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733 Holly Road

Anna Maria, FL 34216
  • $2,499,000
  • STATUS: Active
  • ON SITE: 267 Days
  • MLS #: A4655992
Open House
UPDATED: 74 min ago
$2,499,000
  • 5
    BEDS
  • 0.24
    ACRES
  • 4
    BATHS
  • 0
    1/2 BATHS
  • 2,838
    SQFT
  • $881
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1967
County:
Area:

School Information

Elementary School:
Middle School:
High School:

Description

***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!

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-13T20:46:06.647.
www.buyfla.com/homes/165020347
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733 Holly Road Anna Maria, FL 34216

  • Price: $2,499,000
  • Status: Active
  • On Site: 267 Days
  • Updated: 74 min ago
  • MLS #: A4655992
5
Beds
4
Baths
0
½ Baths
0.24
Acres
2,838
SQFT
$881
$/SQFT
1967
Built
Neighborhood:
Luana Isles 1St Add
County:
Manatee
Area:
Anna Maria
Elementary School:
Anna Maria Elementary
Middle School:
Martha B. King Middle
High School:
Manatee High
Property Description
***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!
Exterior Features

Additional Water Information Anna Maria Beaches/Bean Point Architectural Style FloridaKey West Carport Spaces 2 Carport Yn Yes Construction Materials BlockHardiPlank TypeWood Frame Covered Spaces 2 Direction Faces Southwest Exterior Features Dog RunFrench DoorsIrrigation SystemLightingOutdoor ShowerStorage Fencing FencedVinyl Foundation Details BlockSlabStem Wall Lot Features Corner LotCity LotLandscapedOversized LotPrivate Lot Size Dimensions 75 x 110 Open Parking YN Yes Parking Features BoatCoveredDrivewayGolf Cart ParkingGuestOpenUnder Building Patio And Porch Features CoveredPatioScreenedSide Porch Pool Features DeckGuniteHeatedIn GroundLightingPool Alarm Pool Private Yn Yes Road Frontage Type Street Paved Road Surface Type PavedAsphalt Roof Metal Spa Features HeatedIn Ground Spa YN Yes Water Access BeachGulf/Ocean to Bay Water Access Yn Yes Water Extras Yn No Water View Yn No Waterfront Feet Total 0 Waterfront Yn No

Interior Features

Additional Rooms Interior In-Law Suite w/Private Entry Appliances DishwasherDisposalDryerElectric Water HeaterExhaust FanFreezerMicrowaveRangeRefrigeratorWasher Building Area Total 3760 Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring Porcelain Tile Furnished Turnkey Heating Central Heating YN Yes Interior Features Ceiling Fan(s)Crown MoldingEating Space In KitchenLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorPrimaryBedroom UpstairsSolid Wood CabinetsSplit BedroomStone CountersWalk-In Closet(s)Window Treatments Laundry Features Electric Dryer HookupInsideLaundry ClosetWasher Hookup Levels Two Rooms Primary Bedroom (Ceiling Fan(s)Walk-In Closet(s)) Bedroom 2 (Ceiling Fan(s)Walk-In Closet(s)) Dining Room (Ceiling Fan(s)) Bedroom 3 (Ceiling Fan(s)Built-in Closet) Living Room (Ceiling Fan(s)) Kitchen (Breakfast BarKitchen IslandGranite CountersPantry) Balcony/Porch/Lanai (Ceiling Fan(s)) Bedroom 5 (Ceiling Fan(s)Built-in Closet) Primary Bedroom 2 (Ceiling Fan(s)En Suite BathroomWalk-In Closet(s)) Sewer Public Sewer Stories Total 2 Water Source Public Window Features Display Window(s)Insulated WindowsShuttersWindow Treatments

Property Features

Additional Lease Restrictions SEE CITY OF ANNA MARIA VACATION RENTAL ORDINANCE Association Yn No Cdd Yn No Down Payment Resource No Flood Zone Code AE Garage Yn No Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1-7 Days Month To Month Or Weekly Yn Yes New Construction Yn No Ownership Fee Simple Pet Restrictions Per County Regulations Pets Allowed Yes Property Sub Type Single Family Residence Realtor Info As-IsFloor Plan AvailableShort Term Rental AllowedSurvey AvailableZoning - Grandfathered In Senior Community Yn No Special Listing Conditions None Sw Subdiv Community Name Luana Isles Tax Annual Amount 24940.4 Total Annual Fees 0 Total Monthly Fees 0 Utilities BB/HS Internet AvailableElectricity ConnectedPublicSewer ConnectedSprinkler MeterWater Connected Zoning R1


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of RE/MAX ALLIANCE GROUP: 941-758-7777.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Data last updated 2026-03-13T20:46:06.647.
 
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201 W Marion Ave #1209B
Punta Gorda FL, 33950