I realize that having properties under my name poses a lot more liability, and so I would like to move these properties into an LLC, but part of the disclosures when signing for the loan stated that I would not transfer the title of the property.

My question is if I make this deed transfer do I have to pay capital gains tax when this transfer is made or years later when I sell?

Transfer tax is also higher in Wilkes-Barre and Scranton then it is in the surrounding areas so take that into account when buying. 

You could be local and yet become ill, etc.If some investors want to overpay, it will become noise in the data.

This will bring in a very conservative estimate of $900/room from AirBnB (I have poured over the analytics and already gathered competitor data) and allow me to not pay rent and save the $1300/mo I was putting towards rent.

Also a lot of the published data you see is wrong.

It’s been suggested that we can do a FL special warranty deed and transfer ownership for my parents home with a very minimal sales price.

So far, I plan to create an LLC in Rhode Island, open a business account and a business line of credit, have all the earning and bills from the short term rentals go into said account, and have the LLC sign a lease on each of our properties (which my wife and I will own under our name) and then transfer the earning after expenses from the LLC over to our personal bank account.

Also, longshot, but anyway to avoid paying the transfer taxes and recording fees twice in that instance? 

Data research from 2018 shows that for our area, the rent is under the median price for a 4/2.