I am not discussing state of being homeless but one's choice to live independent from the majority of the society.
Source: Once helped a college friend with her thesis by helping her conducting interviews with homeless people living near our university campus.
It's an interesting culture. I remember one article where they were trading "markings" or their own little "hobo symbols," and one self-described "hobomedic" was sharing his extremely convoluted symbol, saying "if you ever see this, there's medical help available here!"
No idea what "medical help" might mean, but based on his "kit pics" it would involve aspirin, Band-Aids, and holistic oils. Also, the choice of his own convoluted"symbol" over universally recognizable symbols like a + or something has its own implications.
I'm sure there are, but people who are nomadic by choice is not the problem that cities are trying to solve.
The _public_ issue of homelessness results from mental illness and drug addiction and societal restrictions on enforced institutionalization, rather than resulting from free choice or even lack of income.