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Best of Lists

Top Destinations on Anna Maria Island That Everyone Loves

Anna Maria Island is a little-known area of Florida that offers all the beach experience without the hustle and bustle. This laid-back stretch of shoreline is perfect for a relaxing getaway with the family or your special someone. Just because... Read more

4 Anna Maria Island Rentals with Covered Pools

When you’re trying to enjoy a relaxing getaway, one of the most annoying aspects can be the potential for bugs. Mosquitos and other pests can quickly become a nuisance, and having to remember your bug spray is just one extra... Read more

10 Picks for Anna Maria Island Cottages

Known for its breathtaking beaches and laid-back atmosphere, Anna Maria Island is one of Florida’s most well-kept secrets. Tourists and locals alike love the small-town feel of the island, meaning you don’t have to fight for a spot on the... Read more

Bike Rentals on Anna Maria Island

Anna Maria Island is a premiere Florida destination. What’s the best way to explore the island splendor? On a bike! You don’t have to be a pro-cyclist to enjoy pedaling your way around Anna Maria Island. Our beach homes, condos,... Read more

The Island Players and Other Theatrical Shows

If you’ve visited the Florida Gulf Coast many times, you might think you’ve seen and done all there is. But you would be surprised to know that there is more to Anna Maria and the surrounding coastal towns and cities... Read more

5 of the Cutest Beachfront Cottages on Anna Maria Island

Some travelers might want a palatial, resort-style vacation rental with all the bells and whistles. But, others prefer a quaint vacation that reminds them back to the simpler times of Old Florida. Anna Maria Island beach cottages that can take... Read more

Tee Off Around Anna Maria Island At These 5 Great Golf Courses

Bask in the Florida sun and enjoy the summer air as you play your best game of golf ever. After all, isn’t that what vacation is all about? Picture this: waking up bright and early for a round of golf,... Read more

Top 10 Anna Maria Island Vacation Rentals with Incredible Backyards

When looking for Anna Maria Island vacation rentals, everyone has their own specific tastes. Some want an oceanfront villa, others want a high-rise condo with a beautiful view of the sunset dipping behind the Gulf waters. Others, however, want a... Read more

Best Places to Take Your Dog While Vacationing on Anna Maria Island

If you’re thinking of a trip south to Florida with your pet, then you’re in luck: there are plenty of things to do with your dog on Anna Maria Island. Book one of our many Anna Maria pet-friendly vacation rentals... Read more

Best Place to Get a Bathing Suit on Anna Maria

Want something cute and adorable, or sassy and funky to wear on the beach during your Anna Maria island vacation? There are plenty of things to do on the island, but all that can wait until you are ready with... Read more

Best Restaurants to Take Your Valentine on Anna Maria

Away from the daily grind of work, you can find the quintessential romantic getaway on Anna Maria Island. The radiant views, the bouncing dolphins, and, perhaps most importantly, the fantastic sunset dining all help make Anna Maria a divine destination... Read more

Best Place to Go on Anna Maria for a Girls’ Night Out

At a bachelorette party, birthday party, or a vacation with your BFFs, you’re probably looking for great food, plenty of cocktails, and lively music to get your night started. Check out these great Anna Maria Island restaurants and bars that... Read more

Best Family Friendly Restaurants on Anna Maria Island

When on vacation you always want to make sure the kids are happy – and what better way to make that happen than by visiting some of Anna Maria Island’s top family-friendly restaurants? There are so many great options for... Read more

3 Romantic Restaurants for a Date Night on Anna Maria Island

Anna Maria Island has an impressive selection of exquisite and romantic restaurants with waterfront scenery and beautiful outdoor or indoor settings for sunset dinners or late night outings with your significant other. If you’re looking for the perfect date night,... Read more

7 Reasons to Visit Anna Maria Island This Summer

Taking a vacation to Anna Maria Island is an ideal way to spend your free time this summer, with the incredible scenic beaches, crystal clear water, amazing deals on Anna Maria Island house rentals, plentiful ocean activities, awe-inspiring nature preserves,... Read more

3 Must Visit Dessert Shops on Anna Maria Island

Anna Maria Island offers some of the most unique and locally famous dessert shops in the Bradenton region, including cake bakeries, donut shops, ice cream parlors, and other frozen dessert spots. If you’re looking to get out of the sun... Read more

Best Family Vacation Rentals On Anna Maria Island

If you plan on vacationing to Anna Maria Island with a family or group of 4-6 people, we have plenty of options for spacious and beautiful vacation rentals that will make your stay as enjoyable as possible. These 2-3 bedroom... Read more

5 of the Best Upscale Restaurants on Anna Maria Island

If you’re searching for the best of the best when it comes to cuisine, you will plenty of choices for a luxurious, relaxing and indulgent upscale dining experience on Anna Maria Island. Some of the Bradenton/Sarasota area’s top chefs and... Read more

Best Romantic Dinner Spots on Anna Maria Island!

Love is in the air on Anna Maria Island this Valentine’s Day and what could be more romantic than spending Cupid’s holiday with your toes in the sand overlooking a gorgeous sunset over the waters of the Gulf of Mexico!... Read more

The Best Spots to Watch the Sunset on Anna Maria Island!

While visiting Anna Maria Island you will never find a shortage of fun things to do and experience! From local restaurants, shops and so many great activities—it is hard to choose which to do first. While the day time offers... Read more


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