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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds, 2 private bathrooms
26 Sept – 1 Oct
,
4.95 out of 5 average rating, 212 reviews
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Featured hotel
Hotel in Key West
Pensione Inn Adults Only – Cortez Suite
1 bedroom, 1 king bed
25–30 Sept
5.0 out of 5 average rating, 7 reviews
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Featured hotel
Hotel in Key West
Queen Room
1 bedroom, 1 queen bed
18–23 Sept
5.0 out of 5 average rating, 18 reviews
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Featured hotel
Hotel in Key West
Havana king accessible
1 bedroom, 1 king bed
16–21 Sept
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Featured hotel
Hotel in Key West
Two bedrooms bi-level garden view suite
2 bedrooms
28 Sept – 3 Oct
4.83 out of 5 average rating, 24 reviews
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Featured hotel
Hotel in Key West
Havana 2 queens
1 bedroom, 2 queen beds
16–21 Sept
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Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 25 reviews
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
16–21 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
4.81 out of 5 average rating, 27 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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Top 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
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
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Guest favourite
Tiny home in Key West
Downtown Studio half block from Duval w parking
1 bed
26 Sept – 1 Oct
4.86 out of 5 average rating, 479 reviews
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Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
17–22 Sept
4.88 out of 5 average rating, 177 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
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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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
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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Guest favourite
Home in Key West
Thompson Island USA !! Your Key West Retreat !!
9 bedrooms, 10 king beds
16–21 Sept
4.79 out of 5 average rating, 105 reviews