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 Beach Vacation Awaits

Enjoy more than just a simple beach vacation when you book a condo or house rental with Mainsail Vacation Rentals. Our company provides quality, comfort, and accessibility to all that each vacation area delivers. From Beachfront Condos to Houses with private boat docks so you can cruise the shorelines and head to the open waters.

Our inventory includes 2-Bedroom Condos and 3-Bedroom Condos located in Holmes Beach, FL, or you can check out our 2-Bedroom House in Sarasota or our 3-Bedroom House in Bradenton.

With so much to do on Anna Maria Island from Holmes Beach to Sarasota you will never have a dull moment. Layout on the sandy beaches that line the Gulf Coast, visit museums, or participate in any of the many events that are taking place. There is parasailing, golf courses, local shopping, and of course, incredible food to indulge in. 

Take the vacation you and your family deserve! Welcome to Mainsail Vacation Rentals, your Florida Gulf Shore Vacation headquarters. 

Things To Do

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  • Everything was perfect!! Relaxing & quiet . The rental property , the location on the beach & the ocean was beautiful . We have been to the Bahamas recently & We loved
    Anna Maria Island & Mainsail Inn so much more. Can’t wait to visit again.

    - Anonymous

  • We have stayed here for the past 4 years. We love mainsail but did notice that it could use some updating. Both the dishwasher and washing machine in room 4 need to be replaced. I noticed a lot of wear and tear this year. If we come back next year I would want to know that some updates have been made.

    - carrie w.

  • Our 2nd time to stay at MainSail. Wonderful place for our famiy

    - pete m.

  • Beautiful views, right on a beautiful beach. Really nice listening to the waves from the inn. Kitchen was nice. We went to the grocery store to pick up a few things. Wifi was good. The property managers we're always around during the day and super helpful and friendly. We will definitely come back in the future!

    - Anonymous


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


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