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Bridge Street Shopping

Anna Maria island is known for its ability to retain its antiquated charm and really allow its visitors to enjoy laid-back Florida. You won’t see much of the high-rise condos and shopping malls, but what you will find is plenty of quaint boutiques and family restaurants scattered along the soft white sanded beaches and glittering gulf waters. You... Read more

Pirates Spring Training Location

The Pittsburgh Pirates Spring Training headquarters have been McKechnie Field since 1969 and is located in Bradenton, Florida which is also known as “Pirate City.” And there’s no better place to spend a day outside in Florida then February or March which is when their training starts! February and March are some of the best months to experience... Read more

Black Friday Special 2016!

Happy Thanksgiving from all of us at Anna Maria Vacations! When getting together with your friends and family this Thanksgiving don’t forget to plan that Christmas or New Years gathering at the beautiful beaches of Anna Maria Island. There is no better day than to take advantage of our Black Friday Sale! Get 10% off of your new... Read more

New Years Events on Anna Maria

New Years on Anna Maria island is a marvelous experience in itself because of how wonderful the scenery and people are in the area. Filled with nothing but kindness and excitement, Anna Maria island is the perfect place to whisk your family away to for an impromptu getaway before the new year. You will find a variety of... Read more

Horseback Riding on Anna Maria Island

Staying on Anna Maria Island is a magical experience in itself and with the beaches so close to your doorstep, what’s not to love about the island. The only way it can get even better is with a few small spectacular touches to put the icing on the cake. We suggest a few activities to really give your... Read more

Beach Farmers Market on Anna Maria

Anna Maria Island is the perfect getaway for the Holidays for your entire family because of the weather, the proximity to so many things to do, and the lush, tropical landscape that surrounds you during all your fun, Holiday festivities. Most of our vacation rentals come equipped with a full kitchen, so you won’t have to miss out... Read more

Visit Bradenton

Bradenton is a beautiful place to spend the day while staying on Anna Maria Island. Just a short 20-minute drive over the bridge will have you in a place that you can experience all that Florida has to offer. You most likely will not be able to enjoy all of Bradenton in one day, but there is plenty... Read more

Fall 4 These Rentals

Gulf Breeze – 2106 Gulf Dr. Unit D, Bradenton Beach, FL 34217 Looking for a last minute fall vacation before the Holidays and cold weather are upon us? Imagine waking up to the sound of waves crashing against the coastline and the smell of the crisp, salty morning air. You can enjoy your morning beverage from the comfort... Read more

Where is Anna Maria Island?

Surrounded by the Intracoastal Waterway, Tampa Bay, and the Gulf of Mexico, Anna Maria Island is the perfect place to visit if you want to experience all that Florida has to offer without all the tourists. Vaunting some of the most pristine seven miles of beaches in the U.S, Anna Maria Island is in an ideal location of... Read more

Anna Maria Island Labor Day Weekend Events

Spending a Holiday in Florida is one of the most memorable experiences one can have but spending one of them on Anna Maria Island is priceless. Anna Maria Island is known for its quiet yet quaint atmosphere, perfect for land lovers and ocean dwellers alike. Looking for something different to do this Labor Day? Come and treat yourself... Read more

Anna Maria Island Boat Charters and Tours

Anna Maria Island is known for having some of the most breathtaking sunsets on this side of the coast so what better place to experience this scenery than on a boat tour, sunset cruise, or catamaran ride. Anna Maria Island is the type of place that you can’t help but get caught up in her beauty and friendly... Read more

July 4th Events on Anna Maria Island 2016

Anna Maria Island comes alive on the Fourth of July which is a good reason to get outdoors on Independence Day. Even if you don’t have big family plans or a corporate barbecue to attend, there are plenty of reasons to celebrate July 4th here. In fact, you may find yourself going to more than one event throughout... Read more

Spend the Day in Sarasota

Sarasota is the type of place you want to be able to experience all that it has to offer but the likelihood is that you won’t be able to experience it all in one day. However, you may be able to see most of what you want to see if you plan it out just right and get... Read more

Which Airport is Nearest to Anna Maria Island?

