Standardizing these elements will allow you to expand without reinventing the wheel.

They are both healthy and don't appear to be doing any damage to the house other than maybe dropping leaves and twigs every now and then.  

So long story short we have a traveling nurse staying at our rental that got some water damage when the roof was being replaced, they don't have renter's insurance (which we require in the renter's agreement they sign), water damage has been remedied and is cosmetically minimally affected and still very much in a liveable state.

Properties with poor data privacy practices represent a risk, both in terms of fines and reputation damage.

Usually this means that the tenants have to provide access (within reasonable common notice), have to cooperate in access to make repairs (if they don't they would be liable for any additional damage caused by delay in repair), and subject to paying for a locksmith because you had to change the locks because they wouldn't give keys or provide access. 

With my purchase and sale agreement if that ever happens and can sue the seller for not performing, prevent the sale to someone else, and get money for specific performance and/or damages."

But the damage was done—I had already gone through three management companies, three evictions, and a lot of lost rent and legal fees.

Include a fine for violations, additional fees for mitigating smoke damage (including odors), and whatever else is needed.

Many mid term travelers are families relocating to the area, displaced families (homes have had water or fire damage, or are undergoing extensive renovations, eg), international business travelers, families from out of state visiting their family here for a few months...all types.

There is roof damage, probable damage to the trusses, and the water line busted.