Positioned on a naturally elevated homesite that supports improved drainage and reduced flood exposure compared to many surrounding properties, this custom-built Anna Maria Island residence combines thoughtful construction, flexible living, and strong investment potential. Offered turnkey furnished, the home features four bedrooms, three full bathrooms, and a functional layout designed for both full-time living and vacation use. The main living level showcases an open-concept great room with vaulted ceilings, abundant natural light, and retractable glass doors that extend the dining area to the outdoor deck, creating seamless indoor-outdoor living. The kitchen is designed for entertaining and long-term usability, featuring stainless steel appliances, a brand-new gas range, double ovens, commercial-size refrigerator, custom cabinetry, soapstone countertops, and a large center island with seating. The primary suite includes a private balcony, walk-in closet, soaking tub, and walk-in shower. Two additional upstairs guest bedrooms share a well-appointed hall bath, while the fourth bedroom on the lower level offers convenient access to the pool area and an additional full bath—ideal for guests or multi-generational use. Outdoor living is a central highlight, with a heated pool featuring a waterfall, integrated spa, built-in pool table seating, gas firepit, and mature tropical landscaping that provides privacy and year-round enjoyment. The property is zoned R1 allowing 30-night minimum rentals and has an established rental history, offering flexibility for personal use or income production. Located just a short distance to the Gulf beaches, dining, and shopping of Anna Maria Island, this property presents a strong opportunity for buyers seeking a furnished island home with rental flexibility, pool amenities, and boating access.