This is critical because depending on your future goals and what we think the market is going to do, we can structure everything to keep more money in your pocket for the next deal. 

If you are looking to pull out equity on your home to start to do some fix&flips(great idea) then it would all depend on how much equity there is in you home and your current income(SSI,retirement etc).

Thanks in advance,Keyshawn Good morning, the Destin market allows for short term, mid term and long term rentals depending on the area.

Depends on which state you're considering.This is just off the top of my head and far from an exhaustive list of considerations.

Also, you will have additional occupancy tax depending whether you are in the city limits or not.

This also costs 200-300 EUR depending on what's included.

Have you looked into shifting to an STR or MTR (depending on your location)?

Is your income considered variable in nature depending on job sites and that you do not work a set amount of hours per week?

- Does this answer change/depend based on my current tenant's wishes? 

Alexander,It depends and varies hugely.