Book With Confidence on Anna Maria Island and Sarasota, FL

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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  • Excellent location, very clean and well managed.

    - Anonymous

  • This is a beautiful condo in the perfect location. The beach is right outside the back door.

    - Susan M.

  • We spent the week prior to Memorial Day 2023 at the Mainsail Beach Inn and couldn't have been happier with the experience. The unit was clean and the staff, Rhoda and John, made us feel like family. It was just a short walk to the beautiful white sand beach. We would highly recommend this spot to anyone considering a stay on the island and will definitely consider going back again next year.

    - Duane M.

  • Had a great time, it went by too soon, will look for a longer stay next year.

    - David Q.


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


Mainsail Vacation Rentals
5325 Marina Drive,
Holmes Beach, FL 34217


Homes & Villas by Marriott International


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