Vacation Rental on Longboat Key. Available Year Round. This Longboat Key Vacation rental features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. Relax by the heated community pool, take a stroll along the romantic beaches, or enjoy a short drive to the world famous St. Armand's Circle. This lovely one-bedroom, one-bath Gulf front unit is the perfect getaway for your next vacation. This unit offers screened lanai overlooking the Gulf and beautiful decor. Relax on your private screened lanai and enjoy paraside.