Are you flying into Florida for your Anna Maria Island for your vacation getaway? You’re in luck because Anna Maria Island is conveniently located near some of the top international airports in Florida. Anna Maria Island is secluded from the chaos of the city and the interstate which is how it keeps its charming, small-town atmosphere. The drive... Read more

Memorial Day Sale!

In honor of Memorial Day get 10% off of your new June 2016 reservation if you book today, May 30 2016! Call our reservations team for more information! *Receive 10% off of your new reservation when you book available June 2016 dates by midnight tonight, May 30, 2016. To receive this discount, you must call our office at... Read more

Top Gulf Front Rentals

Beachfront Paradise – 2512 Gulf Drive Bradenton Beach, FL 34217 Beachfront Paradise offers pristine gulf coast views for all its visitors and has everything you could ever possibly need while you’re visiting Anna Maria Island. This six bedrooms, four-and-a-half-bathroom vacation rental is perfect for large groups of friends or family. Each room offers visitors gulf front views from... Read more

Top 5 Gulf Coast Attractions Close to Anna Maria

Location is everything when you are on vacation, and Anna Maria Island is no different. Its proximity to the top gulf coast Florida attractions is a bonus that only adds to the appeal of Anna Maria Island. Here are some of the top Gulf Coast destinations that are a must see when visiting Anna Maria Island. Busch Gardens... Read more

Anna Maria Island is a Top Honeymoon Destination

The stunning beaches of Anna Maria Island have so much to offer and are known for their crystal clear blue waters, pristine sands and laid back “Old Florida” atmosphere that just can’t be duplicated anywhere else. It makes a wonderful location for a reunion, family vacation, wedding and so many other special occasions. With its secluded beaches, quaint... Read more

Local Events: Food and Wine on Pine

What happens when you combine mouthwatering delicacies with great music, fantastic atmosphere and gorgeous art? Food and Wine on Pine of course! The 6th Annual Food and Wine on Pine is this weekend, Saturday May 7th from 11:30am until 6:30pm. This island event will showcase the best wine, art, food and music the local area has to offer... Read more

Anna Maria Island Wedding Guide

Anna Maria Island is Florida’s #1 wedding destination and for good reason! Not only does the island supply the perfect backdrop to any wedding with its gorgeous, natural scenery; there also happens to be some of the best caterers and florists located nearby to take your special day to the next level. The Anna Maria Island Chamber of... Read more

Anna Maria Island in the News – Look Who’s Talking About Us

Anna Maria Island is known as the hidden gem of Florida but over the last couple of years has been getting a lot of recognition from local newspapers to national publications. The world is starting to catch on that Anna Maria Island has something to offer everyone, no matter what age they might be. The Columbus Dispatch published... Read more

Catch a Tampa Bay Ray’s Game During your Anna Maria Island visit!

Baseball season is finally upon us and with the Tropicana Field, home of the Tampa Bay Rays, just a short 45 minute drive north of the Anna Maria Island beaches—it is a great activity to add to your vacation checklist. Catch a Ray’s home game during your visit and enjoy a fun filled night at the ball park.... Read more

The Fans Have Spoken – Anna Maria Island Ranks High

The hidden gem of Florida is garnering a lot of attention over the last couple of years due to its serene sunsets, charming atmosphere, and delicious restaurants. So it makes sense that Anna Maria Island was chosen as one of top TripAdvisor Travelers Choice Destination Winners for both 2013 and 2014. Unlike other top beaches in Florida that... Read more

Top 1 & 2 Bedroom Vacation Rentals in Florida

Gulf Sands 102 – 4200 Gulf Drive #102 Holmes Beach, Fl 34217 Gulf Sands puts you right on the beach, and you can enjoy wonderful side views of the Gulf waters and beaches right from the comfort of your living room. Gulf Sands will be your home away from home during your stay. Just steps away from everything... Read more

The Importance of Purchasing Travel Insurance for Your Next Vacation!

There is no greater feeling than looking forward to an upcoming vacation—especially if you are headed to the gorgeous beaches of Anna Maria Island. Sometimes, we even find ourselves planning trips quite a bit ahead of time. By the time you coordinate everyone’s schedules, find the right flight options and the ideal vacation rental you are waiting another... Read more

Amazing 7 Day Sale!

