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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Condo de Paradise/Salt Water Pool/Boat Dock
2 bedrooms, 3 beds, 2 private bathrooms
11–18 Sept
,
4.96 out of 5 average rating, 47 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
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
11–16 Sept
4.9 out of 5 average rating, 39 reviews
Featured hotel
Room in Key West
Havana king accessible
1 king bed
11–16 Sept
Featured hotel
Hotel in Key West
King city single room
1 bedroom, 1 king bed
13–18 Sept
5.0 out of 5 average rating, 25 reviews
Featured hotel
Room in Key West
Havana 2 queens
2 queen beds
11–16 Sept
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
13–18 Sept
4.74 out of 5 average rating, 34 reviews
Featured hotel
Room in Key West
Marker residences one bedroom suite
2 king beds
13–18 Sept
New place to stay
Guest favourite
Apartment in Key West
Parking & Shared Pool - Casa Key West
3 bedrooms, 5 beds
14–19 Sept
4.71 out of 5 average rating, 174 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
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
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
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
11–16 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
11–16 Sept
4.93 out of 5 average rating, 87 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
19–24 Sept
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Key West
Duval Balcony - Suite Mischief
1 bedroom, 1 king bed
28 Sept – 3 Oct
4.88 out of 5 average rating, 813 reviews
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, 478 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
25–30 Sept
4.93 out of 5 average rating, 129 reviews