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Search results; Over 1,000 homes in Key West

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Top guest favourite
Apartment in Key West
Duval Street Suites on Duval Free Parking and heat
1 bedroom, 2 beds, 1 private bathroom
30 Oct – 4 Nov
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4.93 out of 5 average rating, 114 reviews
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Featured hotel
Room in Key West
Accessible Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
20–25 Sept
4.71 out of 5 average rating, 7 reviews
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Featured hotel
Room in Key West
Ocean view one king bed accessible
1 bathroom
7–12 Sept
New place to stay
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Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
1 bedroom, 2 queen beds, 1 bathroom
6–11 Sept
4.89 out of 5 average rating, 36 reviews
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Featured hotel
Room in Key West
Havana 2 queens
2 queen beds, 1 bathroom
1–6 Sept
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Room in Key West
Marker residences one bedroom suite
2 king beds, 1 bathroom
1–6 Sept
New place to stay
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Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 25 reviews
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Guest favourite
Apartment in Key West
Island Time Key West - Historic Seaport
2 bedrooms, 3 beds, 1 bathroom
1–6 Apr
4.91 out of 5 average rating, 11 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
7–12 Sept
4.81 out of 5 average rating, 27 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 560 reviews
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Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 35 reviews
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Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
14–19 Sept
New place to stay
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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
8–13 Sept
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 20 reviews
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Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds, 2.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 12 reviews
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Featured hotel
Hotel in Key West
Luxury second floor balcony suite
1 bedroom, 1 king bed, 1 bathroom
7–12 Sept
4.94 out of 5 average rating, 17 reviews
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Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 95 reviews
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Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
4.96 out of 5 average rating, 25 reviews
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Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
6–11 Sept
4.86 out of 5 average rating, 28 reviews