First, I would have to worry about food or other needs. Homeless people sometimes go days without food or water. I cannot imagine how difficult that would be. If I were homeless, I would spend my time roaming the earth for something to eat. I would not have enough money to even travel and roam the earth. I would basically be trapped in one city looking for food and shelter. All in all, I would not want to spend my life figuring out what my next meal would be.
Additionally, since I own a mansion, I would be constantly entertained.