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Featured Cottages in Key West

Kimpton Ella's Cottages
3.5 out of 5
811 Simonton Street, Key West, FL
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Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street, South Beach, and Ernest Hemingway Home and Museum. Southernmost ...

4.9/5Exceptional! (8 reviews)

"Amazing Key West styled cottages. Very clean and appears to be a newer place."…"

Reviewed on Aug 10, 2020

Kimpton Ella's Cottages
Simonton Court Cottages
3.5 out of 5
910 Simonton, Key West, FL
The price is $105 per night from Sep 22 to Sep 23

Located in Key West Historic District, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West ...

3.5/5Good! (13 reviews)

"Great location. Clean and easy to find cozy setting."…"

Reviewed on Dec 4, 2019

Simonton Court Cottages
~ Solaris Garden ~ Enjoy Old Town Livin' Just A Short Walk to All the Action!
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Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...

4.6/5Exceptional! (22 reviews)
Great stay

"Great location and amazing service."…"

Reviewed on Dec 30, 2019

~ Solaris Garden ~ Enjoy Old Town Livin' Just A Short Walk to All the Action!

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Sea Breeze Cottage in Truman Annex Location! Location! Location!
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Located in Old Town, this historic cottage is within a 10-minute walk of Duval Street, Harry S. Truman Little White House, and Fort Zachary Taylor Historic State ...

4.9/5Exceptional! (69 reviews)
Cozy cottage with a great location

"We loved our stay. The condo was as advertised and the owner was very responsive. The location was perfect. The condo was just a few steps away from the pool and a couple of minutes away from Ft. Zachary Beach. The restaurants close by were Blue Heaven, Santiago's Bodega, and Firefly. All were excellent, ..."…"

Reviewed on Aug 11, 2020

Sea Breeze Cottage in Truman Annex Location! Location! Location!
Colony Calypso - A Quaint 1 Bedroom Cottage Just two Blocks to Duval
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Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...

4.5/5Wonderful! (26 reviews)
Cute cottage stay

"Cottage was very cute and accurate given the photos. Not quite luxurious a very comfortable. The furniture could be upgraded and the outdoor space cleaner, but it was good value and very charming. The pool was absolutely superb."…"

Reviewed on Jun 29, 2020

Colony Calypso - A Quaint 1 Bedroom Cottage Just two Blocks to Duval
New! ~little Truman Cottage~ Modern Cottage w/ Shared Pool In Great Location!
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Located in Key West Historic District, this historic cottage is steps from Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Ernest Hemingway ...

5/5Exceptional! (6 reviews)
Cute and stylish with a heated pool

"Cute right downtown and the little heated pool is awesome."…"

Reviewed on Jun 8, 2020

New! ~little Truman Cottage~ Modern Cottage w/ Shared Pool In Great Location!
Colony Poolside: A Charming Bungalow Near the Historic Cemetery
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Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...

4.6/5Exceptional! (31 reviews)
Colony Poolside 2016

"Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our 2nd stay at The Colony. ..."…"

Reviewed on Jul 18, 2020

Colony Poolside: A Charming Bungalow Near the Historic Cemetery
Ann Street Cottage: A Bright and Airy Home Near Duval Street
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Located in Key West Historic District, this cottage is steps from The Oldest House - Key West and Duval Street. Key West Aquarium and Key West Shipwreck Museum ...

4.7/5Exceptional! (51 reviews)
Schroder's review

"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great location. Right in the thick of ..."…"

Reviewed on Jul 8, 2020

Ann Street Cottage: A Bright and Airy Home Near Duval Street
Downtown Cottage in Historic District
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Located in Key West Historic District, this historic cottage is within a 10-minute walk of Duval Street and Key West Butterfly and Nature Conservatory. South ...

4.6/5Wonderful! (52 reviews)
Great location!

"Property was great! Pool was amazing for cooling off and great location near everything and just a few blocks from Duval Street."…"

Reviewed on Jul 30, 2020

Downtown Cottage in Historic District
Downtown Cottage Just off Famous Duval Street
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Located in Key West Historic District, this historic cottage is within a 10-minute walk of Duval Street and Key West Butterfly and Nature Conservatory. South ...

4.4/5Wonderful! (46 reviews)
Loved key west

"This was my first time in Key West and I loved it but hated to leave early because of this virus. I do intend on returning to finish seeing and enjoying the island"…"

Reviewed on Apr 6, 2020

Downtown Cottage Just off Famous Duval Street
Colony Sunset- Bright and Airy Cottage in the Heart of old Town Key West
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Located in Key West Historic District, this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Southernmost ...

4.8/5Exceptional! (22 reviews)
Delightful!

"Would definitely stay here again! Clean and quiet during this Covid crisis! Quaint old Key West style! Nice location away from the hustle and bustle! Nice pool! Only complaint was that the maintenance staff blow the leaves and tree detritus too early in the morning!"…"

Reviewed on Jul 20, 2020

Colony Sunset- Bright and Airy Cottage in the Heart of old Town Key West
Pete's West Cottage Steps From Duval
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Located in Key West Historic District, this cottage is steps from Key West Butterfly and Nature Conservatory and Duval Street. South Beach and Southernmost Point ...

4.7/5Exceptional! (20 reviews)
Key west trip

"The place was nice and quiet. My fiancé spent a lot of time sitting by the pool and relaxing. Also a very convenient location near a lot of cool stores and restaurants and not far from the beach. We would stay again"…"

Reviewed on Aug 13, 2020

Pete's West Cottage Steps From Duval
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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.

Other property types in Key West

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
The price is $197 per night from Sep 20 to Sep 21
4.2/5Excellent! (2,476 reviews)

"Beautiful property in unique location. Just steps from the beach and Duval street. Nice selection of Dining options, bars and pools. Rooms very clean and comfortable."…"

Reviewed on Sep 16, 2020

Southernmost Beach Resort
Havana Cabana at Key West

Havana Cabana at Key West

3.5 out of 5
3420 N. Roosevelt Blvd, Key West, FL
The price is $93 per night from Sep 22 to Sep 23
4.3/5Excellent! (1,538 reviews)

"I liked everything. We had a great time!! And we are planing to come back soon..."…"

Reviewed on Sep 14, 2020

Havana Cabana at Key West
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is $94 per night from Sep 27 to Sep 28
4/5Very Good! (1,348 reviews)

"Bed and pillows very comfortable. Did not realize the ocean view did not include a balcony."…"

Reviewed on Sep 16, 2020

24 North Hotel Key West
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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