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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  • At the end of our 2 week trip around Florida we (a family of 4) were lucky enough to have found the Mainsail Inn. Located in one of the best spots on Anna Maria Island we were able to spend 3 wonderful days here. In our apartment #6 nothing was missing, it was spotless clean and it had an excellently equipped kitchen. Should we ever return to AMI we will certainly check availabililty at the Mainsail Inn.

    - Anonymous

  • Great location right on the beach. Clean spacious rentals and well maintained. The people working at the hotel are very friendly and very helpful for suggestions on places to eat and visit. Looking forward to our next visit.

    - Anonymous

  • Just right

    - Jeff P.

  • not as good as pervious stays at Mainsail. unit lacked a safe deposit box. noise from upstairs was unexpected and disappointing. staff were very nice but didn't seem too interested in anything - never find them when you wanted them

    - 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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