Popular Rentals
Park your car, Bring your bathing suit and we will supply the rest – You are an islander now.
Cloud 9Starting at $900
Waterfront, Anna Maria
SerendipityStarting at $700
Beachfront, Coastal View, Waterfront, Anna Maria
Fanta-SeaStarting at $700
Anna Maria North End Gulf Side, Anna Maria
From Our Happy Guests
Kind words from those who have stayed with us.
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.
Everything You Need, Right Where You Are [Grocery Delivery Info]
Vacationing is all about relaxing right? It’s about ease and comfort. It’s about escaping the daily hassle of life. So…
Travel with Confidence [Update to COVID-19 Policies]
This year has been unusual, to say the least. The COVID-19 pandemic has affected everyone, including their travel plans for…
Restrictions Have Been Lifted for Short Term Vacation Rentals
Serendipity Anna Maria is happy to report that effective May 21st, 2020, restrictions on vacation rentals have been lifted. This…
Start Your Vacation
You’ve Earned it! We’ll make sure your vacation is relaxing and fun.