Opportunities like this are exceptionally rare on Anna Maria Island. This income-producing triplex in the heart of Holmes Beach offers the ultimate combination of prime island location, short-term rental potential, and long-term investment value, with no busy streets to cross and just steps from the island’s world-famous Gulf beaches, plus minutes to the dining, shopping, and entertainment of Bridge Street. One of the few multi-unit properties available on Anna Maria Island, this active short-term rental features three separate units, including a spacious 3-bedroom, 1-bath residence upstairs, along with a 2-bedroom, 1-bath unit and a studio apartment on the main level, offering exceptional flexibility for owner occupancy, multiple income streams, or a live-in-one, rent-the-others strategy. The location is equally compelling, with easy access near the Manatee Avenue Causeway, IMG Academy approximately 20 minutes away, UTC and Lakewood Ranch 35–40 minutes, Downtown Sarasota within 40 minutes, Sarasota-Bradenton International Airport (SRQ) about 30 minutes, and Tampa International Airport (TPA) roughly 60–70 minutes, driving strong year-round rental demand and effortless travel for owners and guests alike. Whether you’re pursuing a turnkey Anna Maria Island investment, a 1031-exchange opportunity, or a coastal retreat that pairs island living with income, this Holmes Beach triplex delivers a truly unmatched opportunity in one of Florida’s most desirable Gulf Coast beach communities.
