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Book Your Anna Maria Island Rental In Confidence

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Anna Maria Island Rentals

Anna Maria Island
Vacation Rentals
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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

Anna Maria Island

AMI History

Anna Maria Island is an experience of history and heritage – Old Florida preserved by the sun for the next generation of visitors. Crystal clear water, miles of white sandy beaches, and genuine relaxation. Where time slows to a crawl...

people eating at anna maria island restaurant

Dining with a View

Congratulations on finding a gem of a destination for your vacation! Insulated from everyday worries, Anna Maria Island is celebrated for its world-class beaches, an authentic Old Florida way of life and its eclectic, yet grounded, sense of community. While...

anna maria island pier

Guide to Anna Maria Island Piers

Anna Maria Island is a quaint, yet vibrant vacation destination, providing the perfect balance between relaxation and activity. You can spend your days lounging on the white sand beaches, chatting with the locals at a coffee shop, or strolling through...



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  • We were very happy with our choice to stay at Mainsail Inn. After hours of internet searches and never having visited AMI, I decided on this property amd crossed my fingers. Well, it was just as we had hoped...beachfront, spacious, and lots of included amenities like bikes and beach chairs...which meant we could pack less for our long haul! Thank you to the on site staff, Mary, Manny, and Bev, for a great week!

    - Katie H.

    stars
  • Terrific. We renewed for next year
    The staff Matt , John and Rhoda were very helpful
    Friendly and very competent

    - Anonymous

    stars
  • Mainsail was the best beach vacation yet. Beautiful ocean view and gorgeous sunsets. Restaurants were delish and our accommodations were the best we’ve ever had. Beach, pool, beach, pool, dinner and sunsets. What more could we ask for. Three families plus one. Terrific! We’ll be back.

    - Debbie W.

    stars
  • We will definitely return to Mainsail

    - Peter L.

    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!
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CONTACT US

Mainsail Vacation Rentals
5325 Marina Drive,
Holmes Beach, FL 34217
866-724-5287

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