@Kevin Coleman -Here are answers to your questions:1) Buying a short term rental vacation home here in the Orlando area doesn't involve any special requirements than in other states.2) You will need to use a lender licensed in Florida. 

1) Ignorance of the law2) Ignorance of costs3) Inability to understand and properly measure the risk involved with an investment.

@Val Jaz I agree with everyone on the approach of just issuing the notice to quit based on non-payment of rent, and do not interact with these people or get involved in any more drama.

What would be the best way for all involved to go about this?

Then there are lenders who do loans for REI and they understand the risks involved with rentals.

I'm a new investor looking to connect with people involved with all rungs of the ladder from finding deals, to managing, to agents, to flippers, and renters.

But, I can tell you that I consistently have clients and potential clients come to me with unfortunate situations involving lease agreements (sometimes found on the Internet) that are simply not California compliant or unenforceable.

I rarely drive down there but when it comes time for a new tenant I want to meet them and be involved.

There is more work involved in Section 8 though. 

There seems to be a lot of costs involved with setting up multiple entities and hiring an attorney to set them all up correctly and a CPA to assist with my books and write offs.