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Featured Cottages in Key West

Estimated price for 1 night/2 adults

Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton, Key West, FL
$56
3.5/5 (6 reviews)

Overall was excelent. The place smells fresh and it was clean. We have only an issue with the showerhead because it was pointing the door shower and we couldn't re position it.local area perfect. We'll recomend it.

Reviewed on Jun 20, 2019
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 ...
Downtown Cottage Just off Famous Duval Street
Downtown Cottage Just off Famous Duval Street
Key West, FL
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4.2/5 (28 reviews)

Perfect location, quite clean and cheap. Thank you

Reviewed on Aug 7, 2019
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 ...
Simonton Court Cottages
Simonton Court Cottages
3.5 out of 5.0 910 Simonton Street, Key West, FL
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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 ...
Southernmost Santuary
Southernmost Santuary
3.0 out of 5.0 1330 Simonton Street, Key West, FL
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3.7/5 (6 reviews)

Staff was incredibly nice! Very friendly and accommodating. Nothing bad can be said about this place!

Reviewed on Oct 29, 2018
Located in Key West Historic District, this cottage is steps from Simonton Beach, Duval Street, and South Beach. Ernest Hemingway Home and Museum and Key West ...
Downtown Cottage in Historic District
Downtown Cottage in Historic District
Key West, FL
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4.6/5 (25 reviews)

We really enjoyed our stay, the cottage and pool was in a very nice setting. We loved the location and the cottage had a true Key West feeling.

Reviewed on Jan 7, 2019
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 ...
Downtown Location in Historic District
Downtown Location in Historic District
Key West, FL
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4.3/5 (13 reviews)

Had a great time staying here. Would highly recommend it!

Reviewed on Jan 3, 2019
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 ...
Sea Breeze Cottage in Truman Annex Location! Location! Location!
Sea Breeze Cottage in Truman Annex Location! Location! Location!
Key West, FL
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4.9/5 (51 reviews)

Love the property. Love the proximity to the beach. Awesome location.

Reviewed on Apr 28, 2019
Located in Old Town, this historic cottage is within a 10-minute walk of Duval Street, Ernest Hemingway Home and Museum, and Audubon House and Tropical Gardens. ...
Eliza's Escape Apartment 4
Eliza's Escape Apartment 4
3.5 out of 5.0 1320 Eliza Street, Key West, FL
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Located in Gallery District, this cottage is within 1 mi (2 km) of Simonton Beach, Duval Street, and South Beach. Ernest Hemingway Home and Museum and Smathers ...
Completely Renovated, 3 Blks From Duval /private Heated Pool
Completely Renovated, 3 Blks From Duval /private Heated Pool
Key West, Florida
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5.0/5 (1 reviews)

Owners went out of their way to make us feel at home. The home was immaculate and the construction was some of the best I have ever seen. Pool and grounds were perfect and well maintained. My only regret was that we had to leave :(. We will definitely book this again. Great location (El Siboney just ...

Reviewed on Aug 13, 2018
Located in Key West Historic District, this historic cottage is within a 10-minute walk of Duval Street, South Beach, and Key West Butterfly and Nature Conservatory. ...
Historical House/completely Renovated/3 Blks Fr.duval/private Heated Pool
Historical House/completely Renovated/3 Blks Fr.duval/private Heated Pool
Key West, Florida
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5.0/5 (1 reviews)

Everything about this property met or exceeded our expectations. It is well-built and designed, comfortable, clean and in a wonderful Old Town location. Magdalena and Peter were perfect hosts. I would recommend this property to anyone, and look forward to staying again.

Reviewed on May 9, 2018
Located in Key West Historic District, this historic cottage is within a 10-minute walk of Duval Street, South Beach, and Key West Butterfly and Nature Conservatory. ...
Old Town Key West Cottage
Old Town Key West Cottage
Key West, Florida
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4.6/5 (5 reviews)

We stayed at The Penny Lady for the month if March...everything was just as the pictures showed we were very comfortable the cottage had everything we needed to make our stay amazing!!... very clean in a quite neighborhood . The owners were wonderful Owen answered all my questions in a timely manner.. ...

Reviewed on Apr 10, 2019
Located in Old Town, this cottage is within a 5-minute walk of Duval Street and Ernest Hemingway Home and Museum. South Beach and Key West Butterfly and Nature ...
Passover Cottage Apartment 2
Passover Cottage Apartment 2
3.5 out of 5.0 728 Passover Lane, Key West, FL
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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 Key West ...
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Estimated price for 1 night/2 adults

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

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    4.0 out of 5.0
     
     
    4.5 out of 5 (1895 reviews)

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    Oceans Edge Key West Resort, Hotel & Marina$115
    Havana Cabana at Key West

    Havana Cabana at Key West

    3420 N. Roosevelt Blvd, Key West, FL
      3.5 out of 5.0
       
       
      4.3 out of 5 (992 reviews)

      Havana Cabana at Key West$105

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      Havana Cabana at Key West$105

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