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

Summertime Savings

Promo Code: Summer15

Experience the best of Anna Maria Island from our well-appointed vacation rentals! Save 15% off on stays of 4 nights or more.

Book now through August 31 for stays July 12 through September 30, 2020.

Blackout dates and restrictions apply. Valid for new reservations only.

Things To Do



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  • Great property. Only issue was with the lock box. After that was resolved the rest of our experience was fantastic.
    We will do this vacation again.

    - Philip M.

    stars
  • The house was beautiful and a very comfortable place to hang out. The management team where outstanding and extremely helpful. Thank you!!!

    - Amy T.

    stars
  • IS OFF WE GOT NOTIFIED TEN DAYS BEFORE OUR VACATION (THAT WE BOOKED AND PAYED FOR LAST YEAR) BEACH SIDE WAS BEING TENTED FOR TERMITES.DUE TO THE FACT ALL OF MY FAMILY HAD SET THIS TIME ASIDE WE WERE COPELLED TO TAKE THE HOUSE YOU OFFERD WHICH HAD NO TVs IN BEDROOMS AND THE BEDS WERE THE CHEAPEST INTERSPRING, UNCOMFORTABLE BEDS I HAVE EVER SLEPT ON. THIS WAS A TERRIBLE EXPERIENCE AND RUINED OUR VACATION.

    - J Daniel T.

    stars
  • Our family had an amazing time at Villa Margarita. The property is beautiful with plenty of room for a large family. We enjoyed the pool and the beach, which is just a short walk away.

    - suzzanne d.

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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

CONTACT US

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

PROUD PARTNER

Homes & Villas by Marriott International

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