Skip main navigation
For sale
    • Price cut: $1K (2/18)
    $2,499,000

    733 Holly Rd, Anna Maria, FL 34216

    5beds
    2,838sqft
    : 
    Single Family Residence
    Built in 1967
    10,594 Square Feet Lot
    $-- Zestimate®
    $881/sqft
    $-- HOA

    What's special

    Fenced yardAmple storageCovered entertainment areaNewer metal roofHurricane-impact windows and doors
    ***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!
    279 days
    |
    775
    |
    20
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: March 14, 2026 at 12:09pm

    Listing Provided by:

    Stacy Cunneen 941-730-6194,

    RE/MAX ALLIANCE GROUP 941-758-7777

    Source: Stellar MLS,MLS#: A4655992MLS LogoOriginating MLS: Sarasota - Manatee

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      Primary bedroom
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 351 Square Feet
      • Dimensions: 13x27
      Other
      • Features: Ceiling Fan(s), En Suite Bathroom, Walk-In Closet(s)
      • Level: Second
      • Area: 210 Square Feet
      • Dimensions: 14x15
      Bedroom 2
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 156 Square Feet
      • Dimensions: 13x12
      Bedroom 3
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: First
      • Area: 110 Square Feet
      • Dimensions: 10x11
      Bedroom 5
      • Features: Ceiling Fan(s), Built-in Closet
      • Level: Second
      • Area: 364 Square Feet
      • Dimensions: 26x14
      Balcony porch lanai
      • Features: Ceiling Fan(s)
      • Level: Second
      • Area: 600 Square Feet
      • Dimensions: 20x30
      Dining room
      • Features: Ceiling Fan(s)
      • Level: Second
      • Area: 182 Square Feet
      • Dimensions: 14x13
      Kitchen
      • Features: Breakfast Bar, Kitchen Island, Granite Counters, Pantry
      • Level: Second
      • Area: 196 Square Feet
      • Dimensions: 14x14
      Living room
      • Features: Ceiling Fan(s)
      • Level: Second
      • Area: 434 Square Feet
      • Dimensions: 14x31
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Range, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Closet, Washer Hookup
      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), In-Law Floorplan
      • Flooring: Porcelain Tile
      • Doors: French Doors, Outdoor Shower
      • Windows: Insulated Windows, Shutters, Window Treatments
      • Has fireplace: No
      • Common walls with other units/homes: Corner Unit
      Interior area
      • Total structure area: 3,760
      • Total interior livable area: 2,838 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Boat, Covered, Driveway, Golf Cart Parking, Guest, Open, Under Building
      • Carport spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Patio, Screened, Side Porch
      • Exterior features: Dog Run, Irrigation System, Lighting, Outdoor Shower, Storage
      • Has private pool: Yes
      • Pool features: Deck, Gunite, Heated, In Ground, Lighting, Pool Alarm
      • Has spa: Yes
      • Spa features: Heated, In Ground
      • Fencing: Fenced,Vinyl
      • Waterfront features: Beach Access, Gulf/Ocean to Bay Access
      Lot
      • Size: 10,594 Square Feet
      • Dimensions: 75 x 110
      • Features: Corner Lot, City Lot, Landscaped, Oversized Lot, Private
      • Residential vegetation: Bamboo, Mature Landscaping, Trees/Landscaped
      Details
      • Parcel number: 7067600002
      • Zoning: R1
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Florida,Key West
      • Property subtype: Single Family Residence
      Materials
      • Block, HardiPlank Type, Wood Frame
      • Foundation: Block, Slab, Stem Wall
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1967

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Electricity Connected, Public, Sewer Connected, Sprinkler Meter, Water Connected

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: LUANA ISLES 1ST ADD
      HOA
      • Has HOA: No
      Location
      • Region: Anna Maria

      Financial & listing details

      • Price per square foot: $881/sqft
      • Tax assessed value: $2,034,246
      • Annual tax amount: $24,940
      • Date on market: 6/18/2025
      • Cumulative days on market: 270 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Paved, Asphalt
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $5,618/mo

