I pack two different ways. One way going and another way returning. For the trip going I spread out our things between all of our suitcases. (My mom, my DD6, and myself) I've never had a piece of lost luggage (knock wood) but just in case, at least everyone will have something to wear. I even spread out our panties and bathing suits.
Also, for the trip going, I'm careful about what I carry-on. Basically, anything I can't replace easily, goes into one of the carry-ons. This includes:
1. Makeup (I don't want to have to track down a Mary Kay consultant) including MK sunscreen (great for the face)
2. Bathing suit for each of us. I don't want to have to shop for one of those!
3. Contact lense solution and spare contacts (I usually bring a few extra pairs-just in case)
4. Cameras-digital camera and digital camcorder. Also, I'll put the chargers for same in another carry on.
5. Portable DVD player and DVDs.
6. Snacks, cards, book, things to keep DD entertained for 5+ hour flight.
7. Medicine (if we are currently taking any.)
8. Panties
On the way home, all bets are off! The only must haves (in the carry-ons) are DVD player and DVDs, snacks-meal, DD entertainment items, and cameras. Everything else can go in the checked luggage. If it gets lost coming home, I know I can live without the rest for a few days or so.
As far as when I start packing, usually about a week or so I start packing the majority of items, leaving out the things to add last minute.
Yes, I do keep a box in my closet labeled vacation and this is where I put the items I only take on vacation and can use again. Also, thanks to tips read on disboards, I did buy an over the door shoe holder and a sweater holder (for the closet) and they help keep the room organized.
3 people for 10 nights in one room less than 300 sq. ft. requires some organization. One thing we do is we designate one of the armoire drawers as our food drawer. It's where all non-perishable food items (inc. utensil) go. I bring chip clips and ziploc containers from home. We take the shelf out of the fridge so we can put tall items in. I put all my cords, chargers, etc. for my electronic equipment in the armoire, next to the t.v. I label my chargers, etc. so I know what goes to what (they all look alike). Also, another tip I've read was to bring a surge protector/multiple outlet strip from home. This is very handy when plugging in everything to recharge.
That's all I can write for now-we're leaving for
Disneyland for the evening to see the fireworks, etc.