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Search results; Over 1,000 homes in Key West

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Guest favourite
Bed and breakfast in Key West
Steps off Duval - Paris - Beautiful Queen Room, Included in the price: breakfast, happy hour, bicycles.
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.97 out of 5 average rating, 158 reviews
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Hotel in Key West
Seashell Motel, Queen Room
1 queen bed
9–14 Oct
5.0 out of 5 average rating, 20 reviews
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Hotel in Key West
Havana Cabana at Key West, Havana 2 queens
2 queen beds
1–6 Oct
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Hotel in Key West
Havana Cabana at Key West, Havana king accessible
1 king bed
1–6 Oct
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Hotel in Key West
Silver Palms Inn & Historic Homes, La Pensione In.
1 king bed
25–30 Oct
5.0 out of 5 average rating, 7 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 king bed
1–6 Oct
4.69 out of 5 average rating, 29 reviews
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Guest favourite
Home in Key West
Paradise found
4 beds
1–6 Oct
4.94 out of 5 average rating, 159 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
3–8 Oct
4.73 out of 5 average rating, 37 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
7 beds
18–23 Oct
4.85 out of 5 average rating, 112 reviews
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Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
9 beds
4–9 Oct
4.92 out of 5 average rating, 218 reviews
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Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
2 beds
10–15 Oct
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 double beds
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 bed
14–19 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Home in Key West
Another Day in Paradise
6 beds
16–21 Nov
4.94 out of 5 average rating, 72 reviews
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Guest favourite
Flat in Key West
Casa Caribe 2bed2bath sleeps 6 beautiful decorated
3 beds
9–14 Oct
4.97 out of 5 average rating, 29 reviews
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Superhost
Home in Marathon
NEW! Reel Escape - 4br/No Stairs/Dock/Kayaks/Bikes
7 beds
10–17 Oct
New place to stay
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Luxe
Home in Key West
Floralee House at Lunara Bay
9 beds
18–23 Oct
4.95 out of 5 average rating, 40 reviews
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Superhost
Home in Key West
Poolside Paradise
6 beds
11–16 Oct
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Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
7 beds
11–16 Oct
4.98 out of 5 average rating, 80 reviews