In a situation like this, does it make sense to pay off the final rental, or is this a really bad idea?

Well, technically, you have to wait until the order is final and non-appealable, 42 days after the judge's order.The "older system" (still used by some counties) is the one that allows possession.

Smith for 2 years and they finally decide they want to sell their home.

Finally, other tax deferral strategies prevent you from getting immediate cash, and your stated goal was to get cash for a down payment.Either this firm does not understand what you're hoping to accomplish or they are not being straightforward with their promises to you.

I’ve had some people tell me that they do this in two steps, one for the infection, and another one later on once the final determination of losses are determined.

Finally, they raise the shield of bankruptcy. 

I wrote in the final Move Out Condition Report all the same areas, and at the end stated “$550 is deducted from $XXXX security deposit for cleaning of the living room/dining, bathroom, 2 bedrooms, and garage.

However, my issues run into seeing a few markets that look good and then I can't seem to finalize my decision on which is better or where to really focus my time searching.

While you probably can't write off every expense listed above, let's just say you can and use your final net profit for tax purposes.  

I finally got to talk to a Guesty person by setting up a conf call as a new interested customer on the main Guesty platform, not Guesty for hosts.