Find The Perfect Vacation Destination

Serendipity is committed to providing a luxurious and cozy vacation experience. With amazing vacation homes located in Anna Maria Island and Park City, you are bound to find the perfect destination.

Our goal is to help you enjoy your vacation to the fullest, so whichever location or property you choose, you won’t be disappointed.

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.

Heather Buonaiuto
a year ago
Cloud 9 did not disappoint! The pictures do not do the house justice! The house was so clean upon arrival. WE had...
Matthew Skilton
a year ago
We had a fantastic week in Anna Maria Island at Cloud 9 (as we always do). The house was beautiful and exactly as described when...
Valerie Rinaldi
9 months ago
Beautiful house Beautiful location. From the moment we walked into the home we knew it was perfect ! We were a group of 7...
Jill Clark
8 months ago
This was the most fabulous experience! Our family of 7 stayed at Sand Trap for the second year in a row and can't wait...

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.

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…

Super Bowl Sunday & Anna Maria Island

Excited for the big game? There are plenty of ways to watch and celebrate Super Bowl Sunday on Anna Maria Island….

Monthly AMI Events | Jan-Mar ’24

There is no better place to spend the winter months than Anna Maria Island. No matter if your stay is…

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

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