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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Palm Garden retreat with Hot Tub & Prime Key West
1 bedroom, 2 beds, 1 shared bathroom
5–10 Oct
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5.0 out of 5 average rating, 31 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
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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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Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
3–8 Oct
4.71 out of 5 average rating, 35 reviews
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Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
5–10 Oct
4.93 out of 5 average rating, 87 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
1–6 Oct
4.99 out of 5 average rating, 88 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
1–6 Oct
4.73 out of 5 average rating, 26 reviews
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Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds
3–8 Oct
4.99 out of 5 average rating, 141 reviews
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Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
1–6 Oct
4.94 out of 5 average rating, 159 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds
5–10 Oct
4.81 out of 5 average rating, 79 reviews
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Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds
11–16 Oct
4.98 out of 5 average rating, 43 reviews
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Top guest favourite
Cottage in Key West
NEW! - The Jolly Rooster Cottage - Walk to Duval
2 bedrooms, 3 beds
13–18 May
4.96 out of 5 average rating, 52 reviews
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Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
10–15 Oct
4.9 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds
13–18 Dec
4.96 out of 5 average rating, 47 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
25–30 Oct
4.98 out of 5 average rating, 61 reviews
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Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
1–6 Oct
4.94 out of 5 average rating, 82 reviews
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Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds
15–20 Nov
4.95 out of 5 average rating, 212 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct