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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Thanks to Mary also. Our week stay in unit one was fabulous. Class act. Awsome accommodations. It was perfect. We are about to book another stay shortly. ❤️
- Judy M.
My husband and I, along with my mom, stepdad, sister, and brother-in-law stayed in Unit 1, ground floor, on the beach. Everything was great except that we like to cook and the kitchen is not very well equipped. We managed with what was there. The concierge was wonderful. We found it great to have a staff member available during business hours, unlike other self-catered B and Bs.
- Anonymous
We have stayed at the Mainsail for the last 4 years. This past August, we stayed in Unit 1, which was located on the bottom level. We were a family of 5, so it was perfect. There was 3 bedrooms and each bedroom had it's own bathroom. It was a beautiful unit. Very clean and plenty of room. The amenities were great, especially the kitchen. It was fully equipped and we were able to prepare food and eat at the unit instead of eating out all of the time. Having a washer/dryer in the unit was very convenient. We didn't have to go home with dirty clothes! You couldn't ask for a more beautiful location! Right on the beach. Just a walk out the door and you are there. Staff is very friendly and helpful. A shout out to Manny for fixing the shower head in the MB! This is our go to happy place when visiting AMI. We will be returning next year.
- Martin K.
We enjoyed our month in this unit. It was well laid out, clean and convenient, and situated directly on the beach. The kitchen was not stocked very well for cooking. We tried to book the same unit for next winter and they advised that the rent would be 80% more for January, then the high rate we were already paying in March-_we declined!
- Anonymous

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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

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For luxury stays
less than 7 nights