This is a rain barrel with a removable lid that is a sub-irrigation (self-watering) planter. Why not? There isn't a detailed description in this article but that looks like a rope wick coming out of the hole in the middle of the planter lid.
There isn't a photo with a plant installed but it certainly is a creative way to decorate a utilitarian rain barrel. You could have a rain barrel that looks like this. I like it a lot better than this one.
What the city of Lexington, Kentucky is calling the "Lily" is available only to residents for $75. The Lily was designed by two local residents who call it the Raintainer. Whether it will be available on the consumer market remains to be seen.