She owns the property, but I take care of all STR maintenance, cleaning, booking, furnishing, etc. 

During the middle of the sale one of the pipes burst in the condo and neither the bank nor the seller wanted to pay for the repairs, so I paid about $800 to have the pipes repaired and clean up the water damage.

Found this one on Zillow, did a drive by and the agent happened to be there cleaning the place up with a couple other gruff looking guys.

Going into a sit down completely green will not be a good use of your time and certainly not for the experienced rehabber.

I have been reading David Greene's BRRRR Book and on a section with the GC he mentions a way on how to figure whether the GC is lying to you regarding the Timeline or not.

Kept the place clean though, and never complained about anything/bothered me.I made the decision to split up her rent payments.

The town also had few rentals available, and all the neighbors are homeowners utilizing landscapers to care for the lawns, all neatly mowed, edged, besides having spring cleaning, mulched, etc.

My main concern is that I would have to find local housekeeping and maintenance folks and coordinate cleanings/fixes between checkouts or if the guests have any concerns while they are there.

I had one unit that we just cleaned up and put new appliances in and got $200 more in rent. 

You should talk to an attorney and clean up your lease.