Anna Maria Island Vacation Homes

Serendipity Calls: Experience Paradise in Our Luxurious Anna Maria Island Homes.

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

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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.

Kiersten Chavis
a month ago
The house was nothing short of amazing. This was our first time to AMI and have absolutely fallen in love with the area. Rick was...
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Barbara Rogers
3 weeks ago
Beautiful finishes, comfort in every room! (And that’s with some 60th birthday ladies in bunk beds:) This house had everything for any age: from bikes...
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Amanda Parah
11 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! ...
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Ana Calero
a month ago
Beautiful home and amazing host. The home provided all essentials and was very clean. The elevator made it easy to get suitcases upstairs....
Read More »

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.

The Center of AMI: A Community Staple

The Center of Anna Maria Island  407 Magnolia Ave, Anna Maria, FL 34216 Hours of Operation  So, What is The…

May 23, 2025

Capturing the Sound of AMI: The Best Places for Live Music

If you’re looking to enjoy some live music during your stay on Anna Maria Island (AMI), you’re in luck! The…

May 9, 2025

Fishing on AMI: Frequently Asked Questions

Anna Maria Island is a favorite spot for fishers of all ages and skill levels. The seven-mile-long island is surrounded by…

May 2, 2025

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.

All of our vacation rental homes are equipped with TVs in every bedroom and the family room for your convenience. We offer streaming options on all TVs, but guests must sign into their own streaming accounts (such as Netflix, Hulu, or Disney+) to access content. Please remember to log out of your accounts before departure to protect your privacy.

Serendipity does not provide chef services directly. However, we have listed some professionals on the area you can contact directly, review our blog article about it here.

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.)

More FAQ

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

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