Who We Are

Our founder Nicole (Nikki) fell in love with Anna Maria Island over a decade ago. Finally, in 2016, with some determination, a dream, and grit opportunity called and she plunged head first into building her own vacation rental management agency from the ground up. She started as a one woman show running every aspect of the business from phones, email, accounting, maintenance.. you name it. Armed with expert knowledge and a dedication to providing exceptional service and care to the homes, their owners, and her guests... the business quickly grew by word of mouth as more and more owners wanted to escape the 'larger management companies' on the island and join the boutique intimate style of care and management of their homes. 

Now the business has a small but expert team and an office in the heart of downtown 'Anna Maria' on Pine Avenue.  As a family owned and operated business, we have spent the last several years immersed in the industry perfecting what has become our passion. Once Upon A Beach offers expert knowledge in the short vacation rental industry on the island, property management standards of care, city ordinances, guest relations, marketing and social media presence. We are proud to be hosts to excited first-time visitors to the island, valued year-after-year guests, those sharing special life moments, and families from all over the world. We are honored to work alongside owners entrusting us and allowing us to relieve stress and guide them through their first island home experience!

Caring deeply about our guests, homes, owners, and the island… we are dedicated to building friendships, relationships, and partnerships with other locals, residents, and visitors on the island. We are proud to have established a great name of integrity by following industry standards and ethics, providing exceptional service for guests, taking great care of our homes, and building excellent relationships with homeowners. We not only market vacation rentals, but an experience of ‘island living’ through our social media and insider guides we have invested heart and time in creating for our guests to enjoy. By being the sole contact and personal concierge we provide an intimate, boutique-style, exceptional, five star and stress-free experience from booking to departure for all of our guests.

We treat every home as if it were our own and every guest like family.


We have been selected and featured as FloridaRentalByOwners.com Host of the Month in 2018, 

the Anna Maria Island Chamber of Commerce Business of the Year Finalist in 2023, 

and as the cover home in Arrival Magazine by Vacation Rental Management Association in 2024.

Once Upon A Beach is solely owned and operated and not affiliated with Prime Vacations or any other business entity.