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Book With Confidence on Florida's Gulf Coast

Our Top Priority: The Well Being of Our Guests and Associates. Learn more about our COVID-19 response and commitment, including SAFE cleaning and our flexible cancellation policy.

Welcome To Mainsail Vacation Rentals

Our Anna Maria Island accommodations are all near the gorgeous famous turquoise blue waters of AMI. We go above and beyond the competition to bring you the best service and ensure you will love our Anna Maria Island rentals. We also offer Holmes Beach rentals from 1-bedroom suites to 3-bedroom condos.

Our inventory also includes a beautiful house rental in Sarasota, Florida, fully equipped with a family friendly pool, outdoor grilling area, and a furnished laundry room. Book online with confidence today.

What are you waiting for? Book your rental today! By reserving your stay on our website, we guarantee you the best rate.

Things To Do



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  • Mainsail is my favorite place to stay on the island. I loved the new changes to the resort... beach attendants, free paddle board and kayak, and shower amenities.
    I understand the resort is under renovations. I believe this should be explained to guests prior to arrival. I would hate for guests to be disappointed with their experience. There are newly renovated resorts in close proximity to Mainsail. Pool and hot tub are in working order. Rooms are fabulous. Rates are less . Please share your updates with interested parties...I did recommend this resort to a friend, they were disappointed. Pricing did not match expected property condition. I wish you continued success.

    - Debbie M.

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  • I spent just two nights here with a friend. It was the perfect location -- we could step outside and walk just a few steps to the pristine white sand beach. The unit was extremely clean and well-stocked. My only complaint would be the early check-out time (10:00am); although Mainsail was kind enough to allow the two of us access to the beach, beach chairs, towels and umbrellas for the entire day of our checkout. We loved our stay and only wished it had been longer.

    - Beth F.

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  • We had a wonderful time staying at Mainsail in AMI for the first time with our children and grandchildren. We would definitely book again the next time that we come. Everything was perfect.

    - Anonymous

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  • Location and Staff were great

    - Kyle S.

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Property Management

Our fantastic marketing and direct booking process means you can spend less time worrying, and more time relaxing.

See How Easy It Can Be!
AMI Chamber of Commerce

CONTACT US

Mainsail Vacation Rentals
5325 Marina Drive,
Holmes Beach, FL 34217
866-724-5287

PROUD PARTNER

Homes & Villas by Marriott International

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