Our Most Popular Vacation Homes

Pack your bags, park your car, and get ready for the vacation of a lifetime - Serendipity will take it from there!

From Our Happy Guests

Kind words from those who have stayed with us.

Maisa Selva
a week ago
We had an amazing stay at serendipity. The house was spotless. The amenities were great. Bikes, kayak, paddle boards, and a six passenger golf cart....
Joerg Pohlmann
a week ago
My stay at Sky was wonderful. Couldn’t figure out how to use the golf cart, but thankfully the management team responded quickly and showed me...
Sterling Hanel
2 weeks ago
My family and I recently stayed at one of Serendipity’s properties. We had an incredible time on the island. We were located right next to...

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.

Plan Your Perfect Day at Island Plaza on AMI

We love it here on Anna Maria Island and are sure you will, too!  Looking for the perfect thing to…

Plan Your Golf Getaway on Anna Maria Island

Serendipity is here to help plan the perfect golf getaway on Anna Maria Island. It is no surprise that Florida…

In Love With Valentine’s Day on AMI

It is February, and love is in the air on Anna Maria Island. Serendipity is here to ensure you have…

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

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