Must have multi-family zoning and be 500+ feet away from another non-owner occupied STR or you must live in the property for 6 months out of the year. 

I think your best approach is to pretend you are the investor yourself, calculate build cost (mortgage with interest) + Maint / cap expenses/ management fees according to your zoning and then compare that to the average rent in that neighborhood.

I live on the other side of the country - 3 time zones earlier than my STR, so when I have guests staying, I wake up about 6 AM my time to check my phone, to make sure I see any early morning messages or problems.

However, due to the whole area now being deemed by insurance companies as a "fire-risk" zone, I can't find a single insurance company to put a STR endorsement on a regular home owner policy up there.

I would start with the code & zoning department for your community

Here is a link for East Rockaway: East Rockway Dept of BuildingYou can call, go to the office and use the zoning map in the link.

Currently speaking with a local realtor about the STR zoning issues, insurance issues, and current/future market in Florida. 2025 should be a good time to look for a property there. 1.

There’s always demand for rental properties, and with the landlord-friendly laws, you don’t have to deal with all the red tape you might find in other markets.

Their guarantee to cover the mortgage if they don't rent the property is a red flag, too.

**Ethical Concerns:** At the time I joined, certain marketing tactics raised red flags for me.