Personally being in a summer tourist town I think cutting that down to 2-3 night min would look more like 32k a year minus cleaning service. 

The house is in decent shape, but needs some cleaning and TLC. 

renovations / Clean up What was the outcome?

These would be small repairs like paint, replacing the carpet, cleaning, small cosmetic repairs.

How to simplify entities to ensure clean accounting books and maximize property attractiveness for future lenders and buyersI realize these are somewhat different specialties but would prefer to consult with someone with a comprehensive understanding if possible.

I also had to use allot of soap, water, paint, furnace cleaning and much more.

I have seen so many disasters that look perfectly fine in the surface of the transaction but once the closing papers have been signed the clean-up from deals that have been made trying to either do it on the cheap or to try to get the upper hand can be very ugly indeed.

Also, I clean all AC coils every spring.

If you’re making them meals and cleaning the room every afternoon then yes.... schedule C.

Worst case scenario will Wells Fargo have to now foreclose on the trust to obtain a clean title?