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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3
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Bathrooms
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2
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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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8
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Property Id
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2116193
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Cottage on May – Newly listed!
Enjoy this historic 1935 home which has been recently renovated with brand new amenities.
Location – Location – Location. The Cottage on May is only 1.6 miles from Vilano Beach, a favorite spot for the locals. The Fountain of Youth and Old Jail are only a five-minute walk. Take a romantic stroll down the picturesque Magnolia Avenue, one of the most photographed streets in the USA. Historic downtown, St. George Street and the Castillo de San Marcos fort are a short 20-minute walk, only one mile. Restaurants, Antique Shops and many Boutiques are within walking distance. Don’t feel like walking? There are a couple of bicycles in the shed that you are welcome to use. Also available are beach chairs, beach umbrella and boogie boards.
This home is a three-bedroom split plan, allowing the adults a bit of privacy from other guests. The master bedroom has its own bath with shower. The guest bedrooms share another bath which has a tub. All bedrooms have Smart TV’s with complimentary Comcast programming. The home also has high speed internet with Wi-Fi throughout. Home has Central A/C and all bedrooms have ceiling fans.
The kitchen has been updated with new appliances, cabinetry and quartz countertops. The focal point of our kitchen is the original brick chimney once used for a wood burning stove. Neatly stowed away you will find all the necessary gadgets to accommodate your stay. Adjacent to the kitchen is the Mud Room, complete with large Washer, Dryer, sitting area and farm sink to rinse the sand off after a relaxing day at the beach.
The Living Room is a wonderful place to relax, complete with reading nook, fireplace and television. The gorgeous original wood floors add to the historic charm. Off the Living Room is a cozy Sunroom complete with seating area and writing desk. Looking out the front window, you will see the historic “Pink Castle” home which is a historic St. Augustine landmark.
What we love most about our home is the outdoor areas. The home is completely nestled beneath a canopy of stately oak trees which are draped with Spanish Moss. An outdoor dining area is set up under a beautiful pergola with string lights that set the mood. Enjoy some S’mores at the firepit chiminea. A new Weber gas grill is also available. The yard is plenty large enough for the young ones to play.
No issues with parking at this home. There are three spaces in the front driveway and two more in the rear driveway off San Carlos Avenue.
For your safety, the home has passed the fire department safety inspection. It is complete with smoke and carbon monoxide detectors, fire extinguisher, egress diagrams and emergency lighting.
We welcome you to the Cottage on May.
Uptown, a neighborhood in St. Augustine, is home to this vacation home. While the natural beauty of Vilano Beach and St. Augustine Beach can be enjoyed by anyone, those looking for an activity can check out World Golf Village.
Traveling with kids? Consider St. Augustine Pirate and Treasure Museum and Bayfront Carpet Golf. Discover the area's water adventures with jet skiing, kayaking, and motor boating nearby, or enjoy the great outdoors with cycling.
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