A drywall patch, mud and repaint will cost your, say, $300 regardless (I know the size of the hole matters, but your rent doesn't).  

TIAI would run this by a traditional lender as well as have your attorney review the bond for deed agreement.

From house hackers to traditional investors, the financing piece of 4 units and below is widely appealing.

This is going to be unpopular with the STR crowd but I would absolutely NOT invest in the traditional vacation markets today.If you're hell-bent on going the STR route, find a metro area that has lax or no regulations currently. 

The traditional LTR is becoming less and less affordable for the general population. 

These are more complex legal structures that can provide even more protection than a traditional LLC alone.

Traditional FHA

I think investors looking to break into STRs will find better returns outside of the traditional hotspots.

-Ideally list early in the week and during a weekend-Monitor economic indicators and interest rates.Marketing Strategy:-Develop a comprehensive online and traditional marketing strategy to get your listing in front of the most buyers.

It might be easier at that level to sell traditionally and find assets to offset that gain.