It seems like it basically up to you to do the math on how much more you will potentially make selling each unit individually and then deciding if that extra $$$ is worth the number of extra hours you will spend.

I've met plenty of individuals with far more experience than me who have offered referrals, advice and so on but I'm looking for more handholding than is reasonable to ask for someone to provide for free.

We are doing 300+ homes so individual LLCs isn't realistic in this scenario. 

Quote from @Chris Seveney: This really boils down to each individual situation.

When a child LLC (disregarded entity) is used to hold each property, and all of the tax reporting is done on the tax return of the parent entity, does each  individual child LLC need to file the BOI Report, or only the parent LLC? 

Here is a link to the Las Vegas short-term rental page: https://tinyurl.com/2fcsjj32Whether you can offer a short-term rental out of a condo or apartment depends on the individual property.

Check out padpslit.com, I use the platform to rent out 8 bedrooms in my house individually

Read: The millionaire real estate agent; Hyper Local Hyper Fast AgentWhat are some effective ways to network with individuals at all levels?

The insurance would not be valid for two reasons:1) the insured “individual” is no longer the owner2) the insurance was for an owner occupant, not a rentalMost people DO change the insurance to reflect the llc as owner and as a rental.

Some of the areas that we invest in have some clauses in their zoning forbidding more than 3 individuals unrelated by blood or marriage from occupying the same unit.