Our local regulations are strict, as are most mountain towns in Colorado.

For rental, condo, town homes they look OK.

My new property is in a small urban town near NYC.

I am open to apartments, but my past experience with them has left a little bit of a sour taste in my mouth.My question is, which town or community or area along the West Coast of Florida or the panhandle would be the best to move my money to for cash flow?

If yours is the only STR within 20 miles and there aren't any cities or larger towns within a 20-30 minute drive, you could easily run into trouble even finding a reliable cleaning person, let alone a full-service STR management company.I would also definitely take the time to find some comps on Airbnb in the same area as yours, with as close to the same bed/bath count as yours, and with the same finishes and amenities as you are planning to put in yours.  

Not buying the cheapest house in town but buying in areas with the best schools.

A quick note on STR, the market is competitive here and pretty saturated with rentals in town(specifically those not on the beach). 

Also, I'm living in Redondo as well, and working in Old Town Torrance during the week. 

Hey TJ - we live in the same town, ElmhurstWe should grab a coffee and chat about our RE investingGerry 

I have had success bringing complex situations to the creative folks of BP and letting you all do your thing... so going back to the well again.There is an area of our town that we would like to purchase our forever home.