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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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.
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.
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, 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.
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.
Reviews (8)
Candice Mullendore
Candice Mullendore
Jun 16, 2021
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Positive: Professionalism, Quality, Responsiveness, Value
We stayed at the Seaswept Mermaid at the end of May. The communication from Once Upon a Beach was excellent from booking to departure. The house was amazing, full of amenities and in a prime location.
Heather McIntyre
Heather McIntyre
Jun 11, 2021
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We stayed at Sunsets on Carissa and had such a lovely time. Everything was as expected and the process from booking through checkout was seamless. We come to AMI every year and can't wait to stay with Once Upon a Beach again!
Michael Schwartz
Michael Schwartz
May 17, 2021
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Positive: Professionalism, Quality, Responsiveness, Value
We stayed at the Blue Haven Beach House and loved it! Once upon a beach was wonderful to work with and we hope to visit again soon!
Santiago Pereiro
Santiago Pereiro
Apr 20, 2021
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Positive: Professionalism, Quality
All works very good and the house was perfect We stayed at A Shore Thing
Kind regards
Alisa Wilde
Alisa Wilde
Feb 04, 2021
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We had a great visit to AMI while staying at The Salty Pirate home. The street traffic is less busy on the road in front of this house as their is no outlet. The canal provided hours of fun in the paddle boards and kayak that are included with the rental. The home is well furnished and beds are comfortable. This unit is as pictured and super clean.👍 We used the beach access across the street to walk to Bean Pointe every morning and rented a golf cart which made navigating the island easy and fun. Nikki was super responsive to any questions we had😉
Allison Raver
Allison Raver
Jan 21, 2021
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Wow! What a great getaway! This boutique company aims to please and it is apparent that they really care about their reputation and the homes they represent. We will be repeat customers!
Christine Dixon
Christine Dixon
Jul 05, 2020
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Once Upon A Beach is a great boutique rental company to use! They were immediately responsive with questions before booking and before rental date. Once we arrived, any small issues were addressed very quickly. Home was clean and beautiful. We will use them next time as well!
Renee Little
Renee Little
Aug 10, 2019
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By far the most beautiful home we have rented on the island. It is immaculate and very well maintained! Once Upon a Beach was extremely responsive to all of our needs. They went above and beyond to make sure our stay was perfect! Thank you so much for making our vacation so amazing!