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

A Florida Gulf Coast Vacation Awaits

Discover the pristine and unique stretch of beaches with a Anna Maria Island rental nestled along the picturesque Florida Gulf Coast. Our selection of accommodations ensures proximity to the renowned turquoise waters of AMI, offering an unparalleled experience in coastal living. With elevating standards, we prioritize exceptional service to ensure your complete satisfaction with our Florida Gulf Coast Rentals. Explore our diverse offerings, ranging from 2-bedroom, 3-bedroom, or 4-bedroom condos located in beautiful Holmes Beach.

Additionally, indulge in a luxurious 2-bedroom house rental in Sarasota or a 3-bedroom house in Bradenton, Florida. Each featuring a range of amenities including a family-friendly pool, outdoor grilling area, a private boat dock, and a fully furnished laundry room. Embrace the allure of Gulf Coast living and reserve your perfect retreat with confidence through our convenient online booking platform.

Why wait any longer? Secure your dream rental today and unlock the best rates guaranteed when you book directly through our website.

Things To Do

decorative quotation mark
  • Our 1st trip to Anna Maria. Location of the property A++. The ease of making the reservation was easy. The amenities were as advertised - pool/ common areas/the unit/ beach. The local area, within a 15 minute drive, had plenty of good restuarants. Publix is 5 minutes away. Very mellow vibe - not a party/ bar scene. One complaint - bicycles are not allowed on the beach!

    - Steve R.

  • We had condo #10 at Mainsail, and it was very clean and neat. Very comfortable beds, and not too bad of a view, because when we opened the front door, we could see the ocean. Loved staying at Mainsail for the second time. Will use them again!

    - Cynthia J.

  • Great location with plenty of room ! Wonderful to walk right on the beach ! Staff is very professional & helpful ! However it would be nice if they would designate some to set up chairs & umbrellas on the beach daily!
    Enjoyed the stay very much! Would return ��

    - Anonymous

  • The location is wonderful and it's an easy condo to access via parking, etc., but the interiors are tired and the price is high. Those two things need to be in alignment.

    - Melinda W.


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


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


Homes & Villas by Marriott International


Sign up for our newsletter for access to our latest specials and updates.
  • This field is for validation purposes and should be left unchanged.