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Book Your Anna Maria Island Rental In Confidence

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Anna Maria Island Rentals

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Welcome To Mainsail Vacation Rentals

Family-Friendly Anna Maria Island Vacation Rentals

Book a Anna Maria Island beach vacation rental that’s more than just a getaway—make it unforgettable with Mainsail Vacation Rentals. Whether you’re looking to relax in a Holmes Beach condo or to enjoy the coastal charm of Bradenton in a private home, we offer a variety of AMI rentals to suit every family.

Choose from spacious 2-bedroom & 3-bedroom condos located just steps from the sand in the popular Mainsail Beach Inn.

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 AMI 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 visited MainSail and AMI for the first time in October of 2019. We loved it so much that we planned a return trip for spring of 2020. Unfortunately, there were no openings at MainSail when we booked, so we planned a stay at a nearby resort. Due to COVID, our spring trip was postponed to fall 2020. Upon our arrival to the other resort, we were very disappointed in our accommodations. We stayed one night and called MainSail in the morning. We were able to reserve a fabulous ground floor room and were even able to check in a little early since we were already on the island. MainSail staff were warm, understanding, and accommodating and the rooms just feel like “home”. The accommodations were clean, comfortable, and the perfect place to relax with all of the amenities. If we visit AMI in the future, we would never stay anywhere else! ��

    - Anonymous

    stars
  • Great location right on the beach. The advertised chair service was misleading - they unlock the chairs and you have to then drag to/from their spot in the beach. That was not how I had interpreted from the website. Good size pool (and clean) when you want a break from the beach. Our unit was well worn more than the pictures showed online but everything worked fine. The sunset views right from our balcony more than made up for it! Management did super job cleaning the common areas to remove sand. Added plus having free access to paddleboards and kayaks. Overall, a solid good stay.

    - Anonymous

    stars
  • Such a comfortable place to stay. We loved this unit and the whole property!

    - Kelly M.

    stars
  • The accommadations provide privacy, safety and a welcoming site for our four-family reunion. With toddlers and young children we have to be careful.

    - Kathryn B.

    stars

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

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