Wranglers are some of the coolest, most utilitarian vehicles around. I love them, and have researched buying one for quite some time (but never got around to it). I'm not sure if you'd enjoy it as much because as great as they are for offroading and rock crawling, and mod-able as they are (rip out the seats etc, rhino-liner the floor and just hose it out when it gets dirty) they're top-heavy and tip-prone, with a relatively narrow wheelbase. My dad was not happy with his on snow because it was very skittish on slippery roads. Also, Jeep makes its brake pads kind of oddly in that the 'chirper' pin (the bit of metal that makes your brakes "chirp" when the pad material is getting low) tends to break off, increasing your risk of rotor damage... that and jeep parts, even aftermarket, tend to be pricey. (the acronym is pretty true- "Just Extremely Expensive Parts"....
Still, if you can afford it and want a durable vehicle that's very rebuildable, very moddable and you're not planning on driving through snow much, go with the Wrangler.
My other pick for a small SUV is the Isuzu Amigo (or Rodeo Sport). Lower center of gravity, well-made engines and decent power:weight ratio. Gas mileage isn't bad, either.
You'll want to go Manual, though. Much better on gas and for power.