Anna Maria Island, FloridaAnna Maria Island
Our favorites
Discover luxury vacation rentals in Anna Maria Island. All curated by people, not algorithms. Every property is hand-selected, but these are the ones that made us say 'wow'.
Gulf coast tranquility
Experience the laid-back charm of Anna Maria Island, Florida from the comfort of a luxury vacation home. This Gulf Coast barrier island offers pristine beaches, historic fishing villages, excellent restaurants, and Old Florida atmosphere. Whether you're fishing from the pier, exploring Historic Bridge Street, or watching dolphins, premium KEY.co Anna Maria Island vacation rentals provide the perfect island getaway.
Why KEY.co
We curate exceptional homes and arrange every detail so you can simply arrive and relax.
Homes that raise the bar
Our portfolio is small on purpose. Every home is professionally managed, design-forward, and vetted for comfort and style.
Services to elevate your stay
After booking your home, complete your stay with tailored services. From pre-arrival groceries and private chefs to in-home massages.
A team who obsesses over every detail
From hand-selecting homes to coordinating logistics, our team makes planning seamless. Your only to-do is to arrive and relax.
Explore locations
Wherever you're headed, make it memorable with KEY.