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733 Holly Road, Anna Maria, FL 34216.
***Welcome to Summer Breeze - a rare island gem on Anna Maria Island's coveted North End.***This elevated 5-bedroom, 4-bath Old Florida Coastal Retreat sits on an oversized corner 1/4-acre lot surrounded by lush tropical landscaping, just steps from the world-famous Bean Point beaches. Whether you're seeking a family getaway or a compelling short-term rental opportunity, this home delivers. The flexible floor plan includes multiple suites and bunk rooms, offering exceptional sleeping capacity. The open-concept main living area features a coastal-inspired kitchen with granite countertops, ample storage, and seamless indoor-outdoor flow to a large screened balcony. Grandfathered to accommodate up to 14 guests, this is a rare and valuable rental advantage on the North End.Outdoors, enjoy a private Tropical Oasis with a heated pool and spa, fenced yard, covered entertainment area, and two driveways with ample parking - an increasingly rare island feature. Elevated construction offers covered parking and elevated systems for added peace of mind.Offered fully furnished and turn-key, the home includes hurricane-impact windows and doors, newer metal roof, updated plumbing and electrical, new water heaters, elevated AC units, and all-new pool equipment.Investor Opportunity - Current rental performance reflects conservative management, presenting a strong value-add opportunity & appreciation. Comparable 5-bedroom homes within walking distance to the beach consistently outperform under optimized short-term rental strategies. Offered at $880 per square foot, this property represents one of the BEST VALUE propositions for a large-occupancy vacation rental on Anna Maria Island. Just a short two block stroll to Bean Point, and walking distance to Pine Avenue, and local favorites, Summer Breeze offers laid-back island living with serious investment upside. Seize this opportunity in 2026 to own your FLORIDA PARADISE!
MLS ID: A4655992
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733 Holly Road, Anna Maria, FL 34216.
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$ 11,235.92 per month $8,428.71 Principal & Interest $2,078.33 Property Tax $728.88 Homeowner's InsuranceAnna Maria, FL is a tropical paradise. It's a quintessential beach town that offers an ideal balance of laid-back living, while still offering residents plenty in the way of things to do.
Located on the Gulf of Mexico, Anna Maria Island is located in Manatee County, near both Bradenton and Sarasota with nearby opportunities for employment and entertainment. Whether you like to bike, boat, fish or go beach combing, you’ll never be bored on Anna Maria Island. With endless expanses of sparkling water, most chose to simply spend the day at the beach.
Although city-life isn’t far away, many residents and visitors don’t feel the need to venture far beyond city boundaries. Food, shops, entertainment, nature, and recreation are all abundant on beautiful Anna Maria Island. Think you’d like to make this your home?