Q.Maintaining window boxes year around?
What to plant in window boxes in center Florida in full all year? blooming plants?
You will need to determine the sun density of the window boxes to make the proper selection of plants.
https://www.gardeningknowhow.com/garden-how-to/info/what-is-partial-sunlight.htm
Some possible plants; Sweet Potato Vine, Fiber Optic Grass, Dracaena, White Licorice Plant, Coleus, Frosted Curls,
Summer Snapdragon and Coleus.
Succulents and Sedums make lovely window box displays.
I would suggest a visit to your local garden centers and greenhouse and see the local selections. They often have plantings that can give you a nice idea on mixing plants.