A place to unwind.


Hello! My name is Jimmy Cirillo and I am the very proud owner of Bay Breeze Cottages on Anna Maria Island. Me and my family have been locals in the area for 30 years originally coming down from from Rochester, NY. We understand what our guests are looking for and we feel have provided the best private resort for individuals, couples, and families alike. We aim to make your experience a 5 star experience and we hope to meet and exceed your expectations! We look forward to getting to know you better. Bay Breeze Cottages on Anna Maria Island offers all of the amenities and features you would find in large scale corporate resorts without any of the fuss. We offer full functioning kitchens, bathrooms, wifi, satellite tv, paddle boards, kayaks, gas powered golf carts to cruise around the island and much much more. Our pool and cabana area has a large shallow swim out area for small children and the elderly. We also have a swim up island bar in the pool with a cabana umbrella perfect to enjoy your refreshing beverage while wading in the heated pool.

What makes Bay Breeze Cottages unique is the Old Florida Charm feel matched with entirely updated and renovated units complete with full kitchens and bathrooms. Upscale furniture and amenities surround you. We even offer street legal gas powered gold carts that can be taken anywhere on the large island of Anna Maria!