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Search results; Over 1,000 homes in Key West

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
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, 173 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
15–20 Sept
5.0 out of 5 average rating, 7 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
Top guest favourite
Apartment in Key West
Coastline Comfort
2 bedrooms, 4 beds
22–27 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Boat in Key West
“The Easy Way” Comfy, Practical, Convenient
1 bedroom, 1 king bed
8–13 Sept
5.0 out of 5 average rating, 24 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
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, 21 reviews
Guest favourite
Apartment in Key West
EYW Getaway
2 bedrooms, 3 beds
5–10 Sept
4.99 out of 5 average rating, 86 reviews
Superhost
Villa in Marathon
New Aqua Lodge 2Beds 1 Bath with Full Kitchens
1 bedroom, 2 beds
6–11 Sept
4.86 out of 5 average rating, 609 reviews
Top guest favourite
Boat in Key West
All Inclusive! Snorkel • Sail • Sun & Fun
3 bedrooms, 3 queen beds
8–13 Sept
4.88 out of 5 average rating, 177 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
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
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
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
Superhost
Home in Key West
Private Parking, Heated Pool - Sweet Caroline
2 bedrooms, 4 beds
7–12 Sept
4.57 out of 5 average rating, 136 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