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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Fully renovated 2/2 bath condo w/ shared pool!
2 bedrooms, 3 beds, 2 private bathrooms
12–17 Sept
,
4.95 out of 5 average rating, 211 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
Room in Key West
Havana 2 queens
2 queen beds
11–16 Sept
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
Marker residences one bedroom suite
2 king beds
13–18 Sept
New place to stay
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
Casa Cristol - Truman Annex
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Key West
Paradise found
3 bedrooms, 4 beds
29 Sept – 4 Oct
4.94 out of 5 average rating, 159 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
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
Guest favourite
Apartment in Key West
Waterfront Dock Pool Near Duval St Penthouse
4 bedrooms, 9 beds
4–9 Oct
4.92 out of 5 average rating, 217 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, 71 reviews
Superhost
Home in Key West
Poolside Paradise
3 bedrooms, 6 beds
11–16 Oct
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
Top guest favourite
Houseboat in Key West
Strictly Pleasure | Unique Yacht Stay in the Keys
2 bedrooms, 2 beds
12–17 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Key West
Thompson Island USA !! Your Key West Retreat !!
9 bedrooms, 10 king beds
11–16 Sept
4.79 out of 5 average rating, 105 reviews