Paradise on 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.

Our Most Popular Vacation Homes

Park your car, Bring your bathing suit and we will supply the rest – You are an islander now!

From Our Happy Guests

Kind words from those who have stayed with us.

Brandy Scott
3 months ago
There are no perfect words to describe how AMAZING Serendipity is! Our family of 7 (4 adults, 3 children) feel so lucky that our Coronavirus...
Connie Bowne
a month ago
It was a perfect setting for a family get together. Our grandsons first visit to the beach.
Jackie Griffin
a year ago
I love this place. I want to go back. I had the privilege of visiting friends and I was shocked. It's more...
Sarah Minnick
11 months ago
Absolutely wonderful! Perfect in every way!

Featured Areas

We offer exquisite vacation rentals across Anna Maria Island.

Serendipity Anna Maria Island

Anna Maria

Beautiful, Tranquil & Plenty of Sunshine

Serendipity Anna Maria - Father and daughter walking on beach

Waterfront

Your Vacation is Only Steps From the Water

Boy paddle boarding - Serendipity Anna Maria

Coastal View

Enjoy the beauty of Anna Maria Island

Our Core Values

Our dedicated team aligns with our simple core values “C.A.R.E.”

C

Putting our Customers first.

A

By maintaining a friendly and helpful Attitude

R

And treating all of our clients with Respect

E

While Enjoying life in the process!

Latest Articles & Updates

Read more about Anna Maria Island and what it has to offer your next vacation.

6 Animals You Can See at the Beach

When vacationing at the beach, most people look forward to sights of sugary sand and bright blue water. However, these…

COVID-19 Update: Gov. DeSantis Announces the Start of Phase 3

On Friday, September 25th, Governor Ron DeSantis announced that Florida would be moving to Phase 3 of it’s reopening process….

4 Safety Tips for the Beach

A trip to the beach can be one of the most relaxing vacations out there. However, even with a beach…

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

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