I don't know if the returns would be there unless you are doing something at a scale where you have half a dozen to a dozen STRs in the same general proximity. 

Do they have a physical address? 

Research areas where there’s demand for these renters—proximity to hospitals, business hubs, or universities are great places to start.Furnishing the Property: Most mid-term renters expect fully furnished places, but not to the same extent as short-term rentals.

I have the mental and physical ability to build more, just not the finances... 

They are getting booked for around $75-100 per night in southern Vermont with proximity to ski resorts and lakes.

For example FHA guidelines say you can deny an ESA if they cause an undue financial burden, cause a direct threat to the health and safety of others (the letter from the neighbor supports this), or cause substantial physical damage to the property.

Brought all parties together and physically helped my friend go through the house to pack up family heirlooms What was the outcome?

I mean, as a building, they are probably the easiest to physically expand, are you also pouring a slab?

I think it depends on their geographic proximity to one another.

@Michele RichardChicago neighborhoods and suburbs are ideal for rental properties and Building Reconstruction Redevelopment (BRRRRR) due to proximity to major development projects, affordable multi-family units, and strong rental demand.