This would be ideal in terms of cash flow (after a few years) and equity appreciation since you'd be achieving tremendous returns on limited equity in the form of appreciation, principal paydown and tax benefits aside from only cash flow. 

I currently have 25 accommodations on Hospitable, but it's starting to be limiting for the reasons you must have encountered.I'm currently looking into Guesty and Hostaway, and I'm having a hard time making a decision!

Maybe if you only have one note in one LLC, it won't be as detrimental but there's still liability there.When investing as a limited partner in a fund, you are protected from the above.

@Megan Mason recommend you watch some of the videos from @James Wise youtube channel on S8 evictions.We've been dealing with S8 tenants for over 20 years and they are NOT a cure-all for rent collection challenges.Since rents in Class A & B areas exceed S8 limits, most of your S8 rentals are going to be in Class C/D areas. 

Is there a legal limit on how many rental units/tenants we could have on one single family lot?

If, after the first ten (10) days after you take possession of the Rental Unit, it becomes necessary for us to undergo including, without limitation, prevention and remediation in your Rental Unit and/or on the Premises, you will be held financially responsible for reasonable costs thereof, paid as Additional Rent.

Limited Future Borrowing: Tying up multiple properties as collateral may limit the borrower’s ability to secure additional financing in the future, as those assets are already committed.4.

Investing as a limited partner/ passive investor is a somewhat risky endeavor whether it in private placement or in the public markets.  

However, the loan would need to be under my name, as they won’t allow LLCs.I’ve received advice from others who feel comfortable with this arrangement as long as they have high insurance coverage limits, which the lender also recommended.

MOLD: You must take steps to limit the growth of mold in your apartment.