Barkley recommends starting with the Quick Start Guide.
Take a quick look before you search, save listings, or start hosting.
Modern Comfort Meets Old Florida Charm at the Historic Cottage on May Street Tucked behind a private gate and surrounded by lush landscaping, this beautifully renovated historic cottage offers the perfect blend of modern design and vintage Florida charm. Whether you're relaxing by the heated pool or practicing your putt on the private mini putting green, every corner of this home is designed for comfort and fun. Step inside and discover a thoughtfully updated interior featuring a stylish modern kitchen with a pass-through window that opens onto a spacious deck. The built-in outdoor bar makes it easy to enjoy sunset cocktails or a casual evening grilling with friends and family. Just minutes from both historic downtown St. Augustine and the shores of Vilano Beach, this home is ideally located in a quiet neighborhood that offers a peaceful retreat from the hustle and bustle. Walk to iconic local attractions like the Fountain of Youth and The Old Jail, or take a scenic stroll through uptown St. Augustine toward the historic district. Along the way, stop at CookieBird Ice Cream Bar or grab a frozen margarita at Boat Drinks—local favorites just around the corner. Highlights include: Private pool (heating available for an additional charge) Mini putting green Outdoor deck with built-in bar Modern kitchen with Nespresso pods Fireplace for cozy nights Outdoor grill and water filtration system Self check-in for added convenience Family- and pet-friendly accommodations Whether you're planning a romantic getaway, a family vacation, or a relaxing retreat with friends, 9 May Street offers the charm, comfort, and location to make your St. Augustine stay unforgettable. Our prices include all fees. No hidden fees.
