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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Henry's Piece of Paradise On The Ocean In Key West
2 bedrooms, 3 beds, 2 bathrooms
24–29 Sept
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4.85 out of 5 average rating, 40 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
17–22 Sept
4.71 out of 5 average rating, 35 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, 29 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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Featured hotel
Hotel in Key West
Classic Double Queen City/Balcony
1 bedroom, 2 queen beds
3–8 Oct
4.8 out of 5 average rating, 75 reviews
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Guest favourite
Flat in Key West
Duval Balcony Spanky's Retreat
1 bedroom, 2 beds
26 Sept – 1 Oct
4.91 out of 5 average rating, 899 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
18–23 Sept
4.88 out of 5 average rating, 177 reviews
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Guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
21–26 Sept
4.9 out of 5 average rating, 156 reviews
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Superhost
Apartment in Key West
Key West Paradise Condo w/ Pool, Hot Tub, Tennis
2 bedrooms, 3 beds
22–27 Sept
New place to stay
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Superhost
Flat in Key West
Turtle Nest Condo + Pool • 2nd Floor
1 bedroom, 1 king bed
29 Sept – 4 Oct
4.67 out of 5 average rating, 12 reviews
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Guest favourite
Home in Key West
MERMAID COVE- Funky Getaway on Duval
4 bedrooms, 5 beds
22–27 Sept
4.9 out of 5 average rating, 251 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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Guest favourite
Home in Key West
King Bed | Key West - Best Downtown Locations
1 bedroom, 2 beds
10–15 Oct
4.94 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
27 Sept – 2 Oct
4.85 out of 5 average rating, 112 reviews
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Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
19–24 Sept
4.99 out of 5 average rating, 86 reviews
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Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
25–30 Sept
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Tiny home in Key West
Great location 1/2 block from Duval st No parking
1 queen bed
19–24 Sept
4.78 out of 5 average rating, 380 reviews
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Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds
21–26 Sept
4.99 out of 5 average rating, 88 reviews
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Guest favourite
Flat in Key West
Key West Condo 2B/2B with Pool & Boat FREE Slip
2 bedrooms, 3 beds
23–28 Dec
4.88 out of 5 average rating, 104 reviews