Recently in Vacation Ideas.

A Brief History of Anna Maria Island

The history of Anna Maria Island is as rich as the views are beautiful. The island, just south of Tampa Bay, was a stopover for explorers making their way to the Florida coast. The island ...
Read More

Anna Maria Island Tops Greatest Beach Towns List

We love our island. It’s really that simple. And our guests fall in love with it quickly. So it was no surprise to us when Anna Maria Island recently made the list of the Greatest ...
Read More

Celebrate Easter on Anna Maria Island

If you are staying with us over the Easter holidays, we want you to know that there are plenty of things for you and your family to do. The island loves to celebrate and create ...
Read More

Affordable Vacation Times on Anna Maria Island

There really is no bad time to visit Anna Maria Island. The sugar white sands and Gulf waters are enjoyable almost all of the year. We may be a little biased, but we think this ...
Read More

Airports Near Anna Maria Island

Visitors from all over the world come to enjoy the beauty of Anna Maria Island. Many of these visitors will arrive in Florida by plane. Although the island doesn't have its own airport, there are ...
Read More

Our Newest Luxury Vacation Home- SEA La VIE

It is always exciting when we add another luxury vacation home to our rental listings. This time, we’ve added a beautiful new home that sits on the north end of Anna Maria Island. We’re proud ...
Read More

Sea Shelling on Anna Maria Island

Have you ever been on a beach vacation and thought to yourself “I wish this would never end”? You’re not the only one. Unfortunately, those trips do have to end, but there are ways to ...
Read More

Cultural Attractions to See During Your Visit

There is a lot to love about staying on Anna Maria Island. Some of the most beautiful beaches you’ll ever see, magnificent sunset, local shops and restaurants. What some may not realize is how many ...
Read More

We Have Partnered With Pineapplefish

Yes, there really is a species of fish called the pineapple fish, but that is not what we are referring to. The Pineapplefish we are so excited about is a local company that is about ...
Read More

Practical Ways to Make Your Working Vacation a Success

We learned a lot of things during the COVID-19 pandemic. Some of the positives we learned were about working remotely. Many businesses and positions that were not set up to function from anywhere other than ...
Read More

Catch a Football Game During Your Stay

Fall means different things to different people. For some people in Florida, fall means pumpkin spice and finding excuses to dress like it’s cold. For other people, fall means football. If you are in the ...
Read More

Where to Workout on Vacation

Some people go on vacation and spend much of their time relaxing, napping, and just enjoying the quiet. Others find that they are happiest when they are doing activities, getting exercise, and working on their ...
Read More

Why Visit Anna Maria Island in the Fall

There simply is not a bad time to visit Anna Maria Island. Our beautiful island has something for everyone, regardless of the time of year. Fall, however, does have some great reasons to make it ...
Read More

Labor Day Weekend Activities Around Anna Maria Island

If you find yourself staying in one of our island rental homes around Labor Day, you are in luck. There are a number of activities on and off Anna Maria Island that range from family ...
Read More

Get a Free Night!

August is not known for its holiday celebrations. Sure, National Fajita Day (August 18) and International Geocaching Day (August 20) have potential but they’re just not really that exciting for most of us. So, Serendipity ...
Read More

Bringing Pets on Vacation

We all love to take time away from our lives and go on vacation. Sometimes, this also means bringing our pets on vacation with us. If you are staying at one of our luxury vacation ...
Read More

See Our Newest Luxury Vacation Home

Change is in the air at Serendipity. We’re excited about it and think you will be excited too. For years, we have offered luxury vacation home rentals on Anna Maria Island and people love coming ...
Read More

Summer Bucket List Ideas for your Vacation

We are confident that your stay in one of our luxury vacation homes will be quite memorable, but what if you turned it up a notch? What if your Florida vacation added in some extraordinary ...
Read More
Sunglasses, Music, and Seashells

Add These Songs to Your Summer Vacation Playlist for Your Next Beach Day

The beach is better with music! As you finalize your packing checklist, don’t forget to finalize your music playlist. Plan ahead with these selections and you are ready for the perfect vacation. Whether you are ...
Read More

Events on Anna Maria Island in April 2022

If you are looking for things to do while you enjoy the beauty of Anna Maria Island, you are in luck. Your luxury vacation home happens to be in a community that has some options ...
Read More

How Getting Out of the Cold Weather Can Improve Your Health

While there are activities that you may enjoy during the cold weather, a break from it can be beneficial too. Let’s look at a few ways that getting out of the cold weather can improve ...
Read More

Discover Anna Maria Island

Serendipity Anna Maria is committed to the quaint island feel. With charming local shops and beautiful beaches Anna Maria Island has received several travel awards and is the perfect place to get away for your vacation.

We look forward to making your stay at our home on Anna Maria Island a pleasant one that you will repeat for many years.

Find a Vacation Home