Anna Maria Travel Guide

Anna Maria Area information

A Beautiful Island Retreat Awaits with Our Anna Maria Vacation Rentals

Enjoy Year-Round Activities

Beautiful Anna Maria Island sits just north of Sarasota. It’s the perfect place for travelers seeking a relaxing beach vacation in a quaint small town. A shining example of “Old Florida Charm,” Anna Maria is home to historic streets, unique shops, and scenic piers. Take a dip in the ocean, try an electric surfboard, or see if you can spot any dolphins during your visit. You’ll discover that there’s a lot of fun packed into this small island town.

A Charming Place to Find Relaxation

Our selection of vacation rentals in Anna Maria includes beach houses overlooking sugar-white sands and cozy little houses on quiet streets. Drive along the barrier island beaches and discover all there is to see and do along its 7-mile stretch. When you start your vacation at one of our oceanfront cottages or beach houses, your stay in Anna Maria is sure to be a memorable one.

Top Sights in Anna Maria

Manatee Beach Park

Sink your toes in the pristine sands of Manatee Beach, where it’s typically busy but not crowded. With on-duty lifeguards, umbrella rentals, a playground and volleyball courts, Manatee Beach Park is a full day of family-friendly fun in the sun. You can even swim with a dolphin here! And when you’re ready for dining and shopping, it’s just a short walk away.

Robinson Preserve

See local wildlife and native plants flourish at Robinson Preserve, located in nearby northwestern Bradenton, and discover all the fun the park has to offer. From hiking and biking the many trails to taking in the view from observation towers and platforms, to canoeing and kayaking, or just enjoying a picnic under the sunset—the beauty of nature is all around you.

The Donut Experiment

Walk down historic Pine Street and you’re sure to see a lot of local shops and quaint eateries. But if you’re looking for a special something sweet—you know, the kind of thing that only exists in your imagination—then you need to stop by The Donut Experiment. Start your made-to-order donut with your choice of icing, then top it off with your pick from dozens of toppings. It’s all up to you. Keep it simple or pile it on, it’s a sweet stop that both kids and adults will love.

Top Experiences in Anna Maria

Book a Dolphin Tour

Ride in a covered catamaran into open water to see the ocean’s most playful critter. Paradise Dolphin Tours offers the opportunity to see dolphins in their natural habitat. Family-friendly tours run daily, with BYOB sunset tours for the adults. Be sure to bring the camera! It’s a truly memorable experience and one of the best things to do in Anna Maria.

Tour the Island on Segway

Tucked away on the south end of the island on historic Bridge Street is Segs by the Sea. It’s a local company offering guided and self-guided tours of the island on Segway. Take in the sights over the Longboat Key Bridge, stop to try a local restaurant and check out the spectacular Anna Maria sunsets along the Coquina Trail. It’s a fun, unique way to experience the island.

Ride a Motorized Surfboard

No waves? No sweat! Discover an all new watersport on Anna Maria Island with Jet Surf from Surf’s Up Watersports. Ride a motorized surfboard at one of best surfing spots in all of Florida. Great for beginners and experts alike, you’ll zip and zoom across the ocean surf after a quick lesson from professional instructors. It’s a new, exciting way to get your thrills on the waves.

Poolside Getaways

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Jump in, the water is Perfect!

Pet Friendly Places

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Bring the whole family on vacation!

Ski Vacations

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Slide into your winter vacation with ease!

Adventure Vacations

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Relax, unwind, and let the outside in.

Golf Getaways

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Make tee time your only responsibility.

Beach Breaks

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Escape to sun, sand, and surf.

Great for Groups

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Get away for some quality time.