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Search results; Over 1,000 homes in Key West

Top guest favourite
Home in Key West
Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
1 bedroom, 2 beds, 1 private bathroom
25–30 Oct
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4.97 out of 5 average rating, 324 reviews
Featured hotel
Room in Key West
Hearing Accessible Classic King City/Balcony
1 king bed
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed
15–20 Sept
5.0 out of 5 average rating, 15 reviews
Featured hotel
Room in Key West
Havana 2 queens
2 queen beds
11–16 Sept
Featured hotel
Rooms in Key West
Two bedrooms bi-level garden view suite
2 bedrooms
11–16 Sept
4.82 out of 5 average rating, 22 reviews
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
11–16 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
Havana king accessible
1 king bed
11–16 Sept
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds
13–18 Sept
New place to stay
Guest favourite
Boat in Key West
3BR In Resort Village, Pools, Free Kayak & Shuttle
3 bedrooms, 3 beds
26 Sept – 1 Oct
4.81 out of 5 average rating, 27 reviews
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
Guest favourite
Boat in Key West
Waterfront Boat Stay + Resort Amenities
1 bedroom, 2 beds
13–18 Sept
4.94 out of 5 average rating, 36 reviews
Guest favourite
Houseboat in Key West
Tiki Suites ~ Original Tiki ~ Floating Bungalows
1 bedroom, 1 bed
17–22 Sept
4.91 out of 5 average rating, 561 reviews
Top guest favourite
Home in Key West
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Apartment in Key West
Waterfront Condo Dock Pool Near Duval St
2 bedrooms, 4 beds
16–21 Sept
4.9 out of 5 average rating, 155 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, 17 reviews
Featured hotel
Hotel in Key West
Luxury second floor balcony suite
1 bedroom, 1 king bed
13–18 Sept
4.94 out of 5 average rating, 17 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
12–17 Sept
4.74 out of 5 average rating, 34 reviews
Top guest favourite
Home in Key West
Luxury Retreat-Old Town; Pool, Parking, Near Duval
2 bedrooms, 4 beds
5–10 Oct
5.0 out of 5 average rating, 13 reviews