A practice of nickel-and-diming me to death will not have great benefit for them because it will generally not result in handing me the short end of the stick, but also reduce their share of the rental income.

Until those houses are paid off, and they will be paid off much faster on 15s than on 30s, you are short cash flow.  

The rest will be difficult and undersirable no matter what, and I offer to let them free and off their lease agreement on the spot as long as they clean up my property and take all of their belongings with them but most cannot afford to move in such short notice.

The short answer is the financing depends on many factors; income/assets and credit of all partners or parties to the transaction on the buyer's side, operating income statement for the building, deferred maintenance, occupancy all come into play.Stephanie

Enough that it is more cost effective for me to self insure the property for hazard than to pay that premium yearly. 

Let them move along if need be - despite the short term pain it may feel like it is causing!

Greetings all- I’m in the market to purchase a short term rental around Disney world.

Hello all, I have a place in the Jefferson Park area and am torn between using this as a long term rental or short term rental.

If he wants short-term, he needs to pay for it.

In short, you choose to invest out fo your area for opportunity.