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Book With Confidence on Florida's Gulf Coast

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. We also offer Holmes Beach rentals from 1-bedroom suites to 3-bedroom condos.

Our inventory also includes a beautiful house rental in Sarasota, Florida, fully equipped with a family friendly pool, outdoor grilling area, and a furnished laundry room. Book online with confidence today.

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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  • Room was great! Wish I would have booked earlier and got a room with a gulf view but our room was on first floor and very convenient to beach and pool. Was very clean and updated. Would definitely go back!

    - Melissa L.

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  • Mainsail was very nice and the staff is friendly. The location is steps from the beach but not close to anything else. A car or golf cart is necessary to navigate the island. Being willing to cook in your unit is the best way to get good food if staying here.

    - Cheryl R.

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  • Overall good property directly on beach in anna Maria Island. No complaints except sound travels perfectly from unit to unit. Could hear every bathroom visit upstairs, every step taken and most conversation. If you stay, ask for floor 3 not ground level unit.

    - Anonymous

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  • Overall we had a nice experience. The unit had termites swarming and could have used a facelift in certain areas.

    - Anonymous

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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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