Just make sure you are saving towards those slow months during the peak months, buy a deal at the right price (don't overpay just because its a turnkey STR or you think it will make more money than projected), and look into ways to increase bookings during those slow months with some marketing and operation tweaks. 

It stays booked in the summer and is quiet in winter (cannot use the lake, community pool, community golf course, etc).

That said, water scarcity is not why my home state and favorite region look apocalyptic right now. 

I also like the strategies outlined in Brandon Turner's "Rental Property Investing" book.  

Non paying tenants(as a newbie I did no screening), dead tenants, Silly fines from the city for nothing, attempted robberies where I ended up with the cops pulled guns on me. 30 recently released convicts as neighbors for a while, a jacked up 7' tall transvestite call girl/drug dealer was my least favorite neighbor.

Read my book.2.

People looking to book may see that it is a brand account and look up the brand, then book direct.

Do you have any books or resources out there that he can dive into to help him hopefully avoids some of the common pitfalls?

Best bet would be disclose in your listing & disclose again in your welcome message when they book.

I had two lines of credit one unsecured for 5 million ( check book) and another for 10 million that we would secure them up with .. but you need time to do that bank required appraisal etc before we could tag the secured line and even at that they only lent 72% in these commercial loan structures..