With how the games have relied on things like the internet and phones and stuff like that lately, I think it is more likely we will continue to see games set close to when they are released.
I'm sure GTA could work without the internet and phones. I don't see why it couldn't.
It can work (after all, past games did) but I mean Rockstar will probably try to take advantage of modern tech in future games.
Personally I want to see VC either in the mid 90's or in modern times.
I hope they don't. I know it's preference, but like I said before - if GTA is turning more and more into a political/social commentary like South Park, then I'd rather have a game set in, say, the 1980s or 1970s because V's jokes were nearly the same as IV's jokes. "celebrities are vain and social media is pointless lel". I'd rather go back 20 years when there was actual good stuff to joke about and not jokes that revolve around, say, phones or the internet.