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Vintage Charm

Experience the Vintage Charm of Anna Maria Island

There is something timeless about Anna Maria Island. Standing on the pristine white sand beaches and staring out into the vast, endless ocean, it is easy to forget that time exists at all. There is ...
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Beat The Traffic With a Water Taxi

Traffic. Nobody likes it. Nobody likes sitting in it. But during certain times on the clock or calendar, sitting in traffic is almost unavoidable. Or is it? If the plans that are already in motion ...
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Enjoy the Kentucky Derby During Your Stay

May is known for a lot of things. One of the most interesting and uniquely American things is the Kentucky Derby. Not only is it a race, but an event filled with traditions and fun. ...
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Hidden Gems: Off-the-Beaten-Path Activities

One thing people love about staying on Anna Maria Island is the activity. More to the point, you have so many options for activity. If you want to stay busy and active, that’s easy to ...
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Learning about Red Tide & The “Seaweed Blob”

If you are considering a vacation here on Anna Maria Island, there is a good chance you did a Google search about the area. Two things that have been in the news lately related to ...
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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 ...
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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 ...
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Island Plaza is one of Anna Maria Island’s Hot Spots

There are some fun and interesting shops and eateries in the area, but some of our favorites are in the Island Plaza located right on historic Bridge Street. Back in April, the travel bloggers at ...
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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 ...
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See Anna Maria Island on the Island Trolley

Anna Maria Island is beautiful and both residents and visitors love to walk our beaches and explore the island. While many things are within walking distance, not everything is. In those instances, the Island Trolley ...
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How Serendipity Can Help Make Your Wedding Extra Special

There is nothing quite like planning your wedding. The excitement, the details, and the anticipation are enough to give you butterflies. In light of this, we believe that the perfect wedding starts with the perfect ...
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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.

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