Start your summer off early and don’t miss out on our special for April and May 2016! Get 15% off of your new reservation of 5 nights or longer for the dates of April 9 through May 28th, 2016. Hurry fast this great deal ends on March 8th! Call or visit us online today using the promo code earlysummer16 to... Read more

Top 5 Beachfront Vacation Rentals in Florida

Looking for beachfront vacation rentals? You will find some of the most luxurious known to man on Anna Maria Island. Discover these top beachfront vacation rentals, that again and again are favorites among visitors. The Big Yellow House, Beachfront Paradise, The Blue Horizon, Shells and Sunshine, and Sandcastle 4 are the best springtime beachfront rentals. Any one of... Read more

Top 5 Luxury Vacation Rentals in Florida

Florida is home to some of the most luxurious vacation rentals known to man. Among them are a few top rental homes that are a favorite among visitors. Blue Water View, Beachfront Paradise, Seaside, Beach Escape and Serenity Beach are the top 5 luxury units that shoes not be missed. Any one of these units makes for the... Read more

5 Spring Events You Do Not Want to Miss: Anna Maria Island

Annual Easter Egg Hunt – The end of March marks the beginning of Spring which means here comes the spring breakers, shorts, flip flops, and sunshine. Anna Maria Island hosts an annual Easter egg hunt for anyone and everyone that would like to come. Appropriate for all ages, your whole family can join in on this local event. Immediately... Read more

Spring Training with the Pittsburgh Pirates and Baltimore Orioles

Spring is on its way and that means it’s almost baseball season! Each Spring, as the snows melt and the flowers bloom the Sarasota/Bradenton area sees the return of a long standing tradition, Major League Baseball Spring training. Whether you are a long time fan or just discovering the game, Spring training is a exciting activity to enjoy... Read more

Upcoming Sarasota and Bradenton Events

Tired of the cold and snow already? It might be time to start planning your Spring vacation to the warmth and sunshine of Anna Maria Island! Located off the Southwest coast of Florida, Anna Maria Island offers visitors rest and relaxation along the warm waters of the Gulf of Mexico. Conveniently located near the cities of Sarasota and Bradenton, FL,... Read more

Anna Maria Island: The Ideal Family Getaway

You are in charge of planning the annual family trip. It always sounds so easy, right? Between coordinating everyone’s schedule, accommodating the needs of all of your family members and trying to find the ideal destination—you are already starting to feel overwhelmed and you haven’t even scratched the surface. With severe age differences in all of your traveling... Read more

Ring in 2016 on Anna Maria Island!

Another year has passed and what better way to say adieu than with an island celebration! Ring in 2016 in style and party the night away on Anna Maria Island. From live bands to champagne toasts—there is something for everyone to enjoy. Starting at Bradenton Beach and all the way up to the North end of the Island-the... Read more

Best Holiday Activities on Anna Maria Island

Anna Maria Island is known as the ideal place in Florida to have fun in the sun with your family. However, the fun doesn’t just stop when the warmer seasons fade away. If you’re one of the lucky locals that have set up permanent residence here and are looking for some fun things to do during the winter... Read more

The Ultimate Guys Getaway on Anna Maria Island!

Have you been thinking about getting your best buds together for the ultimate guys getaway? Start planning your trip to Anna Maria Island today for a week of white sandy beaches, fishing, golfing and delicious fresh seafood! Are you getting here by car? Don’t forget to pack your golf clubs and your fishing gear! A road trip through... Read more

Anna Maria Vacation Rentals vs. Airbnb

The travel industry has reached new ways of providing excellent services and with new travel trends evolving constantly it can be hard to know which travel sites and methods are best for you and your family. One of the newest tools for finding accommodations is called AirbnB—you might have seen it come across during your searches online or... Read more

Local Attractions: Mote Marine Laboratory and Aquarium

When you are visiting Anna Maria Island—you are closely located to some of the best attractions that Florida has to offer! Just a short 20 minute drive South from Anna Maria Island you will find the Mote Marine Aquarium and Research Facility. Here you will be able to see over 100 species of marine life and meet scientists—for... Read more

