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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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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 2 queens
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
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Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds, 1 bathroom
16–21 Oct
4.81 out of 5 average rating, 86 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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Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms, 1 bathroom
31 Oct – 5 Nov
4.9 out of 5 average rating, 41 reviews
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Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
5–10 Oct
4.96 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, 2 bathrooms
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, 1 bathroom
3–8 Oct
4.73 out of 5 average rating, 37 reviews
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Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
6–11 Nov
4.89 out of 5 average rating, 247 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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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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Top guest favourite
Flat in Key West
Bella Vita: 1B/1B Condo for 2 Just Steps off Duval
2 bedrooms, 1 king bed, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 565 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
11–16 Oct
4.88 out of 5 average rating, 177 reviews
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Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 12 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, 1 bathroom
16–21 Nov
4.92 out of 5 average rating, 255 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
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
Flat in Key West
Duval Balcony - Suite Mischief
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 815 reviews