Once Upon A Beach
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Once Upon A Beach
As frequent visitors to Anna Maria Island, Florida, we quickly fell in love with the small town feel of this beach island paradise. We relocated here for the purpose of being able to enjoy this gem full time and make a business of our passion to share the island with others.

It is our utmost goal to make every one of our guests instantly feel at home as a 'true local' in one of our unique, pristine, meticulously designed and luxurious accommodations.From two bedroom beach bungalows to a premier waterfront homes to sprawling multi-story single family homes. We take great pride in ensuring our homes are maintained with the highest standards in quality and care.
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Who We Are
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We are Nikki & Mike. Pittsburgh, Pennsylvania natives, frequent travelers, self-proclaimed beach bums, and now island locals! We started to visit this beautiful island paradise several years ago before making it home. With diverse and unique backgrounds we knew we would be able to find a niche on the island, and what better than to help bring others to and share this beautiful island.
5+ Bedroom
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Beachy Villa Vista 5 Bedroom | Sleeps 10Overview Single Family Vacation Home with Heated Pool, Spa, & Deck with GULF VIEWs JUST 3 HOUSES DOWN FROM BEACH 5 Bedroom, 4 1/2 Bath in Anna Maria, FL 2177 sq ft. Highlights Layout Open layout and spacious.

She's Always Right 4 - 5 Bedroom | Sleeps 8 | 7 Night Minimum Overview New Construction Custom Built Elevated Two-Story Single Family Home with Saltwater Pool & Spa and 1 Block to Beach 204 54th Street 4-5 Bedroom, 4 Bath in Holmes Beach, FL 2112 sq.All of our homes are licensed and meet the requirements of the Florida Department of Business and Professional Regulation Division of Hotels and Restaurants.
Pet Friendly Rentals
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We understand your pets are part of the family so don't expect you to leave them at home while you and your family have fun! Anna Maria Island does not have any pet-friendly beaches, but there are plenty of other options for you and your pet to enjoy the island and surrounding areas! The pet-friendly beach near the island is a short 5 minute drive off the island at Palma Sola Causeway Park on Palma Sola Bay.
Anna Maria Island
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Anna Maria Island, that seven-mile stretch of beautiful white-sand beaches, lively seafood restaurants and tiki bars (some of them literally perched on the sand), fishing piers, souvenir shops and mom-and-pop boutiques, is as Old Florida as you're going to get in this region.

Voted the 26th best island in the entire world in the Conde Nast Traveler Reader Choice Awards-the only Florida island to make the list-Anna Maria Island is a vacationer's paradise, but many people who love the sand-in-your-shoes lifestyle still call it their permanent home.
Beaches & Weather
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No throwing games or propelled objects, including balls, stones, arrows, javelins, or model airplanes except in areas set apart for such forms of recreation. Where receptacles are not provided, all refuse and trash must be carried away from the beach by the person responsible for its presence, and properly disposed of elsewhere.
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