Having done both, I can tell you, living on the road is a far cry from living on the street. In the english language street and road are two words for basically the same thing. But when it comes right down to "a place to stay", they couldn't be farther from each other.
The road is a lonely place, town to town, but filled with excitement. Meeting strangers, seeing the sights, eating different foods from different cultures.
The street is the easiest hard place known to man. It's easy. No responsibilities. Nobody who relies on you. Just you and the cold concrete beneath your feet. Sleeping can be difficult. But once you find that spot, your spot, that warm spot where you know your neighbors; it can make all the difference
