Boca Grande Vacation Homes for Sale

Welcome to your island paradise located on Boca Grande Isles, one of the premiere locations on Gasparilla Island. At 9 feet + above mean high tide, the house had no damage from either of the recent hurricanes. Designed for entertaining and a relaxed waterfront island existence, this 3-bedroom 3.

Modern Coastal Luxury - NEW HOME - Just Completed! Discover one of Boca Grande’s newest and most exclusive homes on the prestigious North Shore of Gasparilla Island. This brand-new 5-bedroom, 5-bathroom estate (each bedroom featuring en-suite bathrooms) offers over 4,000+ sq. ft. designed for effortless coastal entertaining on one level.

Welcome to an extraordinary coastal residence in the historic village of Boca Grande. This meticulously crafted home has an impressive 5,036 square feet, five bedrooms (the first-floor bedroom could be a den or office with direct access to a screened porch), and five bathrooms.

Coastal architecture, a modern Gulf Front masterpiece in Boca Grande, where bold design meets serenity. Designed by award-winning architect Gerald R. Maki and constructed by expert builder Jack Curley, this custom turnkey beachfront estate exudes commanding presence with clean lines, soaring spaces, and walls of glass, all set against a private Gulf-front backdrop.

Set along one of the most secluded and beautiful stretches of beach on Gasparilla Island, 22 Seawatch Drive offers refined coastal living in the gated Seawatch community. Surrounded by mature tropical landscaping and overlooking the Gulf, this beautifully renovated residence blends modern coastal design with timeless island character.

LOCATION LOCATION LOCATION-Walk to everything from this truly exquisite 3 bedroom, 2 ½ bathroom Gilchrist Cottage in the heart of the “Historic District”. Loaded with mid-century charm, updated professionally with modern coastal contemporary influence throughout, all nestled onto a deep 50’ by 150’ lot.

Perfectly positioned on the top floor of the highly coveted Harborshore enclave in Boca Bay, 801-3 Harborshore Drive is one of only two top floor residences within the community with no neighboring structure directly adjacent, offering a rare combination of privacy, abundant natural light, and unobstructed panoramic views of Charlotte Harbor and the surrounding landscape. This 3-bedroom, 3.

This stunning lake-view corner lot oasis is nestled in the esteemed North Village neighborhood of just 69 residences in the gated Boca Bay Community. You are just a short walk away from both the beaches of the Gulf of Mexico and the charming shops and restaurants in the Village of Boca Grande.

This unique bayfront home offers stunning sunrises and moonscapes over Charlotte Harbor. The spacious open main floor begins with an entry leading into the two-story living room with hand painted coffered ceiling. This space is accented by the hand painted staircase, custom tera cotta tile floors and a fireplace surrounded by a hand carved pecky cypress mantle.

Nestled in the exclusive gated community of Boca Bay's North Village, this stunning 3-bedroom, 3-bathroom home offers over 3,200 square feet of beautifully updated living space with breathtaking lake views. Thoughtfully designed with high-end finishes and modern upgrades, this home is perfect for those seeking both luxury and comfort.

Remodeled and walk-in ready! Come explore the exceptional panoramic sparkling water views from this well-maintained residence nestled on the shores of Charlotte Harbor in the “North Bay” neighborhood of Boca Bay. The home is beautifully updated with new furniture and is being offered Turn-Key for immediate use.

Welcome to island luxury redefined on beautiful Boca Grande — where timeless elegance meets relaxed coastal living. Completed in 2025, this brand-new custom home blends impeccable craftsmanship with the finest finishes, offering the ultimate retreat in one of Florida’s most sought-after locations.