if you have an LLC and both properties are under it, you just need 1 operating account.If both are under your personal, 1 bank account specifically for the rental is enough for operating.Security Deposits should always be a separate account altogether.

Quote from @Pat Arneson: This comes with time!

In my instance there ended up being other disqualifying issues so I just said no.

(I have a special needs trust for my son so have dealt with the complexities.)My bigger concern would not be your liability exposure but doing something that could potentially endanger the support benefits your brother is entitled to.

He is working on getting this number for me, but they only expect it to be around 60-70k, which I most likely will get a private lender to come up with that money.

"Could this be a time to pickup a decent property for a bit of a steal there (at least relative to how crazy high the market has been recently)"Yes exactly

Second be very careful if you’re planning to tell the lender that you will be occupying the property then rent it, if they find out you’ll have to come up with all the money.Orlando and kissimmee are very strong markets for long-term rentals ( workforce housing )

No, just inform them you are the new owner (they may want proof) and provide them with the address to send payments. 

My lot is actually only 75' wide but was grandfathered into the zoning once they made the setback changes (neighborhood is late 1950 builds). 

The problem is, airbnb income is not considered "stable" so for qualifying purposes there isn't a way to project that accurately if there isn't any previous rental history for the property.