Anna Maria Island Rentals | Book with Confidence | Mainsail VR – Vacation Rentals and Property Management on Anna Maria Island

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 accommodations are all near the gorgeous waters of Anna Maria Island. We go above and beyond the competition to bring you the best service and ensure you will love our coastal homes and condos. From one-bedroom suites to 5-bedroom beachfront vacation homes, 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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  • Absolutely wonderful place to stay. Perfect location and everyone was so friendly. The townhouse was gorgeous and immaculate!

    - Anonymous

  • The hotel is very nice. For the room rate I expected more. I understand COVID and the need to sanitize, but the extra charge was way too high. The hot tub was too hot and we could not enjoy it. Other guests made comments also. The child's bicycle had a flat so we could not do a bike ride with our grandson. It was our anniversary and our son and his family came to surprise us and parking was a huge issue. We mentioned it was our anniversary and there was nothing done for us. We loved the room and view, but were not as impressed as we hoped to be. The service was just ok no one really went out of their way to make us feel welcome. Overall for what we paid, we were very disappointed.

    - Maureen L.

  • Awesome. This is our third time in the same condo.

    - Anonymous

  • This was our second year here, and our first in the townhouse arrangement.
    The unit did meet our family’s overall needs. The beach is wonderful especially with the help of the cabana man who was extremely attentive and kind. The location is perfect. Mostly,we felt very safe and welcome. We will most likely return.

    - Anonymous


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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