@Raphael Braschoss There is no "we think we can subdivide"....You either can or can't depending on the zoning and parcel characteristics. 

Each home has to be viewed independently as each has unique characteristics.

I what type of characteristics should I look out for when interviewing or what are some questions I should ask?  

One model I’m seeing investors doing is the rent by the room strategy / padsplit.IF done right, you can turn a single family home to function like a multiplex - increasing the cash flow by double, even triple oftentimes.Has to be the right property of course / layout / characteristics to minimize drama and conflict between roommates / tenants since it’s a longer stay than STR and spaces are shared but with the right set up and systems in place in can be extremely effective and super profitable.You can easily switch from STR to MTR since it’s already furnished and just make a few tweaks.I can definitely help you put some ideas together or connect you with some investors I know doing it in Jacksonville FL. 

@Ryan NunyaYou are correct that short-term rentals are a different animal for tax purposes than purely "rental" income as noted in the original post. 

They were not as concerned with the characteristics of the property.  

I have both midterm and long term and they definitely are two different animals.

There's still opportunities within this space, but you will have to focus on properties that possess the characteristics I noted above, not the clearly marketed opportunities. 

They have horses and other farm animals and have been exemplary in maintaining the property and managing minor repairs independently.A recent search revealed zero similar acreage properties available for rent, underscoring the uniqueness of this rental home.

The appraiser should generally try and rate those important characteristics in order.