Updated on Jul 20, 2026
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Type
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Private vacation home
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Bedrooms
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5
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Bathrooms
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4
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House Rules
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No pets allowed
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Children allowed: ages 0-17
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Smoking is not permitted
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No events allowed
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Max Occupancy
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10
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Host Language
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English
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Property Id
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387301
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LUXURY IN OLD TOWN...
Grand home in the Historic Seaport area of Old Town Key West. Tucked behind a canopy of palms this home has a unique sense of privacy. This property offers the utmost in privacy set gated, peaceful and quiet.
***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGE
LOUNGE...
Relax by the private heated pool on a lounge chair or on one of the 2 expansive porches. Lush tropical landscaping throughout with tall palms offering generous shade to the expansive grounds.
DINE...
The cozy dining room is wrapped with earthy Dade County Pine walls and wood flooring. Dining indoors with plentiful bar seating or outside by the bbq makes for family meals together. Living area boasts plenty of indoor seating and a flat screen tv.
SLEEPING ARRANGEMENTS....
Up to 10 people can sleep in this rare gem. There are two king bedrooms with two full ensuite baths off of the kitchen on the 1st floor. The 2nd floor is made up of the primary bedroom with king bed and full en suite bath. Enjoy french doors to a large private covered porch with bird’s eye view. Also located on the 2nd floor is a full bath that is shared by the two bedrooms on the 3rd floor. The 3rd floor is great for children offering a bedroom with two twin beds that convert to a king upon request, and another bedroom with a king bed.
OUTDOOR LIVING AND AMENITIES...
The Historic Seaport is in walking distance and where you will find quaint shops & restaurants just three short blocks to Duval Street and all of the attractions downtown Key West has to offer. Take a sunset cruise, go snorkeling, or grab a fishing charter.
PARKING...
Enjoy parking for up to 3 vehicles!
BEACHES...
There is a small beach called Simonton Beach 0.4 miles away. Fort Zachary Taylor Beach is located 1.4 miles away. Another small beach called South Beach is 1.1 miles away. Higgs Beach is 1.5 miles and Smathers Beach is 2 miles.
CONCIERGE SERVICES...
Enjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!
CANCELLATION...
Bookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.
RELAXATION IN STYLE!
Virtual Tour Url: https://my.matterport.com/show/?m=vHYp1kmbhax
Located by the sea, this vacation home is in Key West Historic District, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Sails To Rails Museum at Flagler Station and Mel Fisher Maritime Museum are also worth visiting. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
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