        Price history

        Price history
        DateEventPrice
        2/18/2026Price change$2,499,0000%$881/sqft
        Source: Stellar MLS #A4655992 Report a problem
        9/9/2025Price change$2,500,000-13.8%$881/sqft
        Source: Stellar MLS #A4655992 Report a problem
        6/18/2025Listed for sale$2,900,000+102.1%$1,022/sqft
        Source: Stellar MLS #A4655992 Report a problem
        6/4/2019Sold$1,435,000-4%$506/sqft
        Source: Agent Provided Report a problem
        4/11/2018Listing removed$1,495,000$527/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4186007 Report a problem
        10/20/2017Price change$1,495,000-2.9%$527/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4186007 Report a problem
        7/20/2017Price change$1,539,000-9.2%$542/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4186007 Report a problem
        5/11/2017Listed for sale$1,695,000+70.4%$597/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4186007 Report a problem
        5/23/2016Listing removed$995,000$351/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4138395 Report a problem
        5/21/2016Pending sale$995,000+10.6%$351/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4138395 Report a problem
        5/16/2016Sold$900,000-9.5%$317/sqft
        Source: Agent Provided Report a problem
        12/4/2015Listed for sale$995,000+65.8%$351/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #A4138395 Report a problem
        10/17/2014Sold$600,000-7.4%$211/sqft
        Source: Public Record Report a problem
        7/5/2014Price change$648,000-3.3%$228/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #M5841401 Report a problem
        4/5/2014Price change$670,000-4.1%$236/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #M5841401 Report a problem
        11/2/2013Listed for sale$699,000-10.3%$246/sqft
        Source: ANNA MARIA ISLAND BEACHES RE #M5841401 Report a problem
        1/13/2013Listing removed$779,000$274/sqft
        Source: AN ISLAND PLACE REALTY INC #M5833351 Report a problem
        12/19/2012Price change$779,000-2.5%$274/sqft
        Source: AN ISLAND PLACE REALTY INC #M5833351 Report a problem
        12/5/2012Price change$799,000-5.9%$282/sqft
        Source: AN ISLAND PLACE REALTY INC #M5833351 Report a problem
        11/23/2012Listed for sale$849,000$299/sqft
        Source: AN ISLAND PLACE REALTY INC #M5833351 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024$24,940 +0.3%$1,310,076 +10%
        2023$24,877 +29%$1,190,978 +10%
        2022$19,280 +17.5%$1,082,707 +10%
        2021$16,415 +10.4%$984,279 +10%
        2020$14,866 +2.5%$894,799 +3.6%
        2019$14,508 $863,609 +3.3%
        2018$14,508 +2%$835,880 +6.9%
        2017$14,231 +216.3%$781,870 +5.8%
        2016$4,500 $739,079 +18.1%
        2015$4,500 $625,895 +119%
        2014$4,500 +3%$285,810 +4.3%
        2013$4,368 +436728%$273,912 +5.3%
        2012$1 $260,185 +1.7%
        2011$1 $255,793 +1.3%
        2010-- $252,412 +0%
        2009$3,961 +0.2%$252,391 -4.1%
        2008$3,952 +2%$263,136 +1.4%
        2007$3,875 -4.1%$259,562 +3.3%
        2006$4,041 +5.5%$251,281 +7.8%
        2005$3,830 -25.2%$233,179 -22.2%
        2004$5,120 +54.5%$299,532 +49.9%
        2003$3,313 -14.8%$199,768 -13.1%
        2002$3,891 +43.4%$229,818 +35.2%
        2001$2,714 +1.6%$169,958 +3%
        2000$2,671 $165,008

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $15,334/mo
        Principal & interest
        $12273
        Property taxes
        $3061
        More affordability tools

          Climate risks

          Neighborhood: 34216

          Getting around

          27 / 100
          Car-Dependent
          35 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Anna Maria Elementary
          • Middle: Martha B. King Middle
          • High: Manatee High

          Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

          Skip to the end of the carouselSkip to the beginning of the carousel

          Local experts in 34216

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel

            Nearby cities

            Nearby zip codes

            Other Anna Maria Topics