I can expand my search easily to 365 days or add another county.

You can easily can $200+ per night depends on price surge.

Around here, he can easily pick up about about 5K per year working one Saturday per month doing small jobs. 

I do understand and see how it could easily get out of hand, especially being my first rental and learning as I go. 

I am interested in doing that so that the rents for the current and future tenants are more easily compared to other rentals in the area.What are the downsides of a utility fee?

It is one of those exceptions to the general rule in Tax Law, and can be easily missed.

We don't have that many units, but thus far have intentionally bought rentals in areas that are desirable and have fixed up all of our units so they themselves are desirable; therefore they rent easily.

So if the client gives me a set of books for the LLC and I can quickly and easily tie out the rental income, mortgage interest and property tax against the third party documentation for such and the asset basis (for first year client), then it's super quick and won't add much to the cost of the return.It's sorta like charging hourly (although I do have a minimum, even for a 20 minute tax return) - hand me something clean, and it's super cheap for you.  

I get a few walk aways but but still a high rate of applications for screening.btw: rents at FMR or 5% below fill my units easily in one month(including all screening, BG and CR reports).

Yes, installing new A/C heating unit to a duplex can easily cost you $15000-30000.When I needed to ad Central A/C to my 1963 duplex, it costed me just $15000, roof installation and permits.