Is there any areas in FL that seem like they could be great opportunities for long term holds?

One other suggestion would be to create an S-Corp as the holding entity for the LLCs.

This locks in your monthly expenses, versus  HELOC that is variable, and matches well to the long term hold of the rental.I use HELOCs for shorter term capital needs, i.e. flips, or even possibly the acquisition and renovation of a rental, but always with the belief that I will have it paid off in under a year, typically 6 months.  

Looking to get into buy and hold properties (multi families pref). 

Investment Info:Single-family residence buy & hold investment.

You would need a bunch of rooms to hold a big family so we are a much better deal for a larger family get together.I think the opposite of you on the folks booking.

Since you own the property already the construction hold back would be the entire loan amount here.

My goal is to start wholesaling and put the proceeds towards fix and flips and buy and holds.

Options you might think through would be appreciation - is your area / property  appreciating to where it might make sense to hold onto the property for it to build value.  

Investment Info:Small multi-family (2-4 units) buy & hold investment.