That would be the key element + no rental restrictions Ramsey,Do not forget there are a ton of REI properties in areas not close to the beach or in a flood zone in Florida. 

I would first suggest getting a real estate lawyer in that area.Is there zoning in that municipality?

If so, no need for the red carpet or engagement photos, just focus on what they really care about: a great property, immaculately clean, and a seamless guest experience.It feels like you’re trying to cater to anyone and everyone, which can dilute your overall appeal.As for the garage games, many guests might actually prefer parking in the garage.

Be careful with flood zone properties.

At a minimum,  you should understand what the current zoning is and what restrictions there are.As the post above mentioned reaching out or going in person to speak with the planning and zoning department will be very helpful. 

To guarantee compliance, also acquaint yourself with zoning rules and municipal restrictions.2.

I'd get very creative with it, and when people are saying "your nuts" I'd know I'm in the right zone of things. 

what are some other major red flag questions you might ask?

Those that choose and can rebuild, will most likely not build back to the extent or scale due to feasibility or costs or unanticipated new zoning, infrastructure, insurance and legal variables.

There are a couple of unique tax laws to real estate investors - 1031 exchange, bonus depreciation on certain improvements, Qualified Opportunity Zones, real estate professional status, etc.Make sure that the accountant you interview to understand the above concepts.best of luck!