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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

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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  • Our nearly annual beach spot. Never disappoints... Despite a hurricane in the gulf. Absolutely spotless. On site associates always friendly and taking care of anything we needed.

    - Kevin C.

    stars
  • We absolutely loved our stay! Miss Dana was SO accommodating and treated us like family. It truly felt like our home away from home for the week. The property was steps away from the beach and steps away from the pool, super quiet, and such a perfect experience! We will be back!

    - Anonymous

    stars
  • Went on a girls trip for my 30th and we had the best time! Not only was the location perfect, it was so cozy!!! We all slept so comfortable and enjoyed the pool and peaceful place!!!! Would definitely rent again!

    - Anonymous

    stars
  • Amazing! Everyone was very accommodating and we enjoyed the beach, the pool and the condo.

    - Stephen S.

    stars

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Our fantastic marketing and direct booking process means you can spend less time worrying, and more time relaxing.

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CONTACT US

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

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