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Anna Maria Island Vacation Rentals

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Vacation Rentals on Anna Maria Island

Anna Maria Island Accommodations is the Flip-Flop vacation rental company you have known for decades. We offer a selection of 200+ premium vacation homes that span Anna Maria, Holmes Beach, and Bradenton Beach. Thorough inspections, local 24/7 guest services, personalized recommendations, and continuous communication ensure a seamless guest experience when booking your vacation with us. Whether you are looking for an amazing waterfront location, a stunning private pool, or a more casual setting, our variety of accommodations is sure to create the ultimate beach vacation experience. Anna Maria Island Accommodations provides our property owners with comprehensive services for managing and maintaining their homes. We are dedicated to the Anna Maria Island community and strive to make it a better place for visitors and locals.

Three Cities, One Island

Welcome to Florida’s most charming beach town. Anna Maria Island is a rare gem with its clear turquoise waters, white powdery sand beaches, and spectacular sunsets. Whether you choose to rent a vacation home in Anna Maria, Holmes Beach, or Bradenton Beach you are sure to have a beautiful vacation here.

What Our Guests Are Saying

AMIA is the best vacation rental service on Anna Maria Island. My husband and I have been renting from them for years. The people at AMIA are knowledgeable about all things Anna Maria, friendly, helpful, and efficient, and accommodating.

- Denise

We have rented from AMIA four times and keep returning to them year after year. The level of customer service is amazing, the rental process is very organized and they keep in touch via email. Any time we have had a minor maintenance concern or question, they have been able to answer or resolve the issue quickly and easily. We plan to rent from them again for our next trip to AMI.

- Susan Porter

The staff of Anna Maria Accommodations were courteous, friendly and professional. I had to have maintenance for minor issues at our rental. Our issues were addressed promptly and efficiently.

Frances Bonin

We loved working with AMI Accommodations! They matched us with a PERFECT place for a vacation on AMI! Ideal location, close to the gorgeous beach and downtown Pine Avenue. Our family of four had plenty of room to eat, sleep and relax in this immaculate home. Layout was fantastic! Super fun basement with shuffleboard opened right to the backyard with pool, hot tub, outdoor bathroom and closet packed with every beach / pool item you need. Plenty of towels, sheets, and pillows.

- Virginia Russo

AMI Accommodations was the best rental company I've ever dealt with. Their pre-arrival and departure communications were superior. And the few minor maintenance issues we had during our stay were handled with courtesy and "whiplash" speed! What a great group of folks they have on staff.

- Leigh Farmer

We loved our rental house and our time on Anna Maria Island. Working with Anna Maria Island Accommodations was seamless. Our unit was spotless and exactly as presented online. Everyone we communicated with was friendly and helpful. I would definitely book through them again.

- Kelli Tenbrock

We have used Anna Maria Island Accommodations for about nine years now. All our experiences have been positive beyond expectations. The cottages we have rented are clean and well equipped. The beds are comfortable and the spaces are welcoming. The best part of this enterprise is the people they employ.

- Susana Isaacson

This house was nothing short of amazing! Perfect location and was immaculate! AMI Accommodations was so on top of everything the entire week we were there. If we had even simple question they were there to take the call. We all cannot wait to come back!

- Miss Charlie