Number one attraction for me is the Morse Museum in Winter Park. The largest collection of Louis Comfort Tiffany art and stained glass anywhere. Even if you don't like museums, you'll like this place.
Winter Park is kind of upscale Orlando, combination of yuppie scum and old money. Lot of nice homes. Park Ave (where the museum is) is sort of a Rodeo Dr. There are a bunch of shops and good restaurants, some which have outdoor seating(Pannullos comes to mind). If you tire of upscale, just a little west on 426 (Fairbanks/Aloma) just past the RR tracks is a truly dumpy Mexican restaurant (PR's), that we used to eat at regularly. Good food, but for God's sakes, don't go in the bathrooms.
I don't know if Kennedy Space Center is still open, if it is, worth a visit. We lived on the east side of Orlando and one of the best things about living there was watching the shuttle launches from our back yard. Other than that, if you didn't go the attractions or the beach, it was like living in Southern Mississippi with more old people.
Kermit Weeks Fantasy of Flight in Polk City, about 40 miles west on I4 is worth a trip.
International Dr, near the attractions, I4 and Sand Lake Rd, has a bunch of touristy places, like Ripley's BI or N, lots of really cheap outlet stores. Also on this street is the Peabody Hotel (Ducks like Memphis) and a 7 Million sq ft convention center. If nothing else, go watch the British tourists and bet on when they'll burst into flames. T-shirts, 5 for $10.
Nudist camp on the west shore of Lake Tohopekaliga (It's Fl, adjust your expectations accordingly)
If you got shoppers with you, there are many nice malls, the Mall at Millenia is nice.
Lots of good golf.
Take toll roads when you can or you'll spend your vacation in the car.