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
Retro RetreatStarting at $200
Anna Maria North End, Pine Ave, 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.
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…
Beautiful Sea La Vie Property Now For Sale
It’s bittersweet to announce the listing of our Sea La Vie property for sale. It has been a favorite rental…
Long Term Rentals Available [Plus the Latest COVID Update]
Although life isn’t back to “normal” yet here at Serendipity Anna Maria, there is one thing we are celebrating: We…
Start Your Vacation
You’ve Earned it! We’ll make sure your vacation is relaxing and fun.