@Chairthra KumarI definitely know experienced individuals in the city and will get with them to flush more of this out.

Pay it off as scheduled and then leave it and collect the extra cash

I've read/skimmed through dozens of airbnb threads but there are just SOOO many on this site covering a wealth of topics it's hard to find all the advice I am seeking. 1) For those of you living in a property that you also rent out (either renting out extra rooms or renting out while you are temporarily away) do you attempt to deduct your utilities?

., if the air is not working in the middle of summer we keep extra window shakers on hand to haul over and place in bedroom windows). 

Not a huge deal, but it's extra paperwork.Just in case you're thinking of breaking it up into smaller transactions to avoid the paperwork, you should know that that's a federal crime called "structuring", so unless you want your cash seized under the civil forfeiture laws, don't do it.Western Union used to allow agents to print out checks in lieu of paying out cash, but as far as I know, that ended about 5 years ago. 

If you started with cash, and spent cash, and then paid yourself back but don't have any extra money > you didn't make any money.

That means it would take 11 years for the extra $250 a month cash flow for 20% down to pay itself back for the $33k you kept in your pocket by putting less money down that you can put into another deal. $33,000/$250(month) = 132 months or 11 years.

Charge to “educational cost”.True and the extra labor cost is tax deductible.

Some with extra features may require batteries.

I have seen some where you can’t have any unrelated individuals rent, can only rent out once a year, can’t have Commercial vehicles, limit the number of rentals or they only give out so many “rental certificates “, high app fees for them to approve, the list goes on and on.... perform your due diligence