Do not rely on your subcontractors to know/perform the code correctly for your area.

Those failures are  more negligent than a PM allowing a guest who paid with expectation to stay at the house to remain there in the middle of winter when they arrived on a Friday evening as you described.For now you will have to rely upon insurance, I don't believe the PM acted unreasonably given the circumstances.

Do not rely on it for legal advice.

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I'd rely on her to handle much of the day-to-day management.Given this, we're leaning toward a single-family home where we can comfortably rent a room to someone we trust.

It may cash flow for a year or 2 but once things start breaking or something goes south with a tenant or it sits vacant for a few months, all of that previous "cash flow" is wiped out.The business model is a high CapEx / low cash flow business model relative to the value of the assets.Rentals are a great long-term wealth-building vehicle (appreciation, loan pay down, tax benefits, etc).Don’t rely on them to pay for your groceries.Sounds like you have a lot of experience in negative CF, and not in positive CF. 

VRBO does not really rely on reviews of guests. 

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The information contained in this post is not to be relied upon.

Relying on that logic is to rely on resulting.