We go in January every year. This past Janaury was our 7th January. The crowds are really low ( except over Martin Luther King weekend) and the weather can be nice. Coming from PA in late January, ANYthing is warmer than here!!! We have had a variety of weather from really cold ( in 2003 it was 28 one morning, to mid 80's as it was in 2002). We went from Jan. 28 - Feb 4th this year, and all of our days were nice. It was in the low 70's, I wore capris and tshirt with a very light cotton jacket most days. One day was upper 70's and one day was cloudy, windy and in the 50's. We just made that our DTD disney day. The very next day,which was our last day, it was back up to the mid-upper 70's and beautiful. If you are looking for hot weather, and time in the pools and water parks, then January isnt your best bet. If you are looking for low crowds, nice weather and dont really care if you need to wear Jeans some days, then January is the best time to go. As for rain, It rained for 15 minutes on our first trip in 1999. It never rained on us again until 2004. It rained off and on ONE day. This trip, it rained the first night we got there later at night, and I know we brought out ponchos on a few days just in case, but Im not sure it did ever rain again. Rain has not been a factor for us on our January trips. We love it then!! Cant wait to get back there again in Jan 2006!!! ( we have also added a trip at thanksgiving the past few years, so Im looking to that one again first!!! )