The Plantagenet Empire of Lord Darcy.
Failing that, Santaroga would be nice. . . .
- Because I’d have fun being a snarky sort where I could do something.
Known Space. I’d enjoy taking a singleship on a Louis Wu - type sabbatical, til I was desperate to hear the voice of an angry kzin.
One of the Gildcrest colonies in Jane Lindskold’s Firekeeper books. Just because I like the idea of the Royal animals.
Starship Trooper Universe anyone 
Seriously though Culture would be my first preference. Whilst Star Trek with Holodecks has it’s attractions the Culture seems to have a looser morality behind it. All that Prime Directive stuff would drive me insane.
Culture also has benefits of bioware and longevity that ST universe seems to lack.
The P.G. Wodehouse universe where I could hang out at the Drones Club, steal policemen’s helmets on boating night, get engaged to Madeline Bassett, spend weekends at country houses, and pinch my uncle’s silver cow creamer.
And my valet would clear the whole thing up in the end.
Another vote for Heinlein’s Moon is a Harsh Mistress. A functional anarchy is just too good to pass up.
I’m amazed no one has suggested Star Wars. Granted, being a Jedi has some restrictions, but it’d be very cool.
Earthsea!
Same answer as last time:
The Looney Tunes/Merry Melodies universe.
And now that I’ve read more of Fables, I wouldn’t mind living in that universe, either, as long as I got special dispensation as a Writer of Tales. 
The problem is that we don’t have enough information to tell how Quark’s (and presumably other such entrepeneurs’) rates compare to the resources available to a Federation citizen – is the cost renting a holosuite for the day comparable to going to an amusement park, or is it more like taking a luxury cruise?
Also wasn’t Deep Space 9 outside of Federation territory? Weren’t they trying to get the Bajorans to join?
I’d like to live here on Earth, in the years following the conclusion of David Brin’s Earth. I for one would welcome our new planetary overmind.
That’d be my second choice. Especially if I could make Kaylee forget all about that idiot doctor.
Speaking of functional anarchies… how about the world of The Ungoverened?
Well, considering Quark wasn’t that rich, he’d opened up his bar on a Cardassian station in kind of a backwater system, and at least one episode showed that the Holosuite’s “guts” were kludged together out of scrounged materials (including, as I remember, at least one spatula), I’d say he’s not exactly running a QE2 level attraction.
Anyway, I have a couple of more ideas—
•The world of Colossus: The Forbin Project
True, it’s a world run by an all-powerful cybernetic overlord…but at least he seems commited to ending war, famine, disease, etc., and he’s got the skills to back it up. One could do a lot worse.
•A number of Hayao Miyazaki’s worlds.
Kinda like an anime Tintin, with fewer Ruritanian spies. Lots of cute and capable girls. And a minimum of insane soul-wrenching anguish and unspeakable tentacle monsters.
We do know certain things. We know that there is no money in the Federation (see the fourth movie), although it stands to reason they have an economy, since in various episodes the Feds ( 
) have been in negotiation for one resource or invention or another. (Examples: The Barzan wormhole in TNG’s “The Price”). The impression I’ve gotten is that Federation citizens basically have their every need provided for. I would guess that it would be far, far easier to get holodeck time on Earth than from Quark. After all, the Voyager episode “Author, Author” made it clear that holonovels enjoy a wide following in the Federation, and you can’t participate in a holonovel without a holodeck.