733 Holly Road, Anna Maria, FL 34216
For Sale $2,500,000
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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!
Ceiling Fans(s)
Crown Molding
Eat-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
Taxes: $24.00
Tax Year: 2024
Dog Run
French Doors
Lighting
Outdoor Shower
Storage
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Freezer
Microwave
Range
Refrigerator
Washer
Elementary School: Anna Maria Elementary
Middle School: Martha B. King Middle
Junior High: Martha B. King Middle
High School: Manatee High
MLS Area: 34216 - Anna Maria
Price per Square Feet: $880.90
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Oversized Lot, Private, Paved
Construction: Block, Hardiplank Type, Frame
Date Listed: 2025-06-18 12:52:08
Pool: Yes
Pool Type: Deck, Gunite, Heated, In Ground, Lighting, Pool Alarm
Private Spa: Yes
Furnished: Turnkey
Windows: Display Window(S), Insulated Windows, Shutters, Window Treatments
Parking: Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Basement
Flooring: Tile
Roof: Metal
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Re/Max Alliance Group
Stacy@FloridaParadiseGroup.com
***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!
Property Details
Price: $2,500,000
Sq Ft: 2,838
($881 per sqft)
Bedrooms: 5
Bathrooms: 4
City: Anna Maria
County: Manatee
Type: Single Family Reside
Development: Luana Isles 1St Add
Acres: 0.24
Virtual Tour/Floorplan: View
Year Built: 1967
Listing Number: A4655992
Status Code: A-Active
Taxes: $24.00
Tax Year: 2024
Furnishings: Turnkey
Pets Allowed: Yes
Interior Features:
Ceiling Fans(s)
Crown Molding
Eat-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
Financial Information:
Taxes: $24.00
Tax Year: 2024
Exterior Features:
Dog Run
French Doors
Lighting
Outdoor Shower
Storage
Equipment:
Dishwasher
Disposal
Dryer
Electric Water Heater
Exhaust Fan
Freezer
Microwave
Range
Refrigerator
Washer
School Information:
Elementary School: Anna Maria Elementary
Middle School: Martha B. King Middle
Junior High: Martha B. King Middle
High School: Manatee High
Additional Information:
MLS Area: 34216 - Anna Maria
Price per Square Feet: $880.90
Total Floors: 2
Water: Public
Lot Desc.: Corner Lot, City Limits, Landscaped, Oversized Lot, Private, Paved
Construction: Block, Hardiplank Type, Frame
Date Listed: 2025-06-18 12:52:08
Pool: Yes
Pool Type: Deck, Gunite, Heated, In Ground, Lighting, Pool Alarm
Private Spa: Yes
Furnished: Turnkey
Windows: Display Window(S), Insulated Windows, Shutters, Window Treatments
Parking: Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Basement
Flooring: Tile
Roof: Metal
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Map of 733 Holly Road, Anna Maria, FL 34216
Listing Courtesy Of: Re/Max Alliance Group
Stacy@FloridaParadiseGroup.com