This is what I would do too...but does Pop Century have Bell Services? For some reason, I thought they have "luggage service" (or some other name) and they do not provide luggage pick up/delivery (except for DME), just storage. I haven't stayed there since 2009 so I don't really recall, but I am returning in October and I'd like to know. I would much prefer someone bring all our luggage to the room instead of hauling it myself.
The values, and I believe the moderates as well, have Luggage Assistance vs Bell Services. They will bring your bags to your room, but not nearly as quickly as you might like. If you aren't using DME to handle your bags, I would just take the bags vs having Luggage Assistance transport them. I recall the time I called Luggage Assistance at about 7:30am to come get my bags to move them to another resort. It took them over an hour to come!!! Won't make that mistake again!!
I have also had the experience of the resort not knowing where bags were at!!! Checked into POR..had one member of the group who had a DME handled bag. We checked in around 6pm...there had been an issue at the airport. Dd and I had our bags with us as we had driven over from Tampa. But dd's bf had checked her bag. When we got to the checkin line, for DME, we were told to proceed to the Pop bus line. Um, no, I had changed to POR.....about 6 weeks prior!!! I had been told that I didn't have to worry about the bag tags (that we received about 2 weeks before I changed our resort!)...they would be scanned and then sent to POR! But, our reservation at MCO showed Pop when they scanned our MBs. Had to go get addtl help. After checking and rummaging around in the system they finally saw that yes, we were at POR. Since we had our bags with us, they made the comment that at least we didn't have to worry about the bags getting to POR! Ah, no, we had one checked bag. Took another 15 mins for the CM to go somewhere and get that figured out!!! I was then told that I 'should have' crossed out Pop and carefully written in POR...despite being told the complete opposite on the phone! So, after heading to dinner and to watch the MK fireworks from ToTW, we got back to POR around 10:30.....still no bag. My dd's friend called to see if it could be brought to the room. Nope, they didn't have it! But, they would check on it. At 12:30am, I finally called down.....nope, it didn't seem to be there yet. Perhaps it had gotten misdirected. Called again at 1...was told that the bag was at Pop!!! And I was again told what I 'should' have done! Although, the scan should have told them POR...as long as the reservation number stayed the same. But no....evidently no one makes the change in the system!!!!
That bag finally arrived at 1:30!!! We were exhausted. That poor girl hadn't packed for the night in her carryon simply because she had used DME and it had been seamless!!! Won't make that mistake again!!!
As for split stays....be aware that you might not get your bags at the new resort until very late in the afternoon!!! I have yet to get a transferred bag before 5pm!!! If I have to have those bags for something later in the day, I take a cab, with the bags, to the new resort.