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Book with Confidence on Anna Maria Island, Sarasota and Islamorada, 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. 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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  • We had again an amazing stay at Mainsail Beach Inn!
    Since ten years we are visiting this wonderful place and are always happy with the beautiful beachfront units!
    This time we met Rhoda, Matthew and John who were super friendly!
    Hope you read this ��
    So, we will come back soon!

    - Claudia B.

  • Excellent as usual. No touch check in and the unit was spotless. Mary was very responsive, the grounds were beautiful, and our only regret was not being able to stay more days. Looking forward to our next visit! 10 stars

    - Andrew M.

  • We loved our stay at Mainsail. The property was beautiful and the entire staff was extremely friendly and accommodating. The rooms are very nicely decorated and equipped, and the beachfront location can’t be beat.

    - Jenny P.

  • The night before our arrival we rcvd an email, stating that the beach would be closed for 3 of our 5days. Upon arrival, we found that the beach was a full-blown construction zone with constant tractor and truck traffic and the water was muddy and unacceptable, making the beach unusable for our entire vacation. Via the email we received the night before, the resort told us that we could visit other beaches in the area. Unfortunately, 1 of the members of our party had just had surgery and visiting other beaches was not a possibility, nor were we prepared with chairs and umbrellas that would be needed to comply with that inconvenience.
    We tried to resolve this problem on arrival as we did not want to waste a vacation night. We made every possible effort: Left notes at front desk, sent emails, spoke to engineering, made several phone calls and leaving messages. There was nobody on property or by phone or via email available to discuss situation and we were forced to stay one night. Next morning after several attempts we finally received a phone call and were told that the managers were in a meeting and would call us eventually. After leaving we were told that all they can do is offer us a credit to use at the resort in the future. Had we known the beach would be unavailable or that there was a possibility of beach re-nourishment, we would have never booked here.
    They have been insensitive to our situation and their poor communication and lack of concern is shameful. They told us that we should have paid for insurance as things "happen", but the truth is that re-nourishments are planned months in advance and we were never told of this possibility nor is it stated anywhere on their website. Moreover, the beach re-nourishment project has been posted on the Manatee county website for months proving that they knew this could be a possibility.Mainsail Inn has been dishonest and unethical as they were well aware that beach re-nourishment was a possibility.

    - Ana D.


Property Management

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AMI Chamber of Commerce


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


Homes & Villas by Marriott International


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