Hi, Amber!
Great question, and I can answer as someone who mulls that debate over every year. I always, ALWAYS say, "It's so hot in the summertime! I'll never go in the summer!" ... and guess where I was multiple times over the summer? ;)
That aside, I've found the tipping point of my decision to be the parking. If you are goingto rent a car every time you come down and not rely exclusively on Disney transportation, you'll pay $14.00 (currently) to park your vehicle at a Park lot. Annual Passes include parking, so that's one less expense you have to consider. When you have visited a Park a dozen or so times, the parking fees cancel out the difference in cost between the Annual and the Seasonal.
Now a caveat: it is my understanding that Seasonal Passes are only available for Florida residents. On
Disney's ticketing page, for example, there is no option for a Seasonal Pass; I have to go to the
Tickets and Passes for Florida Residents page to find the option to buy the Seasonal.
If you are not a Florida resident, the decision might have been made for you! Regardless, I do find that the Annual Pass provides a level of flexibility for those spontaneous trips that the Seasonal simply does not offer.
Drop me a note through
www.DisneyWorldMoms.com and let me know what you decide!
See you later, celebrator!
-Deborah B.