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.

Amanda Parah
8 months ago
This home and location exceeded my expectations! It was the cleanest home I’ve stayed in, the pool/spa/outdoor space was fabulous! Well done! ...
SANDRA RIFFE
5 months ago
This home and the hosts were amazing. The home had everything you could ever need and then some. Our favorite was how we did...
Claire Metcalf
a month ago
Very nice place! I loved how it was kid friendly for toddler with toys highchair. Nice golf cart. Hot tub was phenomenal. Air conditioner was...
Shawn Bergquist
3 weeks ago
Serendipity Anna Maria property under the care of Lyn, Rick and Maria was absolutely a 5 star experience from the beginning of our reservation though...

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.

Events on AMI: Winter 2025 

Anna Maria Island is the perfect winter getaway. It is absolutely brimming with picturesque beaches, warm weather, and, best of all, plenty…

A Day Out at Anna Maria Island’s Farmers Markets

There is no better way to spend a morning than at a farmer’s market, and Anna Maria Island’s Farmers markets are some…

Getaway with Anna Maria Beach Cottages: Cottage 110A

Looking for a cozy place to stay while visiting Anna Maria Island this winter? Our friends at Anna Maria Beach…

FAQ

If there is open availability, you may be able to extend your days. Availability can be checked via our website at any time. Should you wish to extend your stay, please contact us directly.

Our living areas include a TV with access to cable and streaming services. Enjoy your favorite shows and movies during your stay.

Serendipity does not provide chef services directly. However, you can request a list of known professionals who provide chef services on the island.

Yes, cribs are available for our homes. Please let us know if a crib is needed prior to your arrival so that we may accommodate you.

Travel Insurance is recommended and may be purchased independently from several sites. (Red Sky Travel Insurance, Square Mouth, etc.)

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

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