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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Oceanfront Key West Condo
2 bedrooms, 6 beds, 2 shared bathrooms
1–6 Oct
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4.83 out of 5 average rating, 30 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Superior King .
1 bedroom, 1 king bed
2–7 Oct
4.76 out of 5 average rating, 21 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
1–6 Oct
4.74 out of 5 average rating, 27 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
11–16 Oct
4.88 out of 5 average rating, 177 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
3–8 Oct
4.71 out of 5 average rating, 35 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
17–22 Oct
5.0 out of 5 average rating, 18 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds
18–23 Oct
4.85 out of 5 average rating, 112 reviews
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Featured hotel
Hotel in Key West
Santa Maria Suites, Two bedroom bi-level pool vie.
2 bedrooms
10–15 Oct
4.9 out of 5 average rating, 41 reviews
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Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 13 reviews
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Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
5–10 Oct
4.93 out of 5 average rating, 87 reviews
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Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
15–20 Nov
5.0 out of 5 average rating, 23 reviews
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Superhost
Boat in Key West
43' Classic Yacht Views, Pools, Duval Shuttle
2 bedrooms, 2 queen beds
1–6 Oct
4.64 out of 5 average rating, 28 reviews
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Superhost
Hotel in Key West
Eclectic Charm | Sailing. Outdoor Pool
1 bedroom, 2 queen beds
22–27 Nov
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Key West
William Skelton Home - Sleeps 16 just off Duval St
6 bedrooms, 10 beds
25–30 Oct
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Flat in Key West
The Perch on Duval- Hip & Modern Duval Suite
2 bedrooms, 3 beds
11–16 Oct
4.97 out of 5 average rating, 118 reviews
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Featured hotel
Hotel in Key West
Seashell Motel, Queen Room
1 bedroom, 1 queen bed
9–14 Oct
5.0 out of 5 average rating, 20 reviews
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Superhost
Tiny home in Summerland Key
Cottage
2 bedrooms, 2 beds
1–6 Oct
4.94 out of 5 average rating, 82 reviews
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Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
30 Oct – 4 Nov
4.99 out of 5 average rating, 86 reviews