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Search results; Over 1,000 homes in Key West

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Superhost
Boat in Key West
Oceanfront - Break Awai x Away Awai Floating Villa
4 bedrooms, 4 beds, 4 private bathrooms
30 Oct – 4 Nov
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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
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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Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
7–12 Sept
4.87 out of 5 average rating, 45 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, 14 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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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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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
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Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.9 out of 5 average rating, 245 reviews
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Luxe
Home in Key West
Catchlight House at Lunara Bay
6 bedrooms, 9 beds, 6.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Home in Cudjoe Key
Cudjoe Key Home with a View
2 bedrooms, 3 beds, 2 bathrooms
24–29 Oct
4.96 out of 5 average rating, 209 reviews
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Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 9 beds, 4 bathrooms
24–29 Sept
4.98 out of 5 average rating, 59 reviews
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Superhost
Home in Key West
Fleming Street 2/1 private home Key West getaway
2 bedrooms, 4 beds, 1 bathroom
17–22 Sept
4.91 out of 5 average rating, 136 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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Guest favourite
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
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~The Grand Tiki~Private Water Stay
1 bedroom, 1 bed, 1 bathroom
4–9 Sept
4.92 out of 5 average rating, 362 reviews
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Guest favourite
Home in Key West
Tucked away near the Southernmost Point, Louisa's
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 37 reviews
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Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 24 reviews