love Shack: 2BR Houseboat w/ Decks & Views
2 bedrooms, 2 beds, 1 bathroom
5–10 Oct
4.88 out of 5 average rating, 25 reviews
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Guest favourite
Flat in Key West
Casa Caribe 2bed2bath sleeps 6 beautiful decorated
2 bedrooms, 3 beds, 2.5 bathrooms
9–14 Oct
4.97 out of 5 average rating, 29 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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Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds, 4 bathrooms
25–30 Oct
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Key West
Family House, 2 K BR's, Private Spa/Deck, 2 pools.
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
4.92 out of 5 average rating, 333 reviews
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Superhost
Hotel in Key West
Eclectic Charm | Sailing. Outdoor Pool
1 bedroom, 2 queen beds, 1 bathroom
22–27 Nov
5.0 out of 5 average rating, 5 reviews
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Superhost
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds, 1.5 bathrooms
1–6 Oct
4.64 out of 5 average rating, 28 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, 2 bathrooms
1–6 Oct
4.99 out of 5 average rating, 88 reviews
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Hotel in Key West
Duval Street Stay + Free Breakfast, Beach & Pool
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 3 reviews