$2,499,000.00
733 HOLLY ROAD, ANNA MARIA, FL - 34216
5 beds
4.0 baths
2,838 sqft
$2,499,000.00
733 HOLLY ROAD, ANNA MARIA, FL - 34216
Jessica Giraldo
$2,499,000.00
5 beds
4.0 baths
2,838 sqft
733 HOLLY ROAD, ANNA MARIA, FL - 34216
For Sale
Photo 1
  • Built in 1967
  • $880.55/sqft
  • Lot size: 10,594 sqft
  • 311 days on market

***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!

  • Directions: From Manatee Ave. (west) head North on Gulf Dr. through the City of Anna Maria. Turn right on Pine Ave., left on N. Bay Dr., then left on Poinsettia. The home is on the corner (left) of Poinsettia/Holly Rd., 733.
  • County: Manatee
  • Geo subdivision: LUANA ISLES 1ST ADD

Nearby Schools

Anna Maria Elementary

Martha B. King Middle

Manatee High

Features

Financial

Let's get in touch!

Jessica Giraldo

Jessica Giraldo

Realtor®

See also

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4105 4TH AVENUE, HOLMES BEACH, FL - 34217
$2,690,000.00
6 bds
6.5 ba
2,453 sqft
4105 4TH AVENUE, HOLMES BEACH, FL - 34217
For Sale
130 50TH STREET, HOLMES BEACH, FL - 34217
$2,699,000.00
6 bds
4.5 ba
2,947 sqft
130 50TH STREET, HOLMES BEACH, FL - 34217
For Sale
4118 5TH AVENUE, HOLMES BEACH, FL - 34217
$2,400,000.00
6 bds
3.5 ba
2,786 sqft
4118 5TH AVENUE, HOLMES BEACH, FL - 34217
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4655992
Listing updated: March 14, 2026 at 7:05PM
Listing provided by: Stacy Cunneen, RE/MAX ALLIANCE GROUP
Last checked 2 days ago
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