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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We were very pleased with our vacation rental
The only comment is that some of the kitchen equipment was either lacking or in poor condition
- Reba M.
This is our second stay at the Mainsail Inn. We love this place so much. The location and amenities are fabulous. The beach is literally in your backyard and close to shopping, grocery stores, and restaurants. The condos are clean, stocked and very comfortable. Note that they supply you with all the toiletries to get started, but if you're planning to be there longer than 4-5 days, pick up some paper towels and toilet paper when you do your grocery store run.
- Anonymous
We had such an amazing time! I'm sure the other units are amazing but Unit 1 is the best. Can't beat the view and the immediate access to the beach. Literally 30 steps away from the water! The condo is very spacious and so well laid out. We had everything we needed and more!
- Anonymous
Other than the fly infestation on the first evening, the rest of the stay was very relaxing.
- Bridget S.

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Property Management

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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