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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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  • We were 9/10 satisfied! It's a great location right on the beach but I thought our unit would be facing the beach. When I made the reservation a few months ago it was not quite as easy as I would have liked to talk to a person on site and get specific answers to my questions. We had a view looking south down the beach but I thought we'd be able to see the sunsets from our unit and we could not. The unit was very clean and had pretty much everything we needed but it was not quite spotless and overall the place does seem like it gets a lot of use. Check in/out was very easy and overall convenience and safely were very good. I would recommend this location to a friend but would make sure they understand which units are where.

    - Anonymous

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  • Pros: Very clean, accommodations were lovely, spacious.
    Cons: no one available upon arrival, no key, no access when we arrived at 4pm. We had a horrible view off our balcony, blight on adjacent property directly next to our suite. Cleaning girl cane in unannounced, startlingly us, pots and pans were not conducive to cooking, hard to clean.

    - Anonymous

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  • We had a wonderful time at Anna Maria Island. Your accommodations were excellent. Being right on the beach was great for the little ones. Your staff was very nice. Would love to return.

    - Marlialena A.

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  • We have stayed at the Mainsail Inn many times, and we are always comfortable and impressed with our unit and with the front desk and beach staff. The unit is always clean and well tended. The beds are so comfortable and the sheets are comfy also. The only issue was with parking. Most units are allotted two spaces; we didn’t know until we arrived that there was only one space. We had to pay $25 extra per night for our extra car for a total of $225! That seemed excessive, since there was a extra dirt parking lot that wasn’t full that is used by the hotel.

    - Lisa K.

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Property Management

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AMI Chamber of Commerce

CONTACT US

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

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Homes & Villas by Marriott International

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