Then they finally sit down with a glass of wine and open their email and scream an obscenity!!!

They can afford more than graduate/medical students that have limited, often debt-funded, incomes.Whereas I like graduate students, I once was one, they are on the low end of corporate housing.Gainfully-employed business travelers (not tourists) are willing to pay for nicer housing options and they don't want to interact with you.

One couple on their anniversary spilled wine, leaving a huge stain on the carpet.

If you blow a .08 or above that's considered a DUI. how many of you people have had 2 glasses of wine then drove home?

So, smallest house on the nicest block has been a wining strategy for me.

Even when I was a resident manager, if I socialized in any way with a tenant - become a walking buddy, go have a glass of wine, etc., they always, without fail, wanted some special favor and I'd have to say no.  

I figure I won't get the same levels of cashflow that I might out of state, but I like knowing my area and being able to check up on my places on a regular basis, and I figure that being in the wine country not too far from San Francisco there's a good chance appreciation will work in my favor. 

As @David Krulac said, you need to check with the local Building Department and check the local Code to make sure you know what it would be allowed in that area.They have a lot of code requirements on hurricane areas like the Caribbean (at least on tourist areas).

After drinking a lot of wine one night with a roommate, we began discussing the colors things turn in the fridge after they go bad, and thought a fridge magnet would be a great seller. 

Oh well, for $5, I tried.May also find some reasonable tasting wines at Trader Joe's at or below your price point.