Please correct me if I'm wrong.You can require them to have insurance, but you cannot require them to purchase from a specific policy provider.

You are correct that there is a lot of variability in prices.  

These up sales have nothing to do with the booking platform Correct?

Perhaps @Natalie Kolodij can clarify or correct me if I'm wrong. 

I am just starting out, providing an assessment of the NY market would likely not be a correct assessment.

Most likely your conclusion is correct, but the only way to confirm it is by having a real estate accountant review your tax situation.Also, please read this introduction if you want to better understand the concept:https://www.biggerpockets.com/forums/51/topics/1075919-five-...

I was looking into fixing up and renting a single family home but I just want to make sure I’m starting off correctly.

Very few people operate their LLC correctly and therfore this just gives them a flase sense of security.Moving into a LLC can also trigger the due on sale clause.

Quote from @Samuel Pavlovcik: @Nicolas Tow Your Architect is correct that it sounds like the only option for you would be to obtain a Zoning Map Amendment to change to RT3.5 or higher.

Correct, the idea would be to owner-occupy one of the units (I’m looking at 2-4 unit options).