You cannot have both.Appreciation Is CriticalOne of the easiest metrics for determining market health is appreciation.

The coastal one is where I see myself retiring in next 20-25 years and current primary would hopefully continue appreciating and/or give me positive cashflow.Now, my dilemma is how do I go about rehabing this new house?

Work, relationships, health etc. are the branches of our tree.

I am new in the investment world and i want to ask some straight up
questions about Permits as i am getting all sort of answers from
Contractors, Handymen and also people who have flipped houses before.Do
i need...

While her health is good for being in her 90s, her eyesight is starting to go, so she is moving in with her daughter, also in St Pete area.

I only wish I didn’t have this dilemma.

I've done my research and it seems as there is no state or village law that I can find saying they can't smoke in their own unit even if it affects the health and quality of life of other occupants.I spoke with the other owners and they are 100% on board with taking action with me.

My dilemma is my unit has carpet and the lady has a dog (poodle).

These are based on the person's needs, wants, family commitments, health, obligations to spouse-kids, and many other factors.Keep this as a first milestone and move forward. 

Well, you could move out without penalty since it's probably a health hazard.