. - The lease strongly suggests renters insurance, but does not require it (lesson learned!)

Home stays are okay in the city limits, but strongly suggest getting educated on the definition of "home stay".  

For anonymity, especially with a WY holding LLC, I would strongly suggest to use completely different names for each sub LLC.

Thanks for all the responses and helpful suggestions!!

I'd suggest two calculations for you to investigate more.

I really appreciate the suggestions.

I'd suggest getting to know some investors and real estate agents in town to get a good sense of the market.

There are some skills that I suggest every homeowner learns in order to avoid high repair bills (in order I usually do them):-Fix minor roof leaks & repair siding/exterior-Fix water supply leaks with compression fittings or hose clamps if needed-Install lights, replace bad receptacles, switches, or breakers-Install electric water heater if needed-Fix subfloor & sturdy up framing if needed-Fix/replace windows/doors/glass and install locks-Drywall/mud, brush&roll paint-Install floor (floating/tile) and cut/install trim-Install toilets/sinks/cabinets/faucets-install mini split units if no functioning ductwork

I need suggestions on what type of companies I should be looking into for these types of services or what type of searches I should be conducting to find companies that do these all in one services.

@Randall Degges  TK or not I would strongly suggest getting your own inspection.