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Book Your Anna Maria Island Rental In Confidence

Our Top Priority is the Well Being of Our Guests. Click Here to Learn More about our Commitment to Safe Cleaning and our Flexible Cancellation Policy.

Welcome To Mainsail Vacation Rentals

A Family-Friendly Beach Vacation Awaits

Take a beach vacation that’s more than just a getaway—make it unforgettable with Mainsail Vacation Rentals on Anna Maria Island. Whether you’re looking to relax on Holmes Beach or enjoy the coastal charm of Bradenton, we offer a variety of Anna Maria Island vacation rentals to suit your family’s needs.

Choose from spacious 2-bedroom & 3-bedroom condos located just steps from the sand, or relax in our Holmes Beach house rental featuring a private pool.

Looking for something on the water? Our Bradenton beach house rental includes three bedrooms, a private dock, and a pool..

At Mainsail Vacation Rentals, you won’t have to compromise. Enjoy premium accommodations without stretching your budget.

From miles of white sandy beaches to stunning Gulf views, vibrant shopping, dining, and family-friendly attractions—there are plenty of things to do on Anna Maria Island. Start your vacation today with Mainsail Vacation Rentals.

Things To Do



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  • Excellent location, very clean and well managed.

    - Anonymous

    stars
  • This was a trip that my wife had dreamed of taking. She had fond memories of Anna Maria Island from her childhood. She was a little concerned that it may not be all that she remembered; however, it was more than we expected. The beach, sunsets, food and lodging made a great trip for our family. The service and hospitality at Mailsail went beyond expectations. The staff was extremely kind and helpful.

    - James S.

    stars
  • I have been all over the US and Europe and this is one of our most favorite vacations. It was relaxed, beautiful, and full of extas. We love this place! It is now a once year must for us and our family.

    - Michael B.

    stars
  • Amazing! We love the property and will absolutely be back.

    - Anonymous

    stars

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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