The best time to look for a place in Orlando depends on where in the city you want to live. If you want to live near a University or College, July and August are the best months to look. December and January will also see a certain amount of turnover in those neighborhoods. If you're open to living anywhere in the city, any time of year should yield good results.
If you're applying in a student neighborhood, your landlord might ask to see your proof of enrolment, or require verification of a scholarship. If you're living in a less student heavy neighborhood, they will likely require more typical documentation such as a letter of employment or a credit check. Just be aware that where you want to live may affect what type of information landlords require.
Although many people are content to drive in Orlando, it is one of the most congested cities in the country. With only one interstate (I-4) cutting through the city, traffic is often a nightmare, and tolls are frequent in the area. You can avoid all this by taking the LYNX bus service which routes covering most of Orlando. Shuttles are also available to the airport, and to and from many of the major parks.
Visiting theme parks like Disney World, Universal Orlando and Sea World is a great deal of fun. NBA fans should check out the city's only pro sports team, the Magic. There are also dozens of golf courses in and around Orlando. The Artegon Marketplace and Florida Mall are both excellent shopping destinations. To find the bars where the younger crowd hangs out, head to Central Avenue.