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

Which Serendipity Stay is Your Perfect Fit?

Whether your idea of vacation is laying by the pool soaking up the rays, or experiencing the adventures and attractions the area has to offer, Serendipity has an incredible selection of luxury beachfront, beach view, ...
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Take the Hassle out of The Holidays with Serendipity

The holiday season should be stress-free and fun! No one should have to worry about things like navigating weather, tirelessly cooking, or even figuring out the right decorations. Everyone deserves to be able to relax ...
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Top 15 Photo Spots on Anna Maria Island

There is not a place more picturesque than Anna Maria Island. It is known for its beautiful beaches. The island is the perfect place to take a multitude of photos. Sometimes, it can be hard ...
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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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We’ll make sure your next vacation is relaxing and fun!

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