You can google "Overnight Rental Insurance" and come up with quite a few agencies that offer this coverage.

I wouldn't compare yourself to big-time investors because they're buying up things so quickly and with cash for many reasons.

Even if I get her to sign, I really doubt she has kept records of my specific transactions, and my gut tells me she would lie if the state called her up and asked her. 

You will have to first notify the tenants' case manager at their local housing authority who will likely want to dig into why you don't want to renew - in which case like others have mentioned, it's a good time to lawyer up and/or document every instance of them breaking lease guidelines. 

This type of contingency is known as a "lease-up contingency" and is sometimes used in commercial real estate transactions.

We close July 9 on the duplex, and looking to roll the 1031 exchange ... 

My STR has been up and down all year, but overall I still see a lot of opportunity coming my way.

I’ve heard that rolling paint provides for a better looking finish over rolled.  

This is a great insurance company and I have a great policy so I don’t want to screw it up.

It is up to her to let your siblings know the rules and enforce them.