@Franky AikensThe problem with “wholesaling” as the term is now used (incorrectly, but that’s another story) is that people with no intent, ability or financial capacity to complete a transaction themselves try to disquisition that and lead the seller to believe that as long as the property appraises at the sale price and no major repair or title issues arise, that the sale will take place.

My main concern for not renting them separately, and only mentioning that they could rent together is that if I have a group of 10 people and I search on Airbnb, once I input 10 adults in my filters, the listings with 3 or 2 bedrooms that have the capacity of 8 people will not even show up, and I couldn't even know that place can be rented together from the description. 

First let me say good idea and nice thinking to add capacity of new elder homes.This google string brings up good reading and a few states reg's URLs:   building assisted living trainingBUT here's some info I heard;- Due to covid deaths in the elderly some nursing homes (and probably ALF) are running 50% to 70% capacity and this is the break even cash flow point for those facilities.   

Hotels across the country are facing staffing problems, which is limiting hotel capacity and driving prices up.

Hotel rooms are usually filled near capacity during the Summer/hunting/fishing season. 

and then do your room-sharing house-hack thang.Ultimately it comes down to your needs, wishes, risk preferences, and capacity to wait. 

My agent tells me that the rate is based on the capacity of the LD retention department to issue the loan at this rate. 

But in close to 30 years of investing, primarily using different types of lease options, I can count on one hand the number of times a Realtor has been involved in the deal in any capacity. 

The rents are low, and the $1,400 is what the current owners income has been at full capacity. 

Your “seller” needs to have standing, meaning capacity, powers and authority to pass marketable (insurable) title.