It appears both activities listed fall under different NAICS codes.

Your other alternative is hiring a listing agent to rent the apartment and they normally charge 1 months rent as well.

Would it be best to put one individual on the lease and have the others just listed as people who would be residing in the residence?

Newbie here to this site...first time posting. 

The agent listed on the sign represents the Seller, which means they can't provide full service to you as a buyer.

Yes, insurance should be in the LLC's name in this instance and you should also have yourself as an individual and "yourself, Member" listed as additional insureds.

Despite what this site is all about, real estate doesn't have to be all about the best deal, it can also be a place to enjoy life.Alright, I'm off my soap box.

Oftentimes when municipalities ban STRs they will grandfather in existing operators, but if you are mid build when they do that you’re screwed  Once you’ve identified a list of “safe” markets, compare them on Airdna to see where you can likely charge the most (I’m assuming building costs will be more or less similar, so you might as well pick the area where you can earn more revenue)Also, in this market you may be able to pick up land with seller financing instead of having to buy in cash or traditional financing … potentially low or no money down, and won’t affect your personal DTI.

Research reviews about Padsplit and similar sites, they have the same set up. 

Ciry or County can enforce this and report you just from checking your listing.