I think you’ll be pleasantly surprised. Many of the larger cities have been shut down because of COVID. I have friends in NYC and they are leaving because everything is closing, nowhere to eat out, nothing to do or see anymore. You know it’s bad when people are picking Cheyenne, WY in December over NYC. At least places are OPEN in Ocala.
Where are you boarding your horse? At a larger barn or a smaller barn? Lots of people are making their way into town for the season. The restaurants and bars used to be packed with people in breeches and boots this time of year. There will be plenty of 20-somethings in town, though most of them will be grooms/riders/pros who are working long hours…but they still like to blow off steam, too. Most go to The Beach. This might be harder to do with COVID, but see if you can hang out at HITS or WEC with some barn-mates, you can wander and meet some people - just start complimenting someone’s horse and ask about the breeding… instant ice-breaker.
I don’t know what discipline you ride, but there’s everything here from dressage to cattle sorting. I’ve met some cool people by going to informal sorting events hosted by my farrier. I suck at it, but it’s fun. I’ve also met some good people volunteering at shows and auditing clinics.
Having limited seasons means we can show all year and not freeze our bums off - though, these past two mornings have been chilly.
Gainesville is close, and has a more urban feeling, but it is a college town. Half the kids are going to class remotely, though, so it’s a bit empty. COVID restrictions vary county by county, and Marion is a little more laissez-faire than Alachua.
ETA: You said you will be working, right? Your coworkers can be a good source of friendships, at least in the beginning. And they will know good spots to hang, places to go, things to see.