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Anna Maria Island Florida beach cottage rentals
Anna Maria Island hotels
Visit Florida, Anna Maria Island Things to Do

Our Story

A Quarter-Century of Island Magic: Our Story

In 1999, Lynn and Richard fell in love with a serene, sun-drenched sanctuary called Anna Maria Island. Driven by a dream of island life, oceanfront living, and authentic hospitality, they traded the fast lane for island time, purchasing cozy beachfront cottages in Holmes Beach and making the island their forever home.

For over 25 years, these sea-swept cottages have been the backdrop for unforgettable moments, where hundreds of couples and small families became cherished friends. Guests fell in love with the unhurried pace: stepping outside to walk or bike to local eateries, exploring nearby natural preserves, or taking the island trolley along the coast.

A New Chapter: Extended-Stay Coastal Retreats

As life evolves, so does our sanctuary. To give guests the chance to truly unpack, unwind, and live like a local, Lynn and Richard are shifting their historic cottages to extended-stay and long-term rentals.

Whether you are seeking a seasonal winter escape, a remote-work sanctuary, or a multi-month coastal retreat, you are stepping into a trusted haven. As proud members of the Anna Maria Island Chamber of Commerce and VISIT FLORIDA partners since 2000 (DBPR Licensed: DWE5105130), Lynn and Richard invite you to slow down, stay awhile, and make Anna Maria Island your second home.

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