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Our top choices for Fleming Key cottages
The price is €547
includes taxes & fees
22 Jan - 23 Jan 2026
Cottage in Old Town Key West
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!10.0 out of 10, Exceptional, (25)
"Wonderful clean place. It was an enjoyable experiance. "
Chels J.
The price is €519
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage in Old Town Key West
OSPREY STUDIO @ The Colony-Sleeps up to 49.6 out of 10, Exceptional, (54)
"We loved our stay here. It was calm and quiet--such a nice place to lounge and enjoy a morning coffee when you're not hanging out on Duval or exploring the island! We loved it!"
Dean H.
Cottage in Old Town Key West
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location9.6 out of 10, Exceptional, (10)
"I nice place cool place to go back to after touring Key West."
Karen V.
Cottage in Old Town Key West
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!10.0 out of 10, Exceptional, (29)
"Clean room, amazing location, the host was very communicative and helpful. They had a car service ready to pick us up at the airport which was phenomenal. "
Lauren S.
The price is €519
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage in Old Town Key West
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!9.8 out of 10, Exceptional, (33)
"Good place to stay loved it"
Charles I.
The price is €519
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage in Old Town Key West
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!9.8 out of 10, Exceptional, (26)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
Richele
The price is €519
includes taxes & fees
9 Jan - 10 Jan 2026
Cottage in Old Town Key West
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!9.8 out of 10, Exceptional, (23)
"Great little place, perfect for southernmost area."
Lee G.
The price is €518
includes taxes & fees
4 Jan - 5 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fleming Key Hotel Reviews
The Reach Key West, Curio Collection by Hilton
10/10 Excellent
Find out more about Fleming Key
Fleming Key Cottages information
Number of reviews | 292 |
|---|---|
Accommodation | 87 Cottages |
Lowest Price | €518 |
Highest Price | €919 |
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- Custom House Museum
- Duval Street
- Visit Fleming Key
- Fort East Martello Museum and Gallery
- Harry S. Truman Little White House
- Key West Butterfly and Nature Conservatory
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- Mallory Square
- Museum of Art & History at the Custom House
- Key West Historic District
- San Carlos Institute - Casa Cuba
- Simonton Beach
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