
A world-class island getaway commands a premier island vacation rental experience. Immerse yourself in laid back luxury in one of our pristine vacation rental homes with a local team dedicated to providing exceptional guest experiences from booking through departure. Whether you are looking for an intimate escape for two in one of our beach chic cottages or bringing the entire extended family to stay in one of our large luxury homes, rest assured you will arrive to  discover a meticulously cared for home with unique thoughtful amenities, carefully crafted concierge style island information, and always find yourself just steps to the pristine sugary sand beaches and gin clear waters of our island paradise.

As a boutique luxury vacation rental and property management company, Once Upon A Beach prides ourselves on providing an intimate island experience with five-star care and attention to detail in one of the most beautifully quaint beach towns on earth… the place we lovingly call home, Anna Maria Island. Write the next chapter of your vacation story with us and make memories that will last a lifetime.

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