Mainsail Vacation Rentals | Anna Maria Island

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 accommodations are all near the gorgeous waters of Anna Maria Island. We go above and beyond the competition to bring you the best service and ensure you will love our coastal homes and condos. From one-bedroom suites to 3-bedroom beachfront vacation homes, 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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  • Great as always

    - Anonymous

  • We stayed at Mainsail the week of Memorial Day, and had a phenomenal time. We have been going to AMI for about 6 years and typically stay in a condo, but because of the ban on vacation rentals, could not confidently secure it at the time of booking- this ended up being a blessing in disguise because we discovered Mainsail and will absolutely be back to this beautiful property!!
    We stayed in Unit 11 which is one of the 3 bedroom units, and it was gorgeous. We had 3 adults and 3 kids (11, 7 and 4 years old) and this was the perfect set up. The pool area is fantastic and the grill and counter space make it very easy to make lunch or dinner poolside.
    Mary and Lindsay who work in the office are AMAZING! The are the sweetest and kindest people and made our time there even better with their graciousness. I'm sorry that I forget the gentleman's name that was there for maintenance, but he was very nice and attentive as well when we had a small issue in the unit that needed a quick fix.
    I highly recommend a stay at the will not be disappointed!

    - Brandi C.

  • Enjoyed our stay, beautiful property and location. Will definitely recommend and return.

    - Stacey L.

  • 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.


Property Management

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AMI Chamber of Commerce


Mainsail Vacation Rentals
5325 Marina Drive,
Holmes Beach, FL 34217


Homes & Villas by Marriott International


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