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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...

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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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  • Beautifully, well -appointed unit. Dining table and kitchen countertops were a little worn, but overall it was a lovely place to spend a week with our family. Parking was an issue but we managed.

    - Janice B.

    stars
  • Had the 3 bedroom corner unit on the first floor.
    Could walk out and be in the sand in five steps.
    Lucked into a perfect of weather. Staff was wonderful (Chase) and helpful with whatever we asked.
    Only complaint is the ugly stack of over 150 beach chairs at the entrance to the beach. Even on the most crowded day, only ten or twelve chairs were needed. Ruins the view.
    Thank you for a fun week of sun and sand.......:)

    - Keely M.

    stars
  • We had a wonderful trip at Holmes Beach. The Villa Margarita was absolutely perfect for my family and had absolutely everything you could need for a home away from home. Quinn was very good at communication! We will be back!

    - Sharon

    stars
  • The location was awesome, the unit was the perfect blend of functionality and leisure. The support was the best from
    Matthew in the front desk, whatever we needed he was more than accommodating and elevated the experience all the more. We will definitely be back!

    - Beth L.

    stars

Property Management

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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