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

Everything You Need, Right Where You Are [Grocery Delivery Info]

Vacationing is all about relaxing right? It’s about ease and comfort. It’s about escaping the daily hassle of life.  So why not embrace that perspective and make it even easier by utilizing our grocery delivery ...
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Travel with Confidence [Update to COVID-19 Policies]

This year has been unusual, to say the least. The COVID-19 pandemic has affected everyone, including their travel plans for the year. And things are continually changing, making it challenging to nail down future travel ...
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Restrictions Have Been Lifted for Short Term Vacation Rentals

Serendipity Anna Maria is happy to report that effective May 21st, 2020, restrictions on vacation rentals have been lifted. This means we can once again rent our beautiful homes for less than 30 days. It ...
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Beautiful Sea La Vie Property Now For Sale

It's bittersweet to announce the listing of our Sea La Vie property for sale. It has been a favorite rental over time but we also know it will mean a dream come true for the ...
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Long Term Rentals Available [Plus the Latest COVID Update]

Although life isn't back to "normal" yet here at Serendipity Anna Maria, there is one thing we are celebrating: We are open for long term rentals! Based on the latest information from Governor DeSantis, vacation ...
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A Sneak Peek of Our New Beachfront Home

Serendipity Deux is the name of our brand new 2020 beachfront property on Anna Maria Island. It's still under construction, but it's coming along beautifully. We thought we'd give you a sneak peek of what's ...
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We’ll make sure your next vacation is relaxing and fun!

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