Island Dining

Woman eating oysters in Sarasota, Florida

Things to Do in Downtown Sarasota and Longboat Key

During your next Sarasota vacation, the only tough question you should ask yourself is, “What activity should I tackle first?” With many coveted shopping spots, eateries, art galleries, and even rooftop bars with skyline views, the opportunities for fun in... Read more
couple-dancing-on-the-beach-at-sunset

Anna Maria Island Romantic Outings & Date Ideas

Anna Maria Island is famous for its inviting Gulf waters and miles of white-sand coastline. Visitors from around the world come to this special slice of the Florida coast to enjoy all the ocean has to offer – fishing, boating,... Read more
waterfront dining on anna maria island

Best Waterfront Dining in Anna Maria Island

Anna Maria Island is a world-class destination for visitors around the globe. It has a treasured place in Old Florida history and is celebrated for its miles of pristine beaches and sparkling blue waters. If you want sun, fun, shopping,... Read more

Introducing Anna Maria Island’s Newest Dining Experience

Anna Maria Island dining is among the best in all of Florida, and now, there’s one more restaurant upholding the high standards of AMI. The Chateau Anna Maria is the newest culinary experience on the island, providing unmatched fine dining... Read more

Where to Find the Best Takeout and Grocery Pickup in Anna Maria Island

Anna Maria Island has plenty of restaurants to choose from when you want an evening out with the family. But did you know that there are also a lot of takeout and grocery pickup services available? AMI has no shortage... Read more
shrimp from anna maria island restaurant

The Best Seafood Spots on Anna Maria Island

If a Florida getaway is calling your name, consider visiting Anna Maria Island! This hidden gem of the Sunshine State is the perfect place to experience some peace and quiet while basking under shady palm trees and the sound of... Read more
anna maria island restaurant set up

Seafood Restaurants to Visit on Anna Maria Island

With its close proximity right on the Gulf, you can find delicious and fresh seafood just about anywhere on Anna Maria Island. Of course, there are some seafood restaurants on Anna Maria Island that are known for having exceptional dishes.... Read more
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... Read more

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
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 2024 Anna Maria Island Rentals | Book with Confidence | Mainsail VR | Privacy Policy | Website Accessibility Policy | Website managed by RealTech Webmasters