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Search results; Over 1,000 homes in Key West

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Guest favourite
Apartment in Key West
Oceanfront 3 bed condo Ocean Edge w/ optional slip
3 bedrooms, 8 beds, 2 private bathrooms
5–10 Oct
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4.97 out of 5 average rating, 101 reviews
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Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana 2 queens
1 bedroom, 2 queen beds
1–6 Oct
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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, 21 reviews
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Featured hotel
Hotel in Key West
Havana Cabana at Key West, Havana king accessible
1 bedroom, 1 king bed
1–6 Oct
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Hotel in Key West
*Near Smathers Beach | Pool + Dining & Bar
1 bedroom, 2 queen beds
4–9 Oct
4.73 out of 5 average rating, 37 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
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
14–19 Oct
4.91 out of 5 average rating, 562 reviews
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Guest favourite
Flat in Key West
Castaway Cove: Pet-friendly 2/2 condo near beach!
2 bedrooms, 3 beds
25–30 Oct
4.89 out of 5 average rating, 123 reviews
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Guest favourite
Room in Key West
Mallory House Room #2
1 queen bed
1–6 Oct
4.91 out of 5 average rating, 443 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, 158 reviews
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Top guest favourite
Home in Key West
Casa Calypso 3bed3bath sleeps 8 beautiful decorate
3 bedrooms, 5 beds
1–6 Oct
5.0 out of 5 average rating, 41 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
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
1–6 Oct
5.0 out of 5 average rating, 23 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, 815 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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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
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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, 119 reviews
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Guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
1–6 May
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Home in Key West
Cathouse Old Town Oasis Huge Heated Pool & Parking
4 bedrooms, 7 beds
11–16 Oct
4.98 out of 5 average rating, 80 reviews