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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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  • Words are not nearly enough to explain our experience at Mainsail. They are absolutely so accommodating and wonderful people. We stayed in the beach front, first floor suites #1 and #2 with brand new furnishings, beautiful decor and the perfect view. Our families stayed in the suites for my husband and I's wedding. Mainsail recognized our new marriage and spent so much time accommodating and wishing us and our families well. Amazing experience, cannot wait to go back!

    - Sarah S.

    stars
  • Best beach location we have ever had. Loved being able to watch my kids play on the beach as I cooked breakfast. Layout was perfect and our family of five was extremely comfortable. The island had several fun and unique places to eat and enjoy. We look forward to returning soon!

    - Anonymous

    stars
  • Our first floor end unit was 100 steps to the beach! Unbelievable location and beautiful unit. Management was very accommodating and easy to work with. Unit was very well-equipped and comfortable. Highly recommend for a week or month’s stay.

    - Anonymous

    stars
  • Comfortable, clean and a great location. The management company was excellent and considered every detail. We highly recommend this property.

    - Thomas H.

    stars

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CONTACT US

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

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