Just do it, tell them to send you some gift cards for the inconvenience lol otherwise they might have to call your note if its in their legal reach. 

Selling additional packages like birthday packages, romantic packages, smores and pizza kits, etc at a 50% revenue point for you (let your cleaners or inspector facilitate it)7.

You can even gift back her rent to her with your annual gifting limits.

How big of a gift can he receive from me for a down-payment?

We bought cars for single moms, dug wells for orphanages, bought gifts for AIDS camps in Jamaica and in early 2008 we were both told to give it all for 6 months to a couple we had known for a long time who had suffered some catastrophic setbacks. 

I think this is the gift and the curse of a still emerging asset class (short term rentals) - as it becomes more "institutional" i.e. more like commercial real estate with more sophisticated buyers then financials and systems for this will likely become more streamlined and stable, but we are still in a place where the buyer pools are more newish investors or typically residential basic investors, so not has experienced or sophisticated evaluating investments based on a detailed financial analysis like more seasoned commercial investors likely would.anyways, just a guess on what might be going on here

Most of my places are romantic getaways.

I know one guy who hates brokers and will never use one  because his mother had a romantic affair with a broker and it broke up his family when he was a kid.    

The only thing you can safely give them is a "gift" of merchandise not to exceed $50 in value.

Google Kumulori.com to see book.Is this a good type of local gift product for Airbnb and hotels?