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 month 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....
Sterling Hanel
a month 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...
Karen Karski
3 weeks ago
We loved this rental. The home was very clean and comfortable. The views were so beautiful - especially the morning sun rise. ...
Joerg Pohlmann
a month 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...

Our Core Values

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


Putting our Customers first.


By maintaining a friendly and helpful Attitude


And treating all of our clients with Respect


While Enjoying life in the process!

Latest Articles & Updates

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

Coffee on beach

Coffee Shops on AMI + Transport & Day Trip Tips

Favorite Coffee Shops on AMI Looking for a taste of paradise to take your vacation to the next level? Or…

Explore Anna Maria Island with a Local Guide: Museums, Churches, and Markets

Get ready to explore Anna Maria Island!  Anna Maria Island is a place of beauty, culture, luxury, and more—a slice…

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…

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

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