Then again, I can't focus long enough to read a whole book (brain injury from Iraq) and don't have the interest in shelling out tons of money for some guru. 

I know Proper Insurance provides Short Term Rental Insurance; they quoted me $600/year for each of my properties (would come out to $3600/year) for $1M in per incident and $2M in aggregate liability coverage for Personal Injury + Business Income Loss.

What can I expect from a contractual, insurance, or "unofficial" legal standpoint regarding the tenant's injuries?

Can you imagine what a personal injury lawyer would do with a case like that?

To add insult to injury, If Bob wanted to buy his apt today, it is worth much more than the $1 Million, probably more than $2 Million.

And prevent injuries.

How many accountants, realtors, or wholesalers were killed last year due to work related injuries? 

Please keep in mind Med pay coverage is where you ask the insurance company to voluntarily pay for someone's injuries, so the injured party does not need to sue you under the General Liability policy.I have personally used this coverage on my homeowners policy. 

Plus, being AirBnb this might be some extra liability through their insurance company that they wouldn't be covered for if there was an injury on the property.

While seasonal income, especially in a risky environment where injury can quickly eliminate long-term income, is a bit of a downside to the underwriter there is always a major factor to consider.