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    Anna Maria, FL Short Term Rental Properties for Sale

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    Anna Maria Island Duplex Opportunity
    $1,900,000

    Anna Maria Island Duplex Opportunity

    411 Alamanda Rd, Anna Maria, FL 34216

    Four short-term rental units near beaches and Pine Avenue.

    • Large 11,500 sq ft lot in the heart of Anna Maria.
    • Four short‑term rental units (2 bed/1 bath each).
    • Located on the North end of Anna Maria Island, close to beaches and Pine Avenue attractions.
    • Potential to build two single‑family homes or one large single‑family home.
    • Three of the four units have washer/dryer hookups.
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    Income-Producing Property on Pine Avenue
    $1,975,000

    Income-Producing Property on Pine Avenue

    413 Pne Ave, Anna Maria, FL 34216

    Unique property with retail, storage, and vacation rental income.

    • Prime location on Pine Avenue in Anna Maria's main business district.
    • Zoned ROR (Residential/Office/Retail) offering versatile usage options.
    • Multiple income streams from 13 storage units, retail/office space, and a 2‑bedroom vacation rental.
    • Enjoy the 900 sq. ft. 2‑bedroom/2‑bath vacation rental unit.
    • Proximity to restaurants, shopping, and beaches.
    View details
    Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Anna Maria, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Renovated Duplex Near Gulf Drive
    $1,625,000
    1,600 SF

    Renovated Duplex Near Gulf Drive

    Turnkey duplex with deeded boat slip, near the beach.

    8106 Gulf Dr, Holmes Beach, FL 34217
    View details
    Renovated Duplex Near Gulf Drive
    $1,625,000
    1,600 SF

    Renovated Duplex Near Gulf Drive

    Turnkey duplex with deeded boat slip, near the beach.

    8106 Gulf Dr, Holmes Beach, FL 34217
    View details
    Duplex in BRADENTON BEACH, FL
    $845,000
    810 SF

    Duplex in BRADENTON BEACH, FL

    Duplex in Holmes Beach, short-term rental investment opportunity.

    207 75Th St, Bradenton Beach, FL 34217
    View details
    Beachfront Home on Anna Maria Island
    $4,700,000

    Beachfront Home on Anna Maria Island

    Beachfront property with two structures and potential for rental income.

    3007 Avenue F, Bradenton Beach, FL 34217
    View details

    Anna Maria, FL Short Term Rental Properties Investment Opportunities Market Analysis

    Explore 2 short term rental properties for sale in Anna Maria, FL on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $3,875,000.

    Prices for short term rental properties in Anna Maria, FL start at $1,900,000, averaging $1,937,500, and reaching up to $1,975,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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    Most Searched ZIP Codes in Anna Maria, FL

    • 34216

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