Great question....my answer is total guess vs expert response, but I don't think you probably gain much if anything by doing a cost seg on a single family house with long term renter. 

He sure needs it.One option is to get family contact info and keep calling once you have it.   

Any input appreciated: best areas (Silver Springs Shores/Belleview, etc) for renting to a family?

A landlord does not need to provide a reasonable accommodation for an emotional support animal when:The property is an owner-occupied building with four or fewer unitsThe property is a single-family home sold or rented by the owner without the use of an agentThe emotional support animal poses a risk to the health or safety of other people, or a risk of substantial damage to property (but this risk must be specific to the animal and cannot be based solely on assumptions about the animal’s breed)"Definitely have a chat with a local attorney to ensure your local laws apply, nonetheless since its an owner occupant, it sounds like you have some recourse to deny this request. 

Are they Single Family Homes? 

Hello everyone,I already setup a new LLC for several properties that was rented as our family investment property.

I am moving out of my 3.5 year old single-family home as it is becoming a rental next week.

There is a strong rental market in Sherman Texas so I imagine the rent could be more than $1,000 but the property is only a 2 bed 1 bath. 

You can use a VA loan or an FHA loan for small multi family property as well as single family. 

That distinction is important for one very important reason, the asset decisions are being made by the owners (or a direct family member) which eliminates a layer of defense for all these decisions.