Memorial Day is always a fantastic time to get away. In many places across the country, it marks the end of a long winter and rainy spring, giving way to the sunshine-filled days of summer—and there’s no sunshine better than Florida sunshine! Experience the joy of getting away to the Gulf Coast this Memorial Day and book a trip to Anna Maria Island. Here you’ll find days limitless with opportunities for immersing yourself in the stunning natural surroundings, from lounging on soft white-sand beaches to snorkeling in crystal clear water with a striking turquoise hue.

The island life is best lived with a true local’s perspective—from the comfort of an Anna Maria Island vacation home. From charming beach cottages to homes with private pools and bay views, the options for your Memorial Day getaway are endless. If you’ve been searching for the best Memorial Day vacation destination in Florida, book your Memorial Day rental on Anna Maria Island!

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Why Anna Maria Island is a Great Memorial Day Vacation Destination

Anna Maria Island is primed as the best Memorial Day vacation destination in Florida, for more reasons than one. While Memorial Day is a popular time for crowds to flock to the beaches, Anna Maria Island still offers a low-key feel, a far cry from some other infamous beach destinations in Florida.

Speaking of drinks, you’ll find several restaurants in town that offer a festive feel with live music and tropical cocktails, but with a food menu and a family-friendly atmosphere. If the trip is all 21+, you can celebrate at an array of island watering holes, from the Irish pub The Freckled Fin to The Kokonut Hut, a tiki themed bar with tables almost right on the beach offering excellent sunset views.

If you’re simply looking for a great restaurant with views of the water, there’s everything from upscale eateries to casual cafes. Toast with a glass of wine at The Sandbar on the north end of Anna Maria Island for a romantic evening out. Or have a late breakfast with mimosas at the Anna Maria Island Beach Café in Holmes Beach, with the sights and sounds of the ocean as the backdrop to your meal with your feet in the sand.

When you’re not laying out at Anna Maria Island’s best beaches, you can explore the local shopping on Pine Avenue. Charming storefronts offer everything from luxury branded swimwear to home décor and artwork. You might even run into a Memorial Day sale or two! If you’re just looking for casual beach shops with souvenirs and tank tops, there’s plenty to be found in lively areas like Manatee Beach and Coquina Beach.

From Memorial Day spent on the beach to unforgettable memories being created, Anna Maria Island checks all the boxes for one of the top Memorial Day beach vacation destinations!

Spend Memorial Day Weekend in a Private Anna Maria Island Vacation Rental

However you decide to spend Memorial Day on Anna Maria Island, it all starts with your vacation rental! It’s the best way to stay on AMI, as a vacation home offers all the comforts of a home, with amenities that a hotel can’t replicate. You can tailor the location of your home to your Memorial Day vacation activities, whether it’s being close to the beach, or within walking distance of popular bars and restaurants. You’ll likely never be far from a free AMI trolley stop either, putting the rest of Anna Maria Island right outside your door!

Whether you’re looking for a cozy AMI beach cottage just steps to the shore, or a massive bayfront home feet from the water, you can find it in our collection of Anna Maria Island vacation homes. We offer homes ranging in size, so there’s something for every Memorial Day vacation, from romantic getaways to holiday family reunions. Even some of our smaller homes still offer outstanding amenities like private pools, giving you your own tropical oasis right in your backyard!

Have your own Memorial Day BBQ after a day at the beach or take advantage of an expansive outdoor entertainment area—we have properties with gas grills, covered lounge areas, and everything you need for enjoying your time outside to the fullest—it is the start of summer after all! The amenities are truly endless, but other highlights can include complimentary Wi-Fi, flat screen TVs, spa-like bathrooms, and so much more. Treat yourself and experience an Anna Maria Island rental with an ocean view or book an AMI home that has a game room. Our Anna Maria Island vacation rentals have it all!

Book Your Memorial Day Vacation Today!

It’s never too early to get a head start on booking your AMI Memorial Day vacation, especially as our popular Anna Maria Island beach house rentals get booked up fast. Chat with us or give us a call to reserve your booking today!

Beachfront Views Are Perfect for Those Memorial Day Vibes!