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Search results; Over 1,000 homes in Key West

Top guest favourite
Flat in Key West
Newly Renovated 2/2 Bath Condo, with shared pool
2 bedrooms, 3 beds, 2 private bathrooms
21–26 Sept
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4.99 out of 5 average rating, 87 reviews
Featured hotel
Room in Key West
Classic Double Queen City/Balcony
2 queen beds
13–18 Sept
4.8 out of 5 average rating, 70 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed
7–12 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Room in Key West
Ocean view one king bed
7–12 Sept
4.89 out of 5 average rating, 9 reviews
Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
6–11 Sept
4.89 out of 5 average rating, 38 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
7–12 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
Havana king room
2 king beds
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds
5–10 Sept
New place to stay
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
8–13 Sept
5.0 out of 5 average rating, 20 reviews
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds
6–11 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
7–12 Sept
4.81 out of 5 average rating, 27 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
13–18 Sept
4.91 out of 5 average rating, 561 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
14–19 Sept
New place to stay
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.86 out of 5 average rating, 29 reviews
Top guest favourite
Apartment in Key West
Boat Slip - Waterfront Condo - Key West Pool
2 bedrooms, 4 beds
7–12 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Boat in Key West
Wake Up On The Water | Luxury Marina | Key West
3 bedrooms, 3 double beds
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
3–8 Sept
4.96 out of 5 average rating, 95 reviews
Guest favourite
Boat in Key West
Sentient Waters: 63’ Boat, Free Snorkel Gear, etc.
2 bedrooms, 3 beds
3–8 Sept
4.89 out of 5 average rating, 36 reviews
Guest favourite
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
7–12 Sept
4.85 out of 5 average rating, 33 reviews