733 HOLLY ROAD, Anna Maria, FL 34216

  • $2,499,000
  • $2,500,000
733 HOLLY ROAD, Anna Maria, FL 34216
  • A4655992
  • Property ID
  • Single Family Residence, For Sale
  • Property Type
  • 5
  • Bedrooms
  • 4
  • Bathrooms
  • 3760
  • Sqft
  • 1967
  • Year Built
733 HOLLY ROAD, Anna Maria, FL 34216
733 HOLLY ROAD, Anna Maria, FL 34216
  • $2,499,000
  • $2,500,000

Description

***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!

  • Address 733 HOLLY ROAD
  • City Anna Maria
  • State/county FL
  • Zip/Postal Code 34216

Details

Updated on March 14, 2026 at 7:05 pm
  • Price: $2,499,000
  • Property Size: 3760 Sqft
  • Land Area: 0.24 Acres
  • Bedrooms: 5
  • Bathrooms: 4
  • Garage Size: x x
  • Year Built: 1967

Additional details

  • Listing Terms: Cash,Conventional
  • Roof: Metal
  • Utilities: BB/HS Internet Available,Electricity Connected,Public,Sewer Connected,Sprinkler Meter,Water Connected
  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Central
  • Flooring: Tile
  • County: Manatee
  • Property Type: Residential
  • Pool: Deck,Gunite,Heated,In Ground,Lighting,Pool Alarm
  • Parking: Boat,Covered,Driveway,Golf Cart Parking,Guest,Open,Basement
  • Elementary School: Anna Maria Elementary
  • Middle School: Martha B. King Middle
  • High School: Manatee High
  • Architectural Style: Florida,Key West

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