Anna Maria Island Voted 26th Best Island by Conde Nast Traveler

Anna Maria Island has been voted as world’s 26th best island in the world by Conde Nast Traveler Magazine’s! The Top 30 islands in the world were a part of the Reader’s Choice awards for 2014 and Anna Maria Island was the only Florida Island to make the list. Some of the other islands that made the list... Read more

New Year’s Eve Events

With the holiday season nearing an end, we still have some celebrating to do! With New Year’s Eve just around the corner, we wanted to share with you, some of the great spots on the Island as well as the neighboring areas that offer fun events to help you say goodbye to the old and ring in the... Read more

Holiday Shopping on Anna Maria Island

If you are looking to do some holiday shopping than look no further than the shops and boutiques of Anna Maria Island! With lots of unique and local shops to choose from, you are sure to find something for everyone on your list this year. Whether you are looking for some fun fashions, jewelry or accessories for the... Read more

Holiday Events on Anna Maria Island

December is a great time of year to visit Anna Maria Island! With the spirit of the holidays all around, you will find fun and family friendly events that everyone is sure to enjoy. From Pirate Parades to delicious evenings filled with treats and beverages—our quaint and cozy Island offers it all! If you are thinking of getting... Read more

Anna Maria Island Vacation Rentals vs. Hotels

Have you ever wondered what the difference is between renting a hotel room versus booking a vacation rental home? While most of us think of a hotel as the only option when it comes to traveling—many are surprised to find that booking a vacation home is a much more convenient option! For more tips and information in regards... Read more

Celebrating Independence Day on Anna Maria Island

Anna Maria Island is a wonderful place to celebrate any occasion—whether it is a birthday, family reunion or national holiday! Independence Day is a very special time on Anna Maria Island and is celebrated on both July 3rd and the 4th. With spectacular firework displays reflecting in the Gulf waters, a fun for all parade and much more—you... Read more

Things To-Do on Bradenton Beach

Bradenton Beach offers so many fun things to do while on your Anna Maria Island vacation! Whether you are looking to relax beach-side, indulge in some shopping or intend to fish during your entire stay—there is something fun to do for everyone! Dining: If you are a foodie, than you will love the variety of local cuisine that... Read more

Whale Sharks Spotted off the Coast of Anna Maria Island

When you visit Anna Maria Island, you will be amazed by all of the amazing marine life that you will get to see! From dolphins to stingrays, from egrets to pelicans and so much more—this beautiful Barrier Reef Island is thriving with incredible sights to see! This week, a group of local boaters got a very special treat... Read more

Parasailing on Anna Maria Island

Anna Maria Vacations is on Anna Maria Island, which is a gorgeous barrier reef island that offers pristine powdery white sand beaches, fantastic local cuisine, amazing sunsets, views of dolphins and manatees and much more! There are so many different ways that you can explore the Island, whether you enjoy a leisurely stroll by foot, prefer to feel... Read more

Fun Things to Do Near Anna Maria Island

When you think of Florida, several things might come to mind including gorgeous beaches and exciting theme parks. It might seem when you are considering your Florida vacation that you might have to choose between one or the other, but the stunning Anna Maria Island offers the best of both worlds with its fantastic central location! If you... Read more

Sea Turtle Nesting Season on Anna Maria Island

Anna Maria Island’s 7-mile stretch of white sand beaches is more than just a paradise for locals and visitors alike! It is also the home to many beautiful animals including five different species of Sea Turtles and with the month of May just around the corner we are steadily approaching Turtle Nesting season. The most common species of... Read more

Anna Maria Vacation’s New Amenity – Professional Linen Service

Packing for your Anna Maria vacation is no easy task! Much like an intricate puzzle, you meticulously place each item in its designated area. You might have even made a check-list to make sure that nothing gets left behind. You look down at your masterpiece, perfectly folded bathing suits, shorts, shirts, flip-flops and everything you need for your... Read more

Where To Eat On Anna Maria Island

For such a tiny place Anna Maria Island is home to a surprising amount of culinary jewels. Whether you’re looking for hearty food on the go for the family or an upmarket bistro for an intimate candle lit dinner you’ll find it on this jewel of the Gulf. Here are some that I return to time and again... Read more

