They don't appear to require any repairs.  

In this scenario does it make sense to buy a triplex or 4plex in a less desirable/up-and-coming neighborhood , rent all units out while I continue to rent in center city/fishtown/UCity/NoLibs? 

@David Travieso first check state and local landlord tenant laws because you may be required to provide lodging or possibly just reimburse days not available, if damage was not caused by them.

Quote from @Elliot Mitchell: Anything worth doing requires effort and won't happen overnight.

We found some we liked, and some that may require more work but I enjoy that aspect for what it's worth.

This entails locating appropriate properties, assessing them, putting in an offer, carrying out due diligence, closing on the property, relocating and leasing it out, and maintaining the property.Start by looking for duplexes or multi-unit buildings in your desired neighborhood that are occupied by renters.

But I also provide full management for a couple of others for 10-20% depending on minimum length of stay (since 30+ day stays require much less work for guest changeovers). 

The alternative...if the lease specifies, is requiring him facilitate the sub-lease to a tenant approved by you.

In order to make sure you're optimizing your tax advantages and adhering to all applicable requirements, even while I can offer broad advise, I suggest speaking with a tax professional or accountant who is knowledgeable with real estate taxation.

As Stuart mentioned, STR in the Phila area, especially in Philly itself are not straight forward and require zoning and licensing requirements.