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Book With Confidence on Anna Maria Island and Sarasota, FL

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.

Mello

Mello
On the Beach
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Island
Dining
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luxury stays for 7 nights

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Anna Maria Island Rentals

Anna Maria Island
Vacation Rentals
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List Your
Property

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. We also offer Holmes Beach rentals from 1-bedroom suites to 3-bedroom condos.

Our inventory also includes a beautiful house rental in Sarasota, Florida, fully equipped with a family friendly pool, outdoor grilling area, and a furnished laundry room. Book online with confidence today.

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

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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  • Excellent location, very clean and well managed.

    - Anonymous

    stars
  • This is a beautiful condo in the perfect location. The beach is right outside the back door.

    - Susan M.

    stars
  • We spent the week prior to Memorial Day 2023 at the Mainsail Beach Inn and couldn't have been happier with the experience. The unit was clean and the staff, Rhoda and John, made us feel like family. It was just a short walk to the beautiful white sand beach. We would highly recommend this spot to anyone considering a stay on the island and will definitely consider going back again next year.

    - Duane M.

    stars
  • Had a great time, it went by too soon, will look for a longer stay next year.

    - David Q.

    stars

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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