Anna Maria Island Rentals | Mainsail VR

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

Book with confidence on Anna Maria Island

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 stayed in a 3 bedroom beachfront rental... it was beautiful and we were just steps from the beautiful white beach. The staff was all so helpful... excellent service. We loved using the bikes to explore the island.

    - Lauren N.

  • We were pleasantly surprised with this vacation rental: great location, well appointed, comfortable.

    - Anonymous

  • We visited MainSail and AMI for the first time in October of 2019. We loved it so much that we planned a return trip for spring of 2020. Unfortunately, there were no openings at MainSail when we booked, so we planned a stay at a nearby resort. Due to COVID, our spring trip was postponed to fall 2020. Upon our arrival to the other resort, we were very disappointed in our accommodations. We stayed one night and called MainSail in the morning. We were able to reserve a fabulous ground floor room and were even able to check in a little early since we were already on the island. MainSail staff were warm, understanding, and accommodating and the rooms just feel like “home”. The accommodations were clean, comfortable, and the perfect place to relax with all of the amenities. If we visit AMI in the future, we would never stay anywhere else! ��

    - Anonymous

  • Extremely enjoyed the peaceful, tranquil and Beautiful beachfront condo at Anna Maria Island. Everything about the condo was wonderful, living room furniture needs to be updated.

    - Marie M.


Property Management

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

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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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