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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
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
Seashell Motel, Queen Room
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.93 out of 5 average rating, 130 reviews
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Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
4 bedrooms, 7 beds, 3 bathrooms
10–17 Oct
New place to stay
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
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Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana king accessible
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
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Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
4.89 out of 5 average rating, 123 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
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 41 reviews
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds, 2 bathrooms
9–14 Oct
4.9 out of 5 average rating, 158 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
16–21 Oct
4.96 out of 5 average rating, 213 reviews
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Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds, 2.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 80 reviews
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Guest favourite
Room in Key West
Mallory House Room #2
1 queen bed, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 443 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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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
4.69 out of 5 average rating, 29 reviews
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Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
26–31 Oct
4.87 out of 5 average rating, 45 reviews
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Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
4.86 out of 5 average rating, 673 reviews
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Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
15–20 Nov
5.0 out of 5 average rating, 24 reviews