I think this could be a tough road to navigate but I would certainly look at minimum standards for owners just as you want to be selective on the tenants you put into a unit I think you want to be selective on the owners.

One of the primary challenges they face is navigating the market without trustworthy contacts. 

But like Patrick points out, each city has their own processes and some have point of sale violations, and Cleveland is supposed to start doing this in the fall, so the best thing you can do is to find an experienced agent / broker who can help navigate these issues with precision and ease!

Consider consulting to navigate tax implications and proper structuring.

I find that if you are able to help people within your network navigate the complexities of private money, they will be less apprehensive and less likely to ditch you at the funding table because they get skittish.

Bad news is you still have to pay them to run it for you.Hope that helps navigate the seas on a surface level for your NOLA STR!

I used to work for the VA and I know for a fact that the VA loan will allow for additions, if nothing else, for handicap access and disability related navigations of the property, to include stairwell modifications, handrail additions, etc.This is usually only for unique cases of disability though, IE severe injuries and/or disabilities.

I have included a BiggerPockets article outlining BRRRRs and navigating leverage to scale your portfolio below.

It's difficult navigating the home purchase process in general, but a lot of more difficult buying something with costly surprises you didn't plan for. 

STRs are very hard to learn and navigate.