Anna Maria Island Rentals | Book with Confidence | Mainsail VR – Vacation Rentals and Property Management on 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 5-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.

Cyber Week Exclusive!

Promo Code: SAVE50

Stay 4 nights or more now through January 31, 2021 and receive 50% OFF!

Book Dates:  11/30/20 – 12/6/20

Stay Dates: 12/1/20 – 1/31/21

Black Out Dates: November 22-28, 2020 & December 26 – January 1, 2021.

New reservations only.  Blackout dates and restrictions apply.  Based on availability. 

Things To Do

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  • This is an awesome property, and the property management is wonderful.

    - Anonymous

  • Sunny retreat with all the amenities!

    - Gail T.

  • Family of 10 adults stayed. Plenty of room for us all. We enjoyed the pool and the location very much!
    Mainsail Rentals very helpful with it all.

    - Theresa S.

  • We loved Liddie’s place! We arrived late and getting the key was so easy. Very clean and had everything we needed. The tent and beach chairs in the storage were great! The property owners were great we had to reschedule because of covid and they were so helpful. Would defiantly stay again.

    - Alexandra B.


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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