I could never romanticize homelessness. I guess I've seen too much.
The only thing I can add to this thread is that, especially for a female (Although I'm sure it applies to all, especially children), "squatting" overnight in an abandoned home means that if you can work yourself into a corner to sleep, at least you have a roof over you to keep out the rain/dew, but also the wind can't get you and last and most importantly, you only have one direction from which you can be assaulted.
It is not a romantic situation.
Shelters are not an option. They unfortunately are mecca for other, more predatory homeless who are expert thieves and thugs, where you need eyes in the back of your head. The street is safer in many cases.
You also have to learn how not to be followed by those vigilant observers who would target you.
Most homeless folk need to be rescued from their desperate situation. I pray for them.
Blessings ,
L