Is there any issues with doing this on investment properties that people have had in the past? 

I'm looking at small multifamiles and won't have an issue with capital thankfully.I am in Arkansas and looking to stay local-ish initially.

We don't have any issue getting it booked up for the season.

Your client should consult a real estate attorney to draft an agreement with the ex and ensure there are no legal or tax issues, especially since this is an investment property.

If it has a good review history, there probably isn't any issues with the place.

Today I had a heater issue and snow company that was late handling commercial before residential so we ended up clearing it.Open to each option.

There i a bit of research that needs to be completed early on in order to get a good judgement on the feasibility of this; from there, the "Official" way to ensure you could pursue this would be to request a "Zoning Opinion Letter" to receive an Official decision from the Department of Zoning in order to ensure this will not cause any issues during your permit review. 

Now, if you do not use a PMS and only have a few properties or only operate on Airbnb that’s a non-issue.

Then interview them.Now, let's look at your issues:1) How did replacing a toilet result in a burst pipe and flood?

Better than underground homes which have issues with moisture etc.