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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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  • We had a terrific vacation at the Mainsail. The weather was beyond perfect!!! The property was beautifully maintained and the staff was very helpful and courteous. We would definitely recommend this property to family and friends.

    - Anonymous

    stars
  • Clean, two bedroom. Building and rooms remind me of Disney hotels a bit. On very first floor. We loved it.

    - Mine T.

    stars
  • Absolutely a wonderful time at Mainsail. Large beautifully decorated room. Gorgeous views. Very hospitable staff.

    - pete shannon f.

    stars
  • This is our second stay at the Mainsail Inn. We love this place so much. The location and amenities are fabulous. The beach is literally in your backyard and close to shopping, grocery stores, and restaurants. The condos are clean, stocked and very comfortable. Note that they supply you with all the toiletries to get started, but if you're planning to be there longer than 4-5 days, pick up some paper towels and toilet paper when you do your grocery store run.

    - Anonymous

    stars

Property Management

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CONTACT US

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

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