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Take the risk out of your vacation with more control, flexibility, and SAFE cleaning.

Book with Confidence on Anna Maria Island and Sarasota

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. From one-bedroom suites to 3-bedroom Anna Maria Island beachfront vacation rentals, we have a rental that will fit your needs. 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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  • Great accommodations, great location, great staff. Can’t wait to return!

    - Sharon C.

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  • We rented a beachfront unit for the 3rd year in a row and absolutely loved it as always. Spacious 3 bedroom that has wonderful views of the ocean. Weather was not as great this year, very windy compared to the previous two years but certainly out of Mainsails control. Pool and beach access so close are wonderful and it always has a quiet feel to it. Beach chair service was new this year and it was great...having someone put in umbrellas was great. Can't recommend this place enough for a family looking for a quiet relaxing vacation. We will be back next year.

    - Will R.

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  • My family enjoyed the stay very much, location and amenities were excellent. Surprised that other items were also included at no extra charge, made our stay relaxing.

    - MATT S.

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  • As a return guest, the quality of service is still top notch! Manny is a great site manager!

    - Leslie R.

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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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