T.F.
We've been 8 times. I don't know your budget.
We've been for 4 nights and 5 days and spent $7000 and we've been the same amount of time and spent less. It depends on what you want.
I deal directly with the WDW website to plan hotel. We don't do packages. I book air separately. We take a cab to the resort (we always stay at the Polynesion which can be pricey but we love that place and it is on the monorail line), They do have buses to take you to/from airport but who knows how many people will be on it and how long it will take to get to your stop. Taxi is a straight shot and about $80 each way.
Plan character dining in advance.
PM me if you want. There is a ton to do and see and it is a lot of fun.