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Search results; Over 1,000 homes in Key West

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Resort in Key West
Charming 2 Bedroom Suite Beach Resort
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Sept
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4.73 out of 5 average rating, 84 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, 93 reviews
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Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
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Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 24 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
4.91 out of 5 average rating, 559 reviews
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Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 245 reviews
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Guest favourite
Boat in Key West
Luxurious 40' Sailing Yacht!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 25 reviews
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Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 24 reviews
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Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds, 1 bathroom
7–12 Sept
4.8 out of 5 average rating, 69 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, 26 reviews
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Guest favourite
Boat in Key West
Sailboat Retreat | Resort Amenities
1 bedroom, 1 queen bed, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 53 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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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds, 2.5 bathrooms
1–6 Sept
4.88 out of 5 average rating, 177 reviews
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Top guest favourite
Apartment in Key West
Coral Palms 1BR/King/Queen, Pool, block to Duval
1 bedroom, 3 beds, 1 bathroom
6–11 Sept
4.98 out of 5 average rating, 83 reviews
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Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
New place to stay
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Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
7–12 Sept
4.86 out of 5 average rating, 44 reviews
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Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds, 4 bathrooms
1–6 Sept
4.92 out of 5 average rating, 214 reviews
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Superhost
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
4.71 out of 5 average rating, 173 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
7–12 Sept
4.92 out of 5 average rating, 361 reviews