The General Van Fleet trail is the closest trail to Orlando. A little further away (60ish mlles) is the Withlacoochee trail and the Suncoast Trail. All are over 35 miles long. Better to bring your bike and not need it than not to bring it and need it.
The West Orange Trail (Appopka to Winter Garden then to Kilarney) is closer than the Van Fleet. You can ride it to west of Claremont (Lake Mineola) and then you have some good biking roads with some hills tossed in for good measure. The Florida Free Wheelers have some good maps on their web site. Bring your bike it will be well worth the trouble. The Withlacoochee is IMHO the best trail in FL. Seminole Co has some nice trails in the 10 to 15 mile length and if you link them together you can get a nice 35 to 50 mile ride. If I can assist with any other questions please ask.
Enjoy your trip.
There are some good bike trail. I think the best is the West Orange Trail which extends from just north of Apopka to Clermont. The Seminole Wekiva Trail is OK. I have not ridden the Cady Way Trail. There is also the Cross Seminole Trail.
The Florida Freewheelers web site has a number of maps. There are several ride starting points. Lake Mills Park has basically 2 routes to ride and both are good. There are a number of rides that start in Mount Dora and they are good. There are several that start at the old end of the West Orange Trail. Some start in Clermont, a few start in Groveland and some start in Deland.
Some of my favorites are Ramerez Romp to Seville (there is no barber in seville and no dentist either). The Ya La Ha Bakery ride is good. For old Florida the Boogie in the Boondocks is good or any of the rides starting in Groveland. You could look at the map for the Horrible Hundred and do the 70 mile option. That ride runs you up and down central Florida's "alpine" region. The Thrill Hill Ride is good.
You could also print out the maps. Many of the rides kind of overlap so you can combine or mix and match.
I did not see any of the rides south of town. We used to do a metric that started in Poinciana and that was interesting. We rode "Spook Hill" and through Lake Wales, which is a pretty little town.
The ride around Lake Monroe is pretty too or at least part of it is.
It looks like there is a trail called the Shingle Creek Trail that I will ride on while I am in Orlando. I want to avoid driving to do any bike riding.
Enjoy it! I hope you are bringing a mountain bike though. Shingle Creek the last I heard was a dirt / mulched paths (nature trails). Also, be careful riding down International Drive - it is a MAJOR tourist road with heavy traffic of typically lost patrons who's eyes are on everything but the road.
West Orange Trail from Apopka-Vineland to Kilarney is prob my favorite stretch right here in Orlando. It's 14 miles one way, but you can continue on into Lake County on the Kilarney side (bring your legs for the hills once you cross the county line), or continue on the West Orange towards Apopka for another 10+ miles or so. This takes you through a rougher part of town in some places if you choose to head that way, so be aware of that.
I just did Cross Seminole on Sunday and enjoyed it, particularly once you get further out of town. Lots of cool bridges, including a big suspension one over Interstate 4.
I also enjoy the one that starts in Altamonte Springs, San Sebastian Trailhead and heads north, eventually connecting up with the Cross Seminole using the aforementioned suspension bridge. You could link these together for about 30 continuous miles, more if you are willing to hunt for the trail connection points a bit.
Now's a great time to be here, the weather is fantastic for biking. If you want more specifics on the trails mentioned above, just reply or PM me. Happy to provide input, factual or opinionated. :-)