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Book With Confidence on Florida's Gulf Coast

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. 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



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  • Mainsail has it all! This was our first visit to the area. The location was perfect. We stayed in condo #2. It was on ground level. Steps to the beach. The unit has everything you need. It was also very clean. Matthew greeted us upon arrival. He was extremely kind and happy to assist with any needs. We were impressed by his level of customer service. I can tell he is a huge asset to that business.

    - Catherine L.

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  • We had a lovely stay at Mainsail. Our accommodations were wonderful with great access to the beach, especially for our children. Unfortunately, hurricane Eta made an appearance and the staff at Mainsail were very accommodating to our needs and safety.

    - Megan K.

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  • Excellent

    - Janice P.

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  • Enjoyable stay in a very comfortable unit with easy access to the beach

    - Deborah H.

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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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