If you are certain it will be a desirable property (look up your area on VRBO/AIR) then why not make a few bucks?

Good schools, desirable area and not a war zone.

And in some distant future, the idea that I can hand this portfolio of physical assets in desirable areas down to (my) next generation.

You’re in a desirable area, so you have that going for you if you decide to pull the rip cord.

It could also be your current rules are outdated, or unenforceable due to poor drafting (such as too vague, or too specific), or the PM does not have time or desire to enforce.

I've heard how desirable an area this is and my mother-in-law wanted to rent there at one time but couldn't find anything available.

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You should get credit, criminal, sexual predator, homeland security and verification of identity.  

It is on a quiet street in a highly desirable area due to desirable school district.

Overall, the home has grown in desirability.