Hi, Danielle! Thanks for writing back! When it comes to the Disney Dining Plan, I am a big fan of the Basic Dining Plan: 1 Quick Service Meal, 1 Counter Service Meal, and 1 Snack per day. I think if you are planning to go to an upgraded plan, you should really be planning to spend a LOT of time at restaurants, and when you get to the top packages with activities included, remember that this all takes away from that magical "park" time!
I also think more than 2 full meals plus a snack is a LOT of food on most days. While we will sometimes pay out of pocket for an extra quick service meal or extra snack, most days we find the Basic Dining Plan is sufficient.
To jump to higher levels is expensive, and you might find it more economical to pay out of pocket for a round of golf or a few hours in the childcare facilities. The different plans are outlined
HERE and you can call (407)W-DISNEY for price quotes. Really sit and figure out if the upgraded plans are worth it to you.
Now for your question on accommodations, try looking
HERE for your choices for rooms for larger parties. The Villas listed will not require you to take multiple buses. I personally like Beach Club Villas, but look through your options to see what will work best for your family.
Good luck with all your decisions, and let me know if you have more questions!