I don't want to deal with massive headaches  for extra perceived yield. 

As you know bedrooms are worth more to appraisers than an extra living room.

Just keep in mind that condos still have HOA rules and fees, which can sometimes limit rental options or add extra costs.

looking to set up an STR in Tucson I’m having difficulty finding regulation requirements by the city.

The reality is the opposite - if it's not in writing then the PMC doesn't have to provide the service or can charge extra for it!

While I am extra nervous I am trying to make this an investing opportunity and decided to house hack or buy a place to rehab which I can later rent - let’s see how the DC market treats me.Suerte a todos y un placer ! 

Typically how  much extra should I budget for, for these unknowns? 

@Mike Sfera, a few things about putting EXTRA money down on a property:1.

However, it can come with extra costs for setup, maintenance, and potentially higher interest rates on loans.

maybe just me, dont go cheap on TP. you can buy inexpensive, but make sure it doesnt feel cheap. its worth an extra couple of dollars so guests dont remember that everything felt cheap