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733 Holly Rd

Anna Maria FL 34216

5
4
2
3760 sq. ft.
10594 sq. ft.
Single-Family
Currently for sale - view listing

Overview

***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

5 bedrooms
4 bathrooms
2 carspaces
2 carport spaces
3760 sq. ft. floor area
10594 sq. ft. lot size
Single-Family

Property history for 733 Holly Rd

2019
Sold
$1,435,000
04 Jun 2019 by Trevor Bayer, of ANNA MARIA ISLAND BEACHES RE
2016
Sold
$900,000
19 May 2016 by Gregg Bayer, of ANNA MARIA ISLAND BEACHES RE
2014
Sold
$600,000
15 Oct 2014 by Gregg Bayer, of ANNA MARIA ISLAND BEACHES RE

Happy sellers in Anna Maria

66%
66% of sellers in Anna Maria reported that their sale price either exceeded or met their price expectations.

Anna Maria stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 10 reviews in Anna Maria over the last 12 months.

Local market activity for 5 bedroom single-family properties in Anna Maria

In the last 12 months, 9 five-bedroom single-family properties similar to 733 Holly Rd, have been sold.

This represents a 50% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

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