Ok, I didn't vote in the poll because I am not sure which category I fall into. This is not a "horror story" just my personal experience, which I think the OP was looking for. For those of you who already read my report about POP on the Resort board, just ignore.
We arrived at MCO at 10:30am. We proceeded to the correct area for DME, waited about 10 minutes or so and got on the bus. Great experience thus far. I was very happy to not have to get my luggage.
We got to the resort, checked in and went to the parks. When we got back at 7:30pm, we only had one of our three checked bags. No big deal. As someone earlier pointed out, you should always be prepared to be without your checked bags for a while when you fly. So, we had everything that we needed to put our 2 year old to bed in our carry on bags. BUT I didn't