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

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 ...
Read More

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 ...
Read More

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 ...
Read More

Governor Suspends Florida Vacation Rentals for 14 Days

As our valued customers, we want to keep you informed on the latest information regarding COVID-19 and how it is affecting our operations at Serendipity Anna Maria Island.  On Friday, March 27th, 2020, Governor Ron ...
Read More

Serendipity Anna Marias Response to COVID-19

Dear Current & Future Guests, Thank you for your patience as we work with you to accommodate your individual needs to the best of our ability. Since each situation is unique, we are evaluating the cancellation ...
Read More
Waffels on Anna Maria Island

11 of the Best Foodie Spots in Anna Maria Island

Is there a better way to experience a city than to eat your way through it? We think not. And if you’re reading this, chances are you agree with us. We thought we’d save you ...
Read More

Be the First to Know

Sign up for our Newsletter and be the first to know about our updates and promotions.

We’ll make sure your next vacation is relaxing and fun!

  • This field is for validation purposes and should be left unchanged.