First. Please let me Thank you for your service.!!! and your family's service to our country. God Bless!!!
I suggest a moderate, for price and for comfort. With your daughter being around that age, the pools and theming is more on her level, and more privacy for you. Most have 2 sinks which is important and a curtain that divides the room off. Which is great for getting dressed.
You can hope for
Free dining, but I would budget to included dinning plan, this way everything is paid for up front. Also you can upgrade to DDXDP which will give you the option for 2 TS meals, with my 2 DD's at this age, they enjoy the sit down meals, along with the character meals thrown in.
Mid to late January, Early March, Sept are good times to go, the week or so right before thanksgiving, and about the 2 to 3rd week in Dec are good crowd wise.
For military discount, this a year to year thing, so I would not count on it, but if offered that's just more pixie dust.
You are smart planning ahead, You can start saving now, here are a few ways to grab some extra cash to stash, You can ask for Gift cards for birthdays, Christmas, anniversary, really any holiday, I have tucked them in Easter Baskets, ect... - Master Card, Visa, AMex - GAS - Disney's - Fast food, cracker barrel, we save these and boy do they add up fast. I have a friend that use lots of coupons, and what ever she save she buys a Disney GC - Have a couple of garage sales, Does you daughter baby sit? dog walking? this way she has her own money, along with gift cards worked great for our DD's, Plato's closet is a great way for her to make some money too. Save change, decorate the container with Disney stickers, and watch the change add up quick.
Again.... Thank you for your service, My family and I appreciate it !!!