Stunning Monthly Rentals on Anna Maria Island

Why rush your time in paradise for just a weekend when you can stretch your getaway to a month or even longer? Whether you’re a snowbird escaping winter or simply want more time down in Florida, our rentals are sure to become your home away from home.

Our monthly vacation rentals give you the chance to fully unwind and enjoy all that Anna Maria Island has to offer at a leisurely pace. For an extended stay that just can’t be beat, see what awaits at our Anna Maria Island monthly rentals.

Take your time fully uncovering Holmes Beach, Bradenton Beach, and Anna Maria. You’ll have the time to find your favorite spots that most tourists, rushed for time, overlook. Trust us, this island is best explored slowly! You’ll also quickly see that no matter how many nights you stay, the sunset over the Gulf of Mexico never gets old.

Each of our long-term stay vacation homes offer not just white sand beaches around the corner but a community full of amenities. Enjoy swimming pools, scenic lakes, a kayak launch, fishing piers, shuffleboard, tennis and pickleball courts, a clubhouse, and endless water views.

While each of our vacation rental homes is unique, they all offer the same great amenities, covering everything you’ll need for an unforgettable stay. Enjoy a fully equipped kitchen, spacious living room, comfortable bedrooms with fresh linens, free wifi, air conditioning, a washer and dryer, and beautiful bay view. Most of our rentals are even pet-friendly so your furry friend can join in on the fun!

From a family vacation to a solo getaway, we’re sure you’ll be grateful for your extended stay on Anna Maria Island. From check-in to check-out, you might be tempted to keep on adding months to your time with us. And hey, that’s just what we’re here for!