1) 5 round trip fares - I'm *assuming* that means 2 adults and 3 children, but I could be wrong. Disney food is expensive, so you may want to purchase some breakfast items and snacks outside of the park to save money, then eat counter service most of the time and splurge on one sit-down dinner. Depending on how much your family eats, my guess is something along these lines:
Go to Costco or Target or something like that and buy a bag of apples or bananas or something, a box of cookies, a pack of snack-packs, etc - whatever your family likes to snack on through the day, to keep in a backpack. Get some 6 packs of bottled soda and a case of bottled water to carry around with you during the day - much cheaper than buying drinks in the park, and you can always ask for a cup of ice (it's free!) at the counter service restaurants. If you do this, you can get by on around $40-$50 on snacks and soda (high estimate?) for the entire trip, and if you buy some cereal, milk, fruit or packet oatmeal (whatever) and pick a hotel that has refrigerators, a kitchenette, a coffemaker, any combination of the above (there are a lot of them in the area for a low rate), you can avoid buying breakfast in the park. If your family doesn't eat breakfast, bonus.
Ok, now you're left with dinners and lunches. I don't have children, so I'm not up on the price of kids meals, but I think they're something like $5 or $6 for a combo that includes a drink. Since you already have drinks covered, you can skip that and get things invidually to save money that way (a lot of people don't realize that this is an option, but it is). Adult meals are a few dollars more, and you can again skip the combo. If you want sides like fries, one portion is more than enough for two people (at least the way my husband and I eat) and we often end up throwing away half of our food, so I find it's better to order too little at first and then go get more than to order too much and throw it away.
Counter service is the same price for dinner and lunch, so there's no change. Expect around $60-75 for lunch/dinner if you do counter service and you should be alright. Add another $40-$75 to that if you do 1 sit-down that day.
2) Only Florida residents can use Florida passes. You'll need to find discounts elsewhere, like through
AAA.
3) As for where to sleep, there are plenty of great off-site deals, and almost all hotels have shuttles with regular morning and evening shuttles to the parks. Most of the off-sites will *not* have afternoon return service for naprs, but you'll be saving a lot of money so you might want to just go sit on Ellen's Energy Adventure when the kids are tired and let them nap there (it's long, in the dark, and air-conditioned).
