I have $1000 in gift cards ($15 to $500 denominations) right now to take for spending money.
I allow myself so much per day (of course I go over sometimes) and leave the majority of the cards in the safe in the room. Each morning I take a few with me and if I have to charge something to the room I use a gift card to pay the balance. I know exactly how much I have, I've even used them for tipping at restaurants.
In all my time of going to Disney with gift cards I've only lost one once and that was totally my fault...rushing around and not taking care of things. Well lesson learned...
have a great time and enjoy your trip.
Dee 
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Member of the 6 castle club and working to pay for my next Disney vacations: 1/5-10/18, September 2018 for my 50th and 2018 the year of Disney cruising.