Anna Maria Island Rentals | Mainsail VR
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Take the risk out of your vacation with more control, flexibility, and SAFE cleaning.

Book with confidence on Anna Maria Island

Our Top Priority: The Well Being of Our Guests and Associates. Learn more about our COVID-19 response and commitment, including SAFE cleaning and our flexible cancellation policy.

Welcome To Mainsail Vacation Rentals

Our Anna Maria Island accommodations are all near the gorgeous famous turquoise blue waters of AMI. We go above and beyond the competition to bring you the best service and ensure you will love our Anna Maria Island rentals. From one-bedroom suites to 3-bedroom Anna Maria Island beachfront vacation rentals, we have a rental that will fit your needs. What are you waiting for? Book your rental today! By reserving your stay on our website, we guarantee you the best rate.

Things To Do



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  • Had an awesome time! Room is amazing and so is the view. The staff is Mainsail is great!! There for anything you need.

    - Anonymous

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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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  • Mainsail Unit 11 was the perfect location for our reunion flocking of our Flamingo Friends!! The unit was well appointed and very comfortable. The staff was helpful and very attentive.

    - Anonymous

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  • third time we have stayed - and as good as ever. Front of house staff were excellent - Beth in particular couldn't do enough for us.
    property continues to be well maintained and the quality of accommodation is excellent

    - Anonymous

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Property Management

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

See How Easy It Can Be!
AMI Chamber of Commerce

CONTACT US

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

PROUD PARTNER

Homes & Villas by Marriott International

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