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Search results; Over 1,000 homes in Key West

Top guest favourite
Boutique hotel in Key West
Mallory House Room #3
1 bedroom, 1 bed, 1 shared bathroom
14–19 Sept
,
4.89 out of 5 average rating, 526 reviews
Room in Key West
*Near Smathers Beach | Pool + Dining & Bar
2 queen beds
6–11 Sept
4.86 out of 5 average rating, 29 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
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
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
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
24–29 Sept
4.92 out of 5 average rating, 216 reviews
Top guest favourite
Home in Key West
Pilar House
3 bedrooms, 3 beds
13–18 Dec
4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in Key West
Another Day in Paradise
3 bedrooms, 6 beds
16–21 Nov
4.94 out of 5 average rating, 68 reviews
Featured hotel
Room in Key West
Pool view one king bed accessible
7–12 Sept
New place to stay
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
New place to stay
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
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
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
2–7 Sept
4.99 out of 5 average rating, 86 reviews
Guest favourite
Boat in Key West
Waterfront & Heated Pool - Away Awai Floating Vill
2 bedrooms, 2 queen beds
8–13 Sept
4.93 out of 5 average rating, 87 reviews
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds
7–12 Sept
4.9 out of 5 average rating, 245 reviews
Boat in Key West
Serenova - 58' Leopard Catamaran
3 bedrooms, 3 queen beds
14–19 Sept
New place to stay
Luxe
Home in Key West
Altair House at Lunara Bay
6 bedrooms, 9 beds
7–12 Sept
4.87 out of 5 average rating, 45 reviews
Top guest favourite
Apartment in Key West
Gorgeous Ocean View in Paradise, Close to Key West
3 bedrooms, 4 beds
13–18 Sept
4.99 out of 5 average rating, 140 reviews
Guest favourite
Home in Key West
Gone Coastal 2
3 bedrooms, 5 beds
25–30 Sept
4.93 out of 5 average rating, 128 reviews