It has a full studio casita out back that will be an LTR.I plan on buying 3 or 4 investment properties this year after I learn more on the co-living marketing and rent collection side of things.

Quote from @D'Ann Melnick: Saw this was an old question, but it came up in search - this is all part of the rent stabilization laws passed in 2024 - https://www.montgomerycountymd.gov/DHCA/Resources/Files/tena...The pet deposit cannot exceed $300 and the total amount of security deposits collected cannot exceed two month's rent.

Forget collections agency.

You should get more nights in the smaller property that can still easily accommodate a family traveling, but is still inexpensive enough to make sense to solo travelers.Cleaning fee impact: Don't you collect this back from your guests?

Sellers may struggle to mentally shift from "owner" to "tenant," which can create challenges with boundaries and property care.Security Deposit:If you’re doing a temporary leaseback, be sure to collect a substantial security deposit to cover potential damages and ensure they vacate on time.

They work on contingency, so it costs the plaintiff nothing unless the attorney collects from you.Take a look at: https://www.fcc.gov/document/f... 

How do I go about finding those who'd rather just collect the insurance money then sell it off at a discount?  

It offers a lot more than just rent collection.

Quote from @Michell Chase: The signed contract states a deposit was collected, so I would make that part of your purchase agreement.

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.