733 HOLLY ROAD
ANNA MARIA, FL, 34216
Price$2,499,000
Beds5
Baths4
SqFt2,838
Baths4
SqFt2,838
Status:Active
Property Type:Residential
School:
Property Type:Residential
School:
***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.
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!
| Price | $2,499,000 | |
| Bedrooms | 5 | |
| Full Baths | 4 | |
| Half Baths | 0 | |
| Total Baths | 4 | |
| Property Style | Florida, Key West | |
| Lot Size | 75 x 110 | |
| Lot Size Area | 10594 | |
| Lot Size Area Units | Square Feet | |
| Acres | 0.24 | |
| Property Type | Residential | |
| Sub type | Single Family Residence | |
| MLS Sub type | Single Family Residence | |
| Features | Ceiling Fan(s), Crown Molding, Eating Space 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 | |
| Exterior Features | Dog Run, French Doors, Irrigation System, Lighting, Outdoor Shower, Storage | |
| Year Built | 1967 | |
| Subdivision | LUANA ISLES 1ST ADD | |
| Roof | Metal | |
| Heating | Central | |
| Foundation | Block, Slab, Stem Wall | |
| Lot Description | Corner Lot, City Lot, Landscaped, Oversized Lot, Private | |
| Laundry Features | Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup | |
| Pool features | Deck, Gunite, Heated, In Ground, Lighting, Pool Alarm | |
| Parking Description | Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Under Building | |
| 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 | |
| Latitude | 27.534514 | |
| Longitude | -82.740811 | |
| Market Area | 34216 – Anna Maria | |
| Address | 733 HOLLY ROAD, ANNA MARIA, FL 34216 | |
| Postal Code | 34216 | |
| City | ANNA MARIA | |
| State | FL | |
| Country | United States | |
| Listing Office | RE/MAX ALLIANCE GROUP | |
| Listing Office Phone | 941-758-7777 | |
| Listing Agent | Stacy Cunneen | |
| Listing Agent Phone | 941-730-6194 | |
| Special listing conditions | None | |
| Ownership | Fee Simple | |
| Terms | Cash, Conventional | |
| Virtual Tour URL | https://tours.vtourhomes.com/733hollyrdannamariafl?b=0 | |
| Elementary School | Anna Maria Elementary | |
| Middle School | Martha B. King Middle | |
| High School | Manatee High | |
| Days on market | 247 | |
| MLS Status | Active | |
| Listing Date | Jun 18, 2025 | |
| Listing Last Modified | Feb 20, 2026 | |
| Tax ID | 7067600002 | |
| Tax Year | 2024 | |
| Tax Annual Amount | 24940 | |
| MLS Area | 34216 – Anna Maria | |
| MLS # | A4655992 | |
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