Our market is very heavy tourists, so a lot of individually owned STR condos, but honestly I've personally have had more success in long-term rentals doing the BRRRR strategy with small multi-families and B-Class SFR's. 

@Patrick Drury Currently with just primary and 1 investment property out of state, I am finding it hard to keep track of these URLs, I didn't opt for Escrow for taxes since I want that to be in my control, so I invest them in other forms.  

At this time we're not considering it so I'd like to just keep it to FL and surrounding areas. 

Thank you so much 

I think so!

Thank you so much for the insights!

If so how can I find a good HML in my area?

Here in the Pacific Northwest any exterior (stairs) wood  rots quickly, so I choose to put my stairways inside.  1000sf for cars, 1000 sf on top, three rooms and full bath.

You can, ofc, record the depreciation once taken so the books are accurate, but it's a lousy tool for figuring out what the depreciation should be (or, providing your accountant with the relevant info so they can do it).What tools is everyone using for this?

I’ll be moving to Fairfield county and commuting to my day job in NYC.From central ct originally so would like to be closer to home..a garage and car would also be nice ;)