first off welcome to StP and I'm happy that youre interested in the squatter life style.
However, I have to give you some constructive criticism here man. Based on just the "squatter/anarchist/whatever" comment shows me that you probably have done little to no research on squatting or anarchism. Many anarchists aren't squatters and many squatters aren't anarchists. As a practicing anarchist I can also tell you that squatting does not make you an anarchist.
I would not suggest just diving into something like setting up a squat in a state like Florida. Read read read, theres a lot of great threads and guides on here that you could learn a fuck ton from.
When you say you don't want to work do you mean you don't want to have a job or you don't like to actually work? Cause if you want an even semi-functional squat takes A LOT of work, as does living with no money. Arguably considerably more work than if you had a job and paid rent. Asking to live rent free w/ electric and wifi is also a long shot man.
Realize you are in the state I can assume most StP'rs would agree is in the top 3 hardest places to live houseless/travel throu/or squat. Its possible, but its a pain in the fucking ass, and I would put money on a negative experience with either the police or the locals within minutes of trying to establish a squat there if you don't know what youre doing. Do a FUCK ton of research before trying anything, focus on other aspects that come with living without money and brush up on the skills youll need to learn. Remember to be careful out there and do not rush anything. Its better you go into this prepared, because otherwise you could face some shitty situations and I wouldnt want you to have a bad first impression and be turned off of the life style.
If youre thinking of taking a few years off of school, maybe try traveling to a more friendly state (texas could be a good spot not so far from you)