Understand the demand for short-term rentals there, the peak seasons, and what similar properties are charging.I would also suggest networking with others who are already investing in that area.

Of course, there's no guarantee on what will happen in the next couple of years, but demand continues to outstrip supply.  

From what I've gathered demand is down a bit and so if you are even further from the actual beaches I could see you not getting enough occupancy. 

I don't have any experience with that company specifically, but assuming it is a 'build to rent' type program, I have yet to hear of anyone who has a completely satisfactory experience purchasing through these.Regarding the area that property is in specifically, it's going to be a very rural area, currently with low rental demand and a bit higher crime rates compared to the surrounding area.

Looking at MKE real estate FB groups for investors, housing, and traveling professionals could help gauge demand as well

If you are not in Huntsville or Madison proper, you may want to wait out things for a minute, as some of the outlying areas are definitely tilting toward supply exceeding demand now.  

A common issue is supply and demand effected by population changes, construction, economic issues, the job market and location.Personally I haven't seen vacancy issues at this time,  but I have gone through cycles of vacancy issues.

I know someone in DC looking to sell a shared kitchen space...I’m looking in my local market here in Augusta, GA since there is a demand for it and only two small providers.

In such a situation, a subpoena (if not a demand for disclosure if a local ordinance allows) is the proper way to lift the veil of the trust and have a disclosure of the personal beneficiaries of the trust.This is a real estate forum.

If you know New Hampshire well and what the hot spots and activities are there’s many areas with year round demand.