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

Benefits of Booking a Stay with Serendipity

Vacation is your time to kick back and relax! That’s why Serendipity offers services like flexible check-in and grocery delivery, so you don’t have to sweat the small stuff. Less Traffic, More Vacation Especially during ...
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Introducing Serendipity Circle Home Care and Advertising Services

At Serendipity, we take pride in the time and effort dedicated to our properties to create a memorable experience for our guests. Our desire is to continue to create new experiences on Anna Maria Island ...
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The Perfect Wedding Destination

If you’re looking for the perfect wedding destination, then consider your search complete. We know the perfect spot! Serendipity’s Gulf-front property is the ideal wedding destination, and that is probably an understatement. Located right on ...
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When To Purchase Travel Insurance in 2021

We are just around the corner from hitting the one year mark since the COVID-19 pandemic was declared. The pandemic altered every aspect of life but particularly affected the ability to travel. Countless business trips ...
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We’ll make sure your next vacation is relaxing and fun!

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