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Search results; Over 1,000 homes in Key West

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Apartment in Key West
3-Bedroom 3-Bath Condo at Bayfront Suites & Marina
3 bedrooms, 4 beds, 3 private bathrooms
22–27 Sept
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4.6 out of 5 average rating, 15 reviews
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Guest favourite
Home in Key West
Waterlane House at Lunara Bay
4 bedrooms, 7 beds
27 Sept – 2 Oct
4.85 out of 5 average rating, 112 reviews
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Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds
22–27 Sept
4.98 out of 5 average rating, 80 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
20–25 Sept
4.71 out of 5 average rating, 35 reviews
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Hotel in Key West
*Near Mallory Square | Resort Pool, Dining + Bar
1 bedroom, 1 king bed
20–25 Sept
4.73 out of 5 average rating, 26 reviews
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Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
9–14 Oct
4.9 out of 5 average rating, 157 reviews
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Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
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Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds
3–8 Oct
4.99 out of 5 average rating, 140 reviews
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Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
25–30 Sept
4.93 out of 5 average rating, 130 reviews
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Featured hotel
Hotel in Key West
Silver Palms Inn & Historic Homes, Classic Double.
1 bedroom, 2 queen beds
28 Sept – 3 Oct
4.81 out of 5 average rating, 79 reviews
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Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds
13–18 Dec
4.96 out of 5 average rating, 47 reviews
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Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
27 Sept – 2 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Hotel room in Key West
The Sanchez House Room #1
1 bedroom, 1 queen bed
29 Sept – 4 Oct
4.86 out of 5 average rating, 673 reviews
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Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
2–7 Oct
4.83 out of 5 average rating, 30 reviews
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Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
21–26 Sept
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
20–25 Sept
4.99 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Key West
Duval Balcony - Suite Mischief
1 bedroom, 1 king bed
4–9 Oct
4.88 out of 5 average rating, 814 reviews
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Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 41 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