Pop isn't bad, are you driving or flying? If you are driving you are right next to Osceola Parkway(it's a toll road) but it can take you to the 192 Kissimee area quickly for just about anything you need.
I don't know what climate you are in but the coldest months in Central Florida are usually Dec/Jan/Feb January usually being the coldest month. We don't really have a cold season, just cold weeks, that could happen anywhere in those months. We just had a record cold for today, which to northerners may seem not so cold. lol.
My suggestion is to pack both warm and cold weather clothes. you can do this without over packing by taking one sweatshirt or hoodie to go over something as some days in feb are warm but when the sun goes down it gets chilly. Also if you plan on buying clothing merch for yourself pack a little less.