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.

For luxury stays
less than 7 nights

Anna Maria Island
Vacation Rentals

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.

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Mainsail Inn was a great place to stay. Walk out your door to catch some rays, enjoy the water, or watch the Beautiful Sunset.
- Gary P.
Stayed at the Mainsail for a girl's retirement celebration! The unit was beautiful...perfectly decorated, a great space and very comfortable. The kitchen had everything we needed. Right next to a top rated restaurant, a heated pool and hot tub.
Lindsey was phenomonal helping us plan and prepare for our stay during a pre-visit and even though she was off during our visit left us personalized welcome notes and a follow-up email. Bill, the beach attendant on our 1st day was beyond wonderful! He brought us infused water each time we stepped on the beach, checked on our comfort multiple times and shared very helpful information and wanted to be sure we had all we needed. The staff was very helpful. We will be back! Loved it! We checked out Waterline Marina Resort for dinner and our free cocktail. It had a firepit we enjoyed due to the cold front. PERFECT!

My only suggestions would be softer towels and sheets and all beach attendants trained like Bill! Bill spoiled us and we really missed him on day 2. Lastly, clean the porch and outdoor porch areas like the inside. Thank you for the stay!

- Laura Z.
Great location right on the beach. Beach is great, wonderful sunsets management team was very helpful
- Franklyn B.
We fell in love with Mainsail several years ago and come back every year. As always, the island and Mainsail Beach Inn did not disappoint. There were some new upgrades to our unit this year which was nice to see and the staff is always friendly. The only thing I would say that I miss is the beach side help that used to be available. That extra hand to help lift the paddleboard onto the storage area, lift the heavy chairs off the big stack, even drill the hole in the sand for the umbrella was so nice for us. Things like that, while not needed to have a great time, make the difference between great and exceptional service to match the exceptional location and unit. Even without those little perks, we had a great time, love AMI and Mainsail and will continue to come back.
- Angie F.

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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.

Mello
On the Beach

Island
Dining

SAFE cleaning

Local
Attractions

For luxury stays
less than 7 nights