Sarasota's Premier Homes

Florida, Key West

733 HOLLY ROAD

ANNA MARIA , FL 34216

MLS#: A4655992

$2,500,000

Status: Active
Listing number: A4655992
Listing provided by: RE/MAX ALLIANCE GROUP
Listing agent phone: None
Last update: 4 days ago
On site: 6 months ago
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LUANA ISLES 1ST ADD - Residential

Property

Beds

5

Full Baths

4

1/2 Baths

None

Year Built

1967

Sq.Footage

2,838

***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!

Features & Amenities

Interior

  • Other Interior Features

    Crown Molding, Eat-in Kitchen, Open Floorplan, Stone Counters, Walk-In Closet(s)

  • Total Bedrooms

    5

  • Bathrooms

    4

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Central

  • Pet friendly

    Yes

Exterior

  • Garage

    No

  • Construction Materials

    Block, HardiPlank Type, Frame

  • Other Exterior Features

    Dog Run, Lighting, Outdoor Shower, Storage

  • Parking

    Boat, Covered, Driveway, Guest, Open, Basement

  • Patio and Porch Features

    Covered, Patio, Screened, Side Porch

  • Pool

    Yes

  • Pool Features

    Gunite, Heated, In Ground, Private

  • Waterfront YN

    NO

Area & Lot

  • Lot Features

    Corner Lot, Landscaped, Private, Paved

  • Lot Size(acres)

    0.24

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Florida, Key West

Price

  • Sales Price

    $2,500,000

  • Tax Amount

    24940.4

  • Sq. Footage

    2, 838

  • Price/SqFt

    $880

HOA

  • Association

    No

School District

  • Elementary School

    Anna Maria Elementary

  • Middle School

    Martha B. King Middle

  • High School

    Manatee High

Property Features

  • Stories

    2

  • Foundation Details

    Block, Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    NO

  • Sewer

    Public Sewer

  • Tax Lot

    4

  • Water Source

    Public

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Location

County

Manatee

Elementary School

Anna Maria Elementary

Middle School

Martha B. King Middle

High School

Manatee High

Listing Courtesy of Stacy Cunneen , RE/MAX ALLIANCE GROUP

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Agent Michael Graf

Business Coach | Executive Sales Associate | Realtor®

Michael Graf

Call Michael today to schedule a private showing.

(941) 315-6980

michael@thegrafgroupvip.com


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***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!

733 HOLLY ROAD

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