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.

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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!

Cloud 9

Cloud 9

Anna Maria Island, FL

fanta-sea-47

Fanta-Sea

Anna Maria Island, FL

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Serendipity Deux

Anna Maria Island, FL

From Our Happy Guests

Kind words from those who have stayed with us.

Heather Buonaiuto
11 months ago
Cloud 9 did not disappoint! The pictures do not do the house justice! The house was so clean upon arrival. WE had...
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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...
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Jill Clark
6 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...
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Valerie Rinaldi
6 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...
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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.

Pedal Power: Exploring Anna Maria Island by Bicycle

Just off the southwest coast of Florida is a small piece of heaven, the beautiful Anna Maria Island. Clear white…

September 1, 2023

A Dog’s Paradise: Vacationing in Anna Maria Island

You shouldn’t have to leave your best friend behind when taking a vacation. Anna Maria Island is truly a dog’s…

August 22, 2023
Vintage Charm

Experience the Vintage Charm of Anna Maria Island

There is something timeless about Anna Maria Island. Standing on the pristine white sand beaches and staring out into the…

August 15, 2023

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

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