bg

Book Your Anna Maria Island Rental In Confidence

Our Top Priority is the Well Being of Our Guests. Click Here to Learn More about our Commitment to Safe Cleaning and our Flexible Cancellation Policy.

Mello

Mello
On the Beach
island dining

Island
Dining
Royal Blue Dreams

Royal Blue Dreams
attractions

Local
Attractions
luxury stays for 7 nights

For luxury stays
less than 7 nights
about us

Book with confidence
Anna Maria Island Rentals

Anna Maria Island
Vacation Rentals
list your property

List Your
Property

Welcome To Mainsail Vacation Rentals

Family-Friendly AMI Beach Vacations

Book a Anna Maria Island beach vacation rental that’s more than just a getaway—make it unforgettable with Mainsail Vacation Rentals. Whether you’re looking to relax in a Holmes Beach condo or to enjoy the coastal charm of Bradenton in a private home, we offer a variety of AMI rentals to suit every family.

Choose from spacious 2-bedroom & 3-bedroom condos located just steps from the sand in the popular Mainsail Beach Inn.

Looking for something on the water? Our Bradenton beach house rental includes three bedrooms, a private dock, and a pool.

At Mainsail Vacation Rentals, you won’t have to compromise. Enjoy premium accommodations without stretching your budget. From miles of white sandy beaches to stunning Gulf views, vibrant shopping, dining, and family-friendly attractions—there are plenty of things to do on Anna Maria Island. Start your AMI vacation today with Mainsail Vacation Rentals.

Things To Do

Anna Maria Island

AMI History

Anna Maria Island is an experience of history and heritage – Old Florida preserved by the sun for the next generation of visitors. Crystal clear water, miles of white sandy beaches, and genuine relaxation. Where time slows to a crawl...

people eating at anna maria island restaurant

Dining with a View

Congratulations on finding a gem of a destination for your vacation! Insulated from everyday worries, Anna Maria Island is celebrated for its world-class beaches, an authentic Old Florida way of life and its eclectic, yet grounded, sense of community. While...

anna maria island pier

Guide to Anna Maria Island Piers

Anna Maria Island is a quaint, yet vibrant vacation destination, providing the perfect balance between relaxation and activity. You can spend your days lounging on the white sand beaches, chatting with the locals at a coffee shop, or strolling through...



decorative quotation mark
  • Our room was very comfortable and well equipped.
    We felt very safe and comfortable.

    - Anonymous

    stars
  • What a lovely condo! Well appointed 3 BR ocean front. Every room was perfect. We often come to AMI - one of the very best we have rented.

    - Anonymous

    stars
  • This is our second year with mainsail and it is just consistently hospitable, clean, and welcoming. We have stayed in 2 different units and both times the unit was so clean. Anytime we needed anything, there was quick response and quick results. Can’t wait for next year!!

    - Anonymous

    stars
  • rugs worn out, stair carpet stained. Kitchen utensils sparce and coffee cups were too small

    - Gary M.

    stars

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

RESOURCES

Terms & Conditions
Travel Insurance
Area Info
Homeowner Benefits
Owner F.A.Q
Guest F.A.Q
Mainsail Beach Inn
Mello on the Beach
Hunters Point
Waterline Villas & Marina
Rentals A-Z
Diversity
Careers

CONNECT

Sign up for our newsletter for access to our latest specials and updates.
  • This field is for validation purposes and should be left unchanged.

HAVE A QUESTION?
Contact Us
© Copyright 2026 Book with Confidence | Mainsail VR | Privacy Policy | Website Accessibility Policy | Website managed by RealTech Webmasters