Anna Maria Island, FL

    The Three Cities

    Anna Maria Island's three municipalities each have a distinct character, price point, and vacation-rental dynamic. Here's the honest read on each.

    01

    Anna Maria City (North)

    Anna Maria Island, FL
    $800,000 – $3M single-family; $1.5M – $5M+ bayfront/beachfrontAnna Maria Elementary (on-island); Nolan MS, Braden River HS (mainland)

    The most historic of the three municipalities — Old Florida character, Bean Point, and Pine Avenue.. Buyers who want Old Florida cottage character, walkability to Pine Avenue, and the island's most prestigious north-end address.

    Explore Anna Maria City (North)
    02

    Holmes Beach (Center)

    Anna Maria Island, FL
    $400K condos · $700K – $3M single-family · $1M – $4M Key RoyaleAnna Maria Elementary (on-island); Nolan MS, Braden River HS (mainland)

    The largest of the three municipalities, the most commercial, and home to the Key Royale waterfront neighborhood.. Buyers who want the deepest selection on the island, easy access to commerce and grocery, and Key Royale's waterfront/golf community.

    Explore Holmes Beach (Center)
    03

    Bradenton Beach (South)

    Anna Maria Island, FL
    $600,000 – $2,000,000+Anna Maria Elementary (on-island); Nolan MS, Braden River HS (mainland)

    The most affordable entry point to Anna Maria Island — anchored by Bridge Street and Coquina Beach.. First-time island buyers, vacation-rental investors seeking the lowest entry price, and buyers who want walkable Bridge Street nightlife.

    Explore Bradenton Beach (South)