I miss orlando.
It really depends on what you're game for. Looking at incredible old homes--drive old Winter Park. Traditional irish pub--Fiddler's Green. Nightlife--Church Street area (there's a travelodge within walking distance that's pretty cheap). Check out the UCF activities, if you're looking for concerts, etc, at times, they have good ones. International Drive has some fun stuff, if you're looking to be a little goofy--water parks, IMAX, the world's largest PlayPlace at the 24 hour McDonalds Downtown Disney/Citywalk can be fun, too. Yeah, i'm a goof. There are tons of cool restaurants and hangouts, just drive around!
And, always remember your sunscreen. Asphalt and concrete reflect the sun at certain times of the day. I could never figure out how the underside of my chin would get burned just walking around town.