There are also multiple dry rotted boards where the legs of our chairs / shoe heels have gone through."

If I am going to sell it, I will repair or replace the dry rots, paint exterior, and repair the roof.

Does your cleaning service stay at your units  long enough to wash/dry the comforters before making the beds or do you have a second set that can be put in the beds right away.  

My hesitation stems from the fact that I am unable to wrap my head around how this will affect the overall STR supply in vacation markets.

You may thing you're buying a vacant lot, but it has $100,000 worth of junk to haul off, or that faded letter on the window when you get up close and personal says "dry cleaner". 

Hey @Ashley Wong,I don’t have much insight into Columbus or Tulsa, but I run a turnkey provider in Huntsville and can vouch for the area—for two reasons.First, Huntsville’s strong demographic headwinds have led to steady and sustainable population growth (+20% in the last decade), while the city’s abundance of high-quality STEM jobs—brought to the area by industry heavyweights like Dynetics, Boeing, FBI, Redstone Arsenal, Blue Origin, and others—have attracted numerous well-heeled millennial renters.

You would pull off the sheetrock, pull the insulation, dry everything out, treat the studs with a mold killer, then put it all back together.

Their standard contract absolves them of their actions and hangs you out to dry so they can continue providing poor service to tenants and owners.

You can earn honorable discounts and fees overtime by establishing mutually beneficial partnerships with one lender or broker but squeezing them dry for a lot of hard work and not equal pay isn't something I recommend making a strategy

Best case, they get bailed out by market appreciation before the property bleeds them dry.