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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

Where to Enjoy Anna Maria Island Waterfront Dining

One of the best parts of a beach vacation is enjoying a meal with a view of the water. Anna Maria Island offers several restaurants where guests can watch boats pass by, listen to the waves, or catch a colorful...

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 have stayed at Mainsail every summer since it was built!! We would not stay anywhere else! The location is wonderful... right on the beautiful beach! The staff is SO friendly and helpful. We LOVE IT HERE!❤️AMI is where I grew up and our family has reunioned here for the last 41 years straight.., it is the most scenic and nostalgic beach in the world!! Marilyn Kendrick Dean Tallahassee, Florida

    - Bob D.

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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

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  • The Mainsail Beach Inn is the perfect place to stay if you want to enjoy the beach and the sound of the surf to wake you up. The unit was very clean, quiet and comfortable for four adults.

    - Deborah S.

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  • First time visiting the Island and it was amazingly beautiful. The inn was very clean and well kept. Rhoda and Mathew were so kind, welcoming and helpful. This will not be our last trip to the Island and will definitely be staying at the Inn again!!

    - Casey R.

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

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