I’m also not a fan of buying a property that loses money every month, while hoping for appreciation and betting that interest rates will fall.

I’m Sa'Mara Roberts, and I’ve been active in real estate wholesaling for four years, focusing on land properties.

It's my first deal I've worked on as an investor so I'll be actively marketing on BP and SM soon as I have it ready. 

I second what Jonathan Greene is saying here—turnkey is probably best bet given your constraints.

It's hard to say for sure without knowing your market numbers, but I would bet you if you looked at a 10 year projection, you will probably have a better ROI with the equity in 2 houses as opposed to the equity and cash flow with one. 

Turns out the Landlord entity, operating property, doing leases, doing all the activities, is themself leasing the properties on an enhanced NNN basis from a separate entity. 

I'm an active investor in Indiana; I'm in several of the markets you mentioned. 

Only thing I can think to do is call Vrbo or Airbnb and explain the situation and see if they would allow you to create another account that maybe isn't active to use until the other accounts are shut down?

Quote from @Greg Jeanfreau: @Vante Jay As with juat about everywhere else in the country The New Orleans market has many many active investors.

Hey @Jon Pflueger - your best bet will be to retain an architect, they typically have a good understanding of what's feasible and not in a specific zoning/area + will know how to handle variance permissions and etc.