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Pages Welcome to The Siesta Isles Association Edit page Originally developed between 1959 and 1962 the majority of the nearly 300 homes enjoy waterfront views. Modern interior renovations recent architectural remodeling and new construction complement the historic architectural charm of earlier residences. Varied irregular lot sizes curving streets and waterways offer an appealing visual horizon. Wide lawns and subtropical landscaping add to the lush beauty making Siesta Isles a true paradise.