733 Holly Road, Anna Maria, FL 34216
Local realty services provided by:Better Homes and Gardens Real Estate Thomas Group
Listed by: stacy cunneen
Office: re/max alliance group
MLS#:A4655992
Source:MFRMLS
Price summary
- Price:$2,500,000
- Price per sq. ft.:$664.89
About this home
***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!
Contact an agent
Home facts
- Year built:1967
- Listing ID #:A4655992
- Added:191 day(s) ago
- Updated:February 14, 2026 at 02:20 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:4
- Full bathrooms:4
- Living area:2,838 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Metal
- Year built:1967
- Building area:2,838 sq. ft.
- Lot area:0.24 Acres
Schools
- High school:Manatee High
- Middle school:Martha B. King Middle
- Elementary school:Anna Maria Elementary
Utilities
- Water:Public, Water Connected
- Sewer:Public, Public Sewer, Sewer Connected
Finances and disclosures
- Price:$2,500,000
- Price per sq. ft.:$664.89
- Tax amount:$24,940 (2024)
New listings near 733 Holly Road
- New
$1,770,000Active3 beds 2 baths1,326 sq. ft.270 Gladiolus Street, ANNA MARIA, FL 34216
MLS# A4682093Listed by: MICHAEL SAUNDERS & COMPANY - New
$3,500,000Active5 beds 5 baths3,270 sq. ft.803 Gladiolus Street, ANNA MARIA, FL 34216
MLS# A4680680Listed by: SEA BREEZE REAL ESTATE LLC - New
$6,800,000Active3 beds 3 baths1,926 sq. ft.102 Tuna Street, ANNA MARIA, FL 34216
MLS# A4681558Listed by: DUNCAN REAL ESTATE, INC. - New
$2,995,000Active4 beds 4 baths1,952 sq. ft.122 Beach Avenue, ANNA MARIA, FL 34216
MLS# A4681095Listed by: ISLAND REAL ESTATE-ANNA MARIA - New
$2,999,000Active3 beds 2 baths1,754 sq. ft.865 N Shore Drive, ANNA MARIA, FL 34216
MLS# TB8472180Listed by: PEOPLE'S CHOICE REALTY SVC LLC - New
$7,995,000Active5 beds 6 baths4,964 sq. ft.821 S Bay Boulevard, ANNA MARIA, FL 34216
MLS# A4679859Listed by: COLDWELL BANKER REALTY - New
$1,650,000Active3 beds 2 baths1,506 sq. ft.120 Maple Avenue, ANNA MARIA, FL 34216
MLS# A4680151Listed by: SATO REAL ESTATE INC.
$6,995,000Active4 beds 6 baths3,469 sq. ft.12106 Gulf Drive, ANNA MARIA, FL 34216
MLS# A4679008Listed by: REEL COASTAL PROPERTIES, LLC- Open Sat, 1 to 4pm
$2,995,000Active4 beds 4 baths2,507 sq. ft.101 Sunset Lane, ANNA MARIA, FL 34216
MLS# A4679879Listed by: COLDWELL BANKER REALTY
$4,900,000Active0.58 Acres831 N North Shore Drive, ANNA MARIA, FL 34216
MLS# A4670910Listed by: MIKE NORMAN REALTY INC.