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We went last year and spent 14 days in pop. So I think we will do the same, and then the last week do contemporary. Because as Disneylover99 points out, by the third week we will probably be spending more time in the rooms and less in the parks.
When we went last year for 14 days, we were rarely in the room, and even when we were, I found it very spacious and the renovations they have done are absolutely lovely. I honestly find the pop rooms nicer than some of the deluxe studios which are so outdated like animal kingdom.
 
There is no way you'll be staying onsite in a deluxe for that amount of time with that budget. Most people spend about that total for a week's stay in a deluxe with food and tickets.
Woah. I’ve stayed deluxe for much less than that for a week. Several times.

Obviously, someone can’t stay deluxe for a month on their budget. But that is not close to a week’s budget in my experience.
 

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