@Patrick J.I believe he compiles separate LLCs to the umbrella LLC and file a Signle LLC for the umbrella LLC.

Are the utilities separate.

I don’t know if the contracts are void, but I don’t see how either one of them could close unless the seller got the city to separate the property into two lots.  

Couples are calling me to ask if they can still come and stay as long as they practice social separation.

Everytime I log into Zillow now, before I can search I have to click a box to confirm I'm not a robot and then go thru this obscene captcha where I'm clicking boxes that have buses and fire hydrants and crosswalks that goes on for an eternity. 

As an aside, I have a separate cleaning crew I use for my buildings as I find most contractors are NOT good at cleaning. 

Obviously, the companies will try to boost up the rental to entice you to choose them as they indicate they can get this rent; however, I've had analysis done with separate companies both came back with similar figures ~$2100/month rental (they have not performed an in-depth analysis just based on location etc). 

Can I separately measure use and bill them for it?

I have a seller who is renting each room to 4 separate tenants.

This is because building a house and investing in housing are two separate and very complicated disciplines on their own, by themselves, independently.