That being said I apologize if it came off as derogatory.Its great having you on this forum, 46 years (32 as a licensed contractor) have taught me that I have much still to learn.

You are already off to a great start.

The plan would be to market the bottom level weekly during the peak season and split the off-season rental monthly and weekly.

Also, 6 months reserves is a great rule of thumb, and some lenders require that as proof as well.We do have an arrangement with Helix Mattresses where I can +/- 50% off retail with free shipping on all mattresses. 

And remember that even if the section * tenant offers to pay more than the allowed rent, it is illegal for you to accept more than the allowed rent and it could get both you and the tenant kicked off Section 8.

@Kirstyn Indy - I would start off by calling the credit card(s) that you wish to add your child as an authorized user. 

I just don't allow "one off". 

Or would I be better off keeping it since it’s cash flowing (been this way since day one of renting it 4 years ago), saving some more of my own cash again, and just investing that instead into a short term rental property?

If they want to sell it, then if they are truly a friend why not have them get an agent and sell it versus you trying to make a buck off your friend?

Would I be better off waiting till they come around again?