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$2,500,000 - 733 Holly Road, ANNA MARIA

5
Bedrooms
4
Baths
2,838
SQ. Feet
0.24
Acres

***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!

Essential Information

  • MLS® #:
    A4655992
  • Price:
    $2,500,000
  • Bedrooms:
    5
  • Bathrooms:
    4.00
  • Full Baths:
    4
  • Square Footage:
    2,838
  • Acres:
    0.24
  • Year Built:
    1967
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Style:
    Florida, Key West
  • Status:
    Active

Community Information

  • Address:
    733 Holly Road
  • Area:
    Anna Maria
  • Subdivision:
    LUANA ISLES 1ST ADD
  • City:
    ANNA MARIA
  • County:
    Manatee
  • State:
    FL
  • Zip Code:
    34216

Amenities

  • Parking:
    Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Basement
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Walk-In Closet(s), Window Treatments
  • Appliances:
    Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
  • Heating:
    Central
  • Cooling:
    Central Air
  • # of Stories:
    2

Exterior

  • Exterior Features:
    Dog Run, French Doors, Lighting, Outdoor Shower, Storage
  • Lot Description:
    Corner Lot, City Limits, Landscaped, Oversized Lot, Private, Paved
  • Roof:
    Metal
  • Foundation:
    Block, Slab, Stem Wall

School Information

  • Elementary:
    Anna Maria Elementary
  • Middle:
    Martha B. King Middle
  • High:
    Manatee High

Additional Information

  • Days on Market:
    249
  • Zoning:
    R1

Listing Details

  • Listing Office:
    Re/max Alliance Group

Listing information courtesy of Re/max Alliance Group.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 22nd, 2026 at 3:48pm EST.