In my experience the odds of a seller accepting a lease options goes up as the property condition goes down.

Quote from @David Kulbacki: I have never heard of any platform restricting a guest from signing an agreement.

HOA prices and restrictions is probably the next biggest thing to pay attention to as they will have a lot of influence on your profit margin and growth potential.

Punctuality issues  family restriction issues so on and so forth.

remember, agents go be bother listing and buyers agents here That's how it normally works, but the OP said "They are also not allowed to see other properties unless it is the same real estate agent listings." which seems very odd.

The odds of you having a successful open house is slim unless you can get the email list of all the local agents who have clients looking.

Risk:Retirement communities often enforce age restrictions, thereby limiting the potential tenant pool. 

Still looking for an automated tool for STR regs where I can just plug in a zip code or address and it will layout all the current restrictions in seconds. 

You get around the AirB&B zoning and current & future local laws & restrictions...

The city also has a lot of restrictions on STR rentals.