Hi Peter, and thanks for your question.
I live in the Fort Lauderdale area, and it's a nice place to be. The Florida Keys are not so close to the Ft. Lauderdale area, as they are South, below Miami. The 'first' Key is right below Miami Beach, but the 'last' Key is Key West (the Southernmost point in the U.S.), where you might have more luck finding employment as a singer/entertainer. However, nowadays, with the economy not being in the best shape, unemployment is on the rise, especially in your profession. If you were to consider looking for a job in a different area of employment, you might be more successful, and then you could find a gig as a singer as a part time job.
The good things I have found about living in South Florida (I've been here 21 years--was a native New Yorker) are: nice (warm) weather when the rest of the country (and most of the world) are experiencing harsh winters; everything is always green, due to the tropical climate, real estate is lower in cost than many other American cities. In the particular place I live, I have the advantages of the conveniences of 'city' living, but the 'atmosphere/surroundings' of country living, and I like that.
The disadvantages or downside of living in South Florida are: high heat and humidity for at least 6-8 months of the year, 6 months of 'hurricane/rainy season'. This past year, we didn't have one hurricane or even a tropical storm, hit South Florida, and we were very lucky, but in 2005 (the year of hurricane 'Katrina' which devastated New Orleans), we had many storms, one of which directly hit our area and caused severe damage and power outages for an extended period of time. If you live in a place like the Keys, you are on the 'coast' and more prone to damage when a bad storm hits; also, there is only one road leading to and from the Keys, and if there is severe weather that road is usually closed, after evacuation to the 'mainland' is advised. One good thing about hurricanes is that you get advance notice and can make preparations.
If you currently have no mortgage and own your flat, when you sell it, you would be coming here, if you should decide to to this, with money to buy another apartment or even a house, so that's on the plus side.
I would suggest this: go to various sites to see what kind of real estate is available for purchase, check out the surrounding areas, look at the classifieds for employment available, and you can do this through the local newspapers (links below) and other online sites. Check out the weather reports/forecasts for days/weeks at a time, and see if this might be a place you'd be happy to live.
(click 'Florida Keys' and 'South Florida')
I hope this was helpful to you.