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Search results; Over 1,000 homes in Key West

Guest favourite
Apartment in Key West
Waterfront Dock Pool Condo Near Duval St Pet OK
2 bedrooms, 4 beds, 2 private bathrooms
5–10 Oct
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4.89 out of 5 average rating, 283 reviews
Featured hotel
Room in Key West
Accessible Classic Double Queen City/Balcony
2 queen beds
20–25 Sept
4.71 out of 5 average rating, 7 reviews
Featured hotel
Hotel in Key West
Two bedroom bi-level pool view suite
2 bedrooms
7–12 Sept
4.89 out of 5 average rating, 38 reviews
Featured hotel
Room in Key West
Queen Room
1 queen bed
15–20 Sept
5.0 out of 5 average rating, 12 reviews
Featured hotel
Room in Key West
Ocean view one king bed
7–12 Sept
4.8 out of 5 average rating, 10 reviews
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 king room
2 king beds
7–12 Sept
5.0 out of 5 average rating, 3 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
Guest favourite
Boat in Key West
Stay on Roxie - free transport & snacks, BYOB.
1 bedroom, 2 beds
10–15 Sept
4.9 out of 5 average rating, 245 reviews
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
Guest favourite
Home in Key West
Old Town Key West Escape - The “Eyebrow Saltbox”
3 bedrooms, 3 beds
7–14 Sept
4.88 out of 5 average rating, 16 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
Flat in Key West
Designer Waterfront Estate - Lunara Bay Collection
4 bedrooms, 5 beds
7–12 Sept
4.85 out of 5 average rating, 33 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, 8 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
Boat in Key West
*August/September specials* off Grid Boat Key West
1 queen bed
7–12 Sept
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Key West
Poolside Paradise/3Brs, 2.5 bath/Pvt. Pool/Spa
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 36 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, 12 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