I won a trip in 2013. This is good advice to keep track of what you paid etc. We stayed at the Yacht Club and during our dates they had a room only rate with 30% off. I plugged in our dates and printed off a copy to show as poof in case I wanted to claim a smaller amount. I was pleasantly surprised when I received the 1099. It wasn't as high as I thought. To give you an idea.........Our original prize included - a 3 night stay (2 night Yacht Club and 1 night Castle Suite), 4 day park hoppers for 2 adults/2 children, and breakfast at Cinderella's Table (no gift card or other meals included). We asked to add a night at our own expense, which they added plus another day of hoppers at no expense. They also gave us Halloween Party Tickets because we stayed in the castle on a party night. And we had VIP tour guides to take us around MK. I'm not sure if the extra night, day of hoppers, and party tickets, tour guides were included but in the end my 1099 from Disney was only $2,500. Airfare was also included but we received a separate 1099 from Delta for the value of our flights. They did not break down how they came up with that amount. From my research, I read they give the Suite a very low value for tax purposes. It's not a room someone can pay to rent, so they can assign it whatever value they choose. The value of that suite is Priceless!
Anyway, a big CONGRATS to the winners!!!! You will have a wonderful time!!!