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

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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Discounted Stays for Those on the Front Lines

Are you or a family member on the front lines of the COVID-19 crisis? We are proud to announce that our homes are now available at significantly reduced rates. The following people are eligible: MilitaryEmergencyGovernmentHealthInfrastructure ...
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Important COVID-19 Update for Travelers to Florida

24/7 Checkpoints at I-95 at Florida/Georgia Line As you may or may not know, Governor Ron DeSantis issued an Executive Order (20-86) on March 27th, 2020 requiring all travelers from areas with substantial community outbreaks ...
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We’ll make sure your next vacation is relaxing and fun!

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