Listing Details for MLS # A4655992
733 Holly Road, Anna Maria, Fl 34216

Residential Property - Single Family Residence in Anna Maria

Listing Price: $2,499,000Days on Market: 269

Description of Property

***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 ¼-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!The average asking price for a 5 bedroom/4 bath single family residence in this Zip code is $3,958,000. This single family residence is listed at about 63% of the average asking price. This is the only 5 bedroom/4 bath single family residence between $2,200,000 and $2,800,000 currently listed for sale in this Zip code.

Bedrooms: 5
Bathrooms: 4
Sq. Ft. Gross: 3,760
Garage: No
Carport: Yes2 vehicles
Parking Features: Under Building
Private Pool: Yes
Pool Featuress: Pool Alarm
Spa Features: In Ground
Water Access: Gulf/Ocean to Bay