Earlier quoted context omitted.
AirBnb is illegal in some of the states (and when states/hotel industry/cities get a wind of this story, it will probably be illegal in all the states), so I doubt any legitimate insurance companies will be handling this affair.
legitimate insurance companies Sounds like an oxymoron to me...
Which is not to say I agree that that would be an oxymoron. A 'morally sound free market' or 'morally sound unregulated capitalism': those are oxymorons, because there is no imperative that causes unbridled competition in free markets to lead to companies doing 'the right thing'. Which is why we need a government to regulate stuff. How much of a government is a different question: there's a difference between supporting libertarianism and supporting anarchism and not even the most staunch libertarian disagrees we need a government for some things.