I've been leaning heavily toward trying to dump it for about a year.  

I'm at the point where I realize that my body can't handle this kind of labor (50-80 hrs wk) for another twenty years and have always had an interest in real estate.

I am leaning towards the sale as I have already come across other solid cash flow opportunities I could invest in. 

What instinctively I would lean more toward one of the other Caribbean islands.

@Brian Adams I do love out of state, so I will for sure need to lean on a PM.

We also have a newborn and would like to remain in our current home with her at least for the next few years.I'm willing to get creative, willing to get my hands dirty (as in demo/construction, not burying bodies...). 

I would say that the longer you plan to keep the property and "leave" the debt on it.. the more I would lean toward the mortgage.

Then you have someone else to lean on for advice on estimating repairs plus every other little detail that goes into turning over a property.

I'm inclined to lean more towards the idea that that's the exception to the rule, but it certainly shows that outcome is possible.

I own it with no lean, but I want advice on financing the rehab.