Does anyone know what the best/quickest/least expensive way to achieve this is?

To arm you with a little more knowledge, the average 5-year rate of appreciation for Tampa is 9.2%, while the average 5-year rate of appreciation for Orlando is a little lower, at 8.56% That said, Orlando is a tourist hub, so my advice would be if you're looking for something short-term (AirBNB), finding a place in Orlando around the attractions could be the way to go, but if you're looking for a more long-term investment, Tampa may be your best bet.

But being how expensive it is here do you guys think it’s achievable to get into real estate? 

I have a 60 unit storage facility in Edgefield, SC. I currently have an interest rate of 10% from Live Oak Bank. Which makes it difficult for positive cash flow. Looking for an angel investor for 6% return on $340K.. ...

A downdraft stove unless you get a deal is going to be more expensive and something else for the tenant to break, it could be quicker though because you don't have to worry about cosmetics behind a stove. 

Both times I ate the expense of repair after the neighbor eventually had the tree cut-up and removed.

Sure, about one in 2000 times, by someone experienced enough to recognize a very unusual situation, having the capacity to act on it, having the financial strength, experience and tract record to be able to attract the needed capital, having the knowledge and ability to structure the deal, having the ability to manage and or reposition the property after purchase, and having the capacity to carry the negative cash flow until turning the property around or obtaining lower cost financing.  

It does not mean you can't write a lower offer.

If it's a residential property, normally the loan will be more expensive to close directly under a LLC vs. your personal name hence the cost of debt tends to be higher.

Pretty much all the lower end non custom stuff is from there, but they are stained/painted and assembled in the USA.