If they refuse or fail to do so, I suspect the insurer will tell its insured, the lien appears to be unenforceable and to notify them (the insurer) if a suit is filed to enforce it. 

Using such provisions, you can enforce the HOA prohibition. 

A series LLC allows for segregation of assets within one entity, though its benefits depend on how well other states recognize and enforce the structure.

Your emphasis on proper property management is a key takeaway, and I’m committed to educating myself in areas like tenant screening, lease enforcement, and proactive problem-solving.

Would you also say the original contract has no enforceable power on the buyer without the signature of the buyer? 

Also keep in mind that many of these vacation locations have began changing enforcement and regulations for STRs so make sure to research a lot about pending legal actions and public sentiment of STRs in any market you want to enter and formulate several exit strategies to protect yourself in case there is a shift in the market there.

If they are VERY professional, they will have their processes in writing as verification that policies are enforced equally and fairly by their entire staff.6.

Germain act passed which formally overruled Wellenkamp and made due on sale clauses universally enforceable with limited exceptions.  

If they are VERY professional, they will have their processes in writing as verification that policies are enforced equally and fairly by their entire staff.6.

A good property manager can guide you in selecting properties that will attract a tenant segment with a high concentration of reliable people.Access to cost-effective resources for renovation and repairs.Lease terms enforcement.