Manatee County, FL

    Anna Maria Island, Florida

    Complete Real Estate & Neighborhood Guide to a 7-mile Gulf Coast barrier island with three distinct municipalities, strict 3-story height limits, and a definitive buyer's market in 2026.

    Explore the Three Cities

    About the Island

    A 7-mile Gulf Coast barrier island with no high-rises, no chain hotels, and an Old Florida soul.

    Anna Maria Island sits in Manatee County on Florida's Gulf Coast — three small municipalities (Anna Maria, Holmes Beach, Bradenton Beach), a year-round population of about 5,000, strict building codes prohibiting structures taller than three stories, a free trolley running the length of the island, and Pine Avenue as its cultural and commercial heart.

    Investment Snapshot

    Vacation Rental Investment on Anna Maria Island

    Vacation Rentals Allowed Island-Wide

    All three municipalities permit nightly vacation rentals with proper licensing. Florida state vacation rental license (DBPR), local business tax receipts per municipality, and Tourist Development Tax collection are required. A 3-bed/2-bath near the beach can gross $80K–$120K+ annually.

    Strong Seasonal Rental Economics

    Peak season nightly rates run $400–$800+, shoulder season $200–$400, off-season $150–$300. Annual occupancy typically lands 65–80%. Management fees average 20–25% of gross income, with cap rates in the 3–5% range for well-located properties.

    Old Florida Character, Protected By Code

    Strict 3-story building height limits mean no high-rises and no chain hotels — ever. Pine Avenue anchors the cultural and commercial heart, the free Anna Maria Island Trolley runs the full length of the island, and the year-round population stays near 5,000, swelling in winter season.

    Anna Maria Island Market Snapshot, Spring 2026

    $2.1MMedian Single-Family PriceEarly 2026
    14.4 moMonths of SupplyDefinitive Buyer's Market
    87%Homes Selling Below AskingAvg. 174 Days on Market

    Median listing $2.79M · YoY down 7.1% (Feb 2026) · 2022 peak ~$2.4M. Data from Stellar MLS, Manatee County. Dave Giampietri.

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    The Three Cities

    Anna Maria, Holmes Beach & Bradenton Beach

    Testimonials

    What Anna Maria Island Buyers Say

    "We bought a 3-bed in Holmes Beach as a vacation rental. Dave walked us through DBPR licensing, the local business tax receipt, and TDT collection before we closed. First peak season grossed north of $110K and we still get to use it ourselves in the shoulder months."

    Holmes Beach Investor

    Anna Maria Island, FL

    Your Anna Maria Island Specialist

    Dave Giampietri

    Anna Maria Island is a market I've studied closely across all three municipalities — Anna Maria City, Holmes Beach, and Bradenton Beach. I track months of supply by municipality, the gap between list and sale, real flood-insurance carriers and renewal premiums, and which elevated new builds actually meet the 180 mph wind, impact-window, and BFE-elevation standards that matter post-Ian.

    That's the nerdy stuff. The human part is making sure you end up somewhere you love, at a number that makes sense — whether that's a $2M Old Florida cottage in Anna Maria City, a Key Royale waterfront in Holmes Beach, or a vacation-rental investment in Bradenton Beach. No pressure, no spin, the truth even when it's inconvenient.

    (941) 313-7022 · DaveGHomes@gmail.com · daveghomes.com

    Dave Giampietri, Anna Maria Island Real Estate Agent

    FAQ

    Anna Maria Island, Frequently Asked Questions