Additionally, regarding the legal structure, an LLC seems to be the most suitable option for our situation.

All existing STRs with 2 days rented in the last year will be granted legal non-conforming status.  

Seems to be there was a bad judgement on the rehab from all parties.

Quote from @Stylianos Kalamaras: Yes they are, they cost me $800 knowing they would not close my deal and waste my time, if I had any possible legal recourse I would take it they shouldn’t be allowed to operate it’s really sad.  

For the most part I am not against your agreement, I think it's a great avenue.

Happy you joined the party.. how soon do you plan to start crunching numbers on a potential deal?

Owner ended up settling with the tenant, but then we had to threaten to sue our own client to get them to pay our legal fees.- Owner must sign a Hold Harmless to indemnify us against any potential tenant lawsuits relating to the work their contractor is doing.--- Another lawsuit resulted from owner's contractor taking down basement handrail to get supplies down the steps, then they didn't put it back and tenant fell down the stairs.- We also negotiate a reasonable completion date, depending on the Scope Of Work (SOW). --- Who gets all the phone calls and wastes time calming a tenant down because the owner's contractor doesn't show up as scheduled after they took time off from work or a 3 day job takes 3 weeks?

Its typically triggered by a third party, so until someone wants to complain, there is no ADA compliance police wandering around giving citations.

They don't tear things up, they don't party, rent is generally paid early, lots of positive attributes!!

But the road crosses 3 other properties for which there is no legal access.