There's always new people coming into their time to try Jamaica for long-term or residency, just like I was some years ago. Some like it and continue, some decide its not for them. Although you may see people out and about on their own, that doesn't always translate to 'single'.

I feel anywhere you go, a person should have some personal interests that keep them occupied so as not be overly dependent on socializing, which seems to run heavy with gossip and people's personal issues, which you may or may not want to know or get involved in.

Its cheaper than coastal Florida, as far as rent goes. Traffic is really thick in St. Pete this year too. But the food in Fla is good quality.

There is lots to do in Florida but its a very different vibe than Negril, and the flavor is US, not sweet Jamaica with Jamaicans. If tropical weather is your thing, St. Pete won't be warm enough. I don't have experience further south but I assume 'more expensive' unless you live inland.