Three Beaches You Must Visit On Anna Maria Island

If you’re thinking of a vacation on Anna Maria Island then I’m betting that you’re a sun worshiper like me. It’s easy to think of the island as one continuous beach, after all it is a seven-mile long sliver of sand sitting in the balmy waters of the Gulf of Mexico. For sure, you’re never more than a... Read more

Anna Maria: A Slice Of Island Life

Talk to someone who makes Anna Maria Island their regular vacation destination, or even someone who’s just been once (though that’s a rare breed indeed), and the description you’ll hear time and again is “Old Florida”. That simple phrase conjures so many images: clean, white sand, the sparkling blue of the ocean as the sun sits low on... Read more

Three Great Ways To Make Your Anna Maria Summer Vacation Amazing

What does summer mean to you? Here on Anna Maria Island, summer vacation covers a broad spectrum of activities and adventures! While some choose to spend their days relaxing with their toes in the white sand, others choose to explore the aquatic world with kayaking and paddle boarding. Some find their own personal brand of adventure by exploring... Read more

Shelling: The Perfect Pastime On Anna Maria Island

The 7 mile stretch of sandy beaches that is Anna Maria Island offers fun for everyone. Want to work on your tan? Just find a spot, stick on some sun screen, stretch out and let the Florida sun do the rest. If you want to take in the sights then take an easy stroll along the beach before... Read more

Your Guide To Fishing On Anna Maria Island

If your idea of relaxing on vacation is catching your own dinner then Anna Maria Island might be the best spot for you. The waters of the Gulf of Mexico are home to an astounding variety of fish, from mackerel and flounder to the sport fisherman’s quarry of sharks and barracuda. With miles of sandy beaches and two... Read more

Activities & Entertainment for your Anna Maria Getaway

While Anna Maria Island might be best known for its pristine beaches and miles of blue waters the Island offers a lot more than just a sunny day at the beach. With a free Island trolley service running every 20 minutes from 7am until 10:30pm (excluding holidays) it’s easy to explore the Island, and you are never too... Read more

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

Anna Maria Island is home to many fantastic events and adventures, and one of the best things about the Island is that you’re never too far from what the mainland has to offer, including a wonderful game of golf. You’re spoiled for choice as there are a number of courses within a 25-mile radius of the Island, each... Read more

Dining on Anna Maria Island.. With a View!

Just picture this: You and your family have just spent several wonderful hours on the white sand beaches of Anna Maria Island, you have worked on your tan, collected more shells than you can carry and played an exhilarating game of Volleyball. As you check your watch, you realize that what seemed like a few hours actually turned... Read more

Rise & Shine!! Breakfast on Anna Maria Island

In last week’s blog we touched on some of the delicious dining options on the Island that offer dinner with a view, but there’s so much more on offer for those of you who judge a vacation by the scrumptious food you get to experience. We all know that breakfast is the most important meal of the day... Read more

Perfect Pampering: Indulge Yourself With an Anna Maria Island Spa Treatment

When you envision your ideal beach vacation what do you picture? If you can see yourself being pampered ocean-side with massages, spa treatments, manicures and pedicures then here is your guide to the most relaxing vacation you will ever take! Sit back and relax, knowing that your family is having the time of their life on the Island,... Read more

Anna Maria Island Great Outdoor Activities – The Call Of The Wild

If you’re an outdoors type of person, and love to be immersed in nature then Anna Maria Island is an ideal vacation spot. The Island has an incredibly diverse eco-system, with many truly wonderful and unique animals from sea turtles and manatees to oystercatchers and laughing gulls finding their home here or in the surrounding waters of the... Read more

All Aboard! Transport & Getting Around On Anna Maria Island

Want to know one of the great perks of vacationing on a 7-mile long island? Leaving your car keys at home and traveling by other means, from the ordinary to the quirky. No matter where you choose to vacation on the Island, you are never too far from enjoying any of the fantastic amenities including the restaurants, shops,... Read more

Island Paradise: New Luxury Home On Anna Maria Island

There have been a lot of new and exciting properties brewing on Anna Maria Island and one of those spectacular new properties has just been recently completed. Bayfront Paradise is an absolutely stunning custom luxury home that is tucked away on a quiet residential street and faces the beautiful Bay. As soon as you enter the property you... Read more