The next day, he dropped a few of his boxes at the house without my permission while someone was working there. he never paid me the full amount to occupy the property, he never signed the original lease which by now has expired.

But this is surpassingly irrelevant as I have no duty to anyone but myself to enforce the terms of my lease and I am free to amend those terms to make them more permissive at any moment.Under these facts I don't think the case is susceptible of a neat solution.

I went and spoke to the person at the law school about permission to advertise on a bulletin board there or whatever they would allow me to do.  

Now, I know that renting that unit would be out of the question because it is legally defined as your principal address and is clearly stated that it is owner-occ; however, would it be legally permissible to airbnb this unit?

Some have done it without my permission and they never do a good job and they also never return it back to its original color before they leave. 

., you're basically giving them permission to stay another 30 days.So, stop the ability to deposit money.  

There is no rule saying you can charge an amount for a specific thing, we dont ask government for permission to do things, they just lay out guidelines for what we cant do, I would trust Mr Nagel know what hes talking about, he has enough experience with these matters to have quite a bit of clout.  

I think since we are still establishing our tenant/landlord relationship that this is a perfect example to show them that they can't walk all over me and do things without my permission.

I didn't rent to people who didn't respect me or value my time.And, I agree with roommates/couples you put them on the lease and then only do month to month agreements, because odds are, they will break up and you'll be dealing with this scenario.The only times I didn't include all adults on a rental agreement, I then gave written permission to the tenant to have a long-term guest, which could be revoked at any time.But, really trust your hinky hairs. 

But, this would be one of those "easier to get forgiveness than permission" situations.