198-200 Anchorage Street 200

Fort Myers Beach, FL 33931

This fully licensed vacation rental quadplex is a rare find on Fort Myers Beach—a turnkey, income-producing property located on a desirable weekly rental street just steps from the sand. Recently remodeled and legally grandfathered for nonconforming use, it operates as four distinct vacation units, an uncommon setup that offers both stability and flexibility in a high-demand market. What truly sets this property apart is its resort-style outdoor living space. The large private swimming pool with spa is a standout feature—an amenity not commonly found in multifamily properties on the island. Paired with a custom-built thatched-roof tiki hut bar complete with lounge seating, overhead fans, and a TV, this space elevates the guest experience well beyond typical rental offerings. The outdoor kitchen includes a grill, ceramic smoker, gas burner, and sink, creating a true entertaining zone. A separate poolside half bath make it even more guest-friendly. The layout includes two ground-floor poolside villas, one with two bedrooms, two bathrooms, and a full kitchen, the other with three bedrooms, three bathrooms, and a full kitchen. Upstairs, there are two additional 2-bedroom, 2-bath units, one of which features an optional third-bedroom lockout suite with its own bathroom that allows for flexible 2- or 3-bedroom bookings. Laundry facility includes shared by the upper units and each lower level unit has it's own laundry. This quadplex sits in a prime location just south of the bustling north end of the island, offering guests a more laid-back atmosphere while still being within biking distance of Time Square. And it’s not just the property that makes this a smart buy—Fort Myers Beach is on the verge of a major upswing. Following the impact of Hurricane Ian, the island is in the final stages of a large-scale redevelopment effort. Aging structures are being replaced with modern, storm-resilient buildings, infrastructure is being upgraded, and new businesses are opening, bringing fresh energy and long-term investment potential. Demand for vacation rentals is climbing as travelers return to a revitalized, better-than-ever beach town. For an investment-minded buyer, this is more than just a property—it’s a proven income generator positioned in the path of growth, with a unique competitive edge in the vacation rental market.

Listing courtesy of Premier Sotheby's Int'l Realty


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