I personally hate to change rooms. Done it a couple times, but it wasn't by choice. Once, we did 4 nights at Marriott's Grande Vista followed by 11 nights at Sabal Palms. Once, a night a Swan then walked over to BWV, then last time 2 nights at Pop then AKV for a week. I don't care to move, but if it's the only way (like the off site, each week was less than $300 so I did an overlap for our 15 nights, or the time we had BWV last minute rental for $700 for a week in a one bedroom from the TUG boards, or the AKV for an awesome deal off redweek) I'd do it.
I do prefer to settle in, as it seems we lose a day or at least half a day moving. You have to pack up and get out (if you even unpacked, which I like to do), and your new room may or may not be ready.
I also tend to order groceries if staying on site (off site, we just shop), so that's a consideration.
After 3 stays at AKL and then one at AKV Kidani, I have no desire to stay there again, unless I'd get a good deal on club level again. The villa was good as far as space and the extra bathroom was nice (although no one showered in it, nice to have the toilet). But, it was so remote. When we stayed club level, that was nice, but our kids were younger, and we can't do one room now (I'd kill someone).