Those sites also have ghost bidders pushing up the price so you will see properties leave and come back the next week after not hitting the reserve or when a ghost bidder wins by mistake.

I was thinking that the cleaning fee could simply be covered by whatever the host is currently charging their guests, and the maintenance fee could be a set monthly amount to cover basic needs such as pool cleaning/maintenance, lawn care, pool deck cleaning, and minor touchups.What do you all think about this?

Many investors simply will not invest in property having negative cash flow.  

I just would price it based off what my former statements said-- simply off the main house. 

Basically, a contract that is a win for the seller, a win for the contract buyer, and a win for the property buyer.

You will use conventional or FHA, but it's VERY hard to win in Northern NJ with an FHA loan on a multi just because most sellers interpret FHA as not having the money instead of an investment vehicle so that needs to be explained.You aren't going to learn much in an online underwriting course as most of those are for commercial properties and no one online can teach you how to underwrite a small multi in Northern NJ because the vacancy, cap ex, taxes, are all different.

This is simply a negotiation. 

Birmingham MSA has some spots where you can win but if you have to know that market well to win.

It could become a big win win. 

The idea is to simply not own anything in your name, but control everything, and making it very difficult to collect a judgment.