Sky on Anna Maria
Sky on Anna Maria has four bedrooms, two bathrooms, and an elevator to the main level. Floor-to-ceiling windows frame the sky views from the kitchen and living areas. Outside, a private zen garden with mature trees and Adirondack chairs. The beach is across the street. Bikes on site for exploring the island's 7 miles of coastline. Pine Avenue restaurants and the pier are a short ride away.
Property details
What's here
Beach across the street
Steps from the sand, with direct beach access for paddleboarding or a quiet morning walk.
4 bedrooms, 2 bathrooms
Spacious layout with an elevator to the main living level.
Floor-to-ceiling windows
The kitchen and main living areas look out through full-height glass, keeping the sky in view.
Private outdoor space
A lush backyard with mature trees, natural shade, and Adirondack chairs.
Bikes included
Bikes on site for riding the island's coastline or heading to Pine Avenue.
Sold
This property has been sold. Contact us to learn about other Serendipity properties.
Exterior
Sky on Anna Maria
Interior
Living area
Interior
Kitchen
Interior
Dining
Interior
Bedroom
Interior
Bedroom
Interior
Bathroom
Outdoor
Garden
Outdoor
Backyard
Views
Sky views
More than a place to stay
Loved by travelers and hosts
4.92
1391 reviews
“Immaculate and well-equipped home in the best part of Anna Maria Island. Great equipment, including bikes and a two-person kayak. Spotlessly clean. Large kitchen. Pool and heated spa. All excellent.”
Peter
Stayed in October 2026
“We loved it and would come back again.”
Buffi
Stayed in October 2026
“Very beautiful!”
Brandon
Stayed in October 2026
“Beautiful home and pool! Was perfect for our stay, lots of amenities, spacious and clean. Loved the location near Bean Point and Pine Ave, and a short drive to other places on the island that we wanted to see. Would recommend and would definitely rent again!”
Karen
Stayed in October 2026
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