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Search results; Over 1,000 homes in Key West

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Superhost
Cottage in Key West
NEW! - The Jolly Rooster Cottage - Walk to Duval
2 bedrooms, 3 beds, 2 private bathrooms
13–18 May
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4.96 out of 5 average rating, 52 reviews
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Featured hotel
Hotel in Key West
Classic Double Queen City/Balcony
1 bedroom, 2 queen beds
3–8 Oct
4.8 out of 5 average rating, 75 reviews
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Featured hotel
Room in Key West
Havana king room
2 king beds
16–21 Sept
5.0 out of 5 average rating, 4 reviews
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Featured hotel
Room in Key West
Queen Room
1 queen bed
18–23 Sept
5.0 out of 5 average rating, 18 reviews
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Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
2 bedrooms
28 Sept – 3 Oct
4.8 out of 5 average rating, 25 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed
16–21 Sept
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
16–21 Sept
4.71 out of 5 average rating, 35 reviews
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Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 25 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
4.81 out of 5 average rating, 27 reviews
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Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 41 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
27 Sept – 2 Oct
4.91 out of 5 average rating, 562 reviews
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
21–26 Sept
4.9 out of 5 average rating, 156 reviews
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Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
21–26 Sept
5.0 out of 5 average rating, 22 reviews
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Home in Marathon
Grand Retreat
4 bedrooms, 4 beds
21–28 Sept
New place to stay
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
17–22 Sept
4.88 out of 5 average rating, 177 reviews
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Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
25–30 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds
27 Sept – 2 Oct
4.85 out of 5 average rating, 112 reviews
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Top guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 queen bed
20–25 Sept
4.89 out of 5 average rating, 528 reviews
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Superhost
Apartment in Key West
Key West Paradise Condo w/ Pool, Hot Tub, Tennis
2 bedrooms, 3 beds
22–27 Sept
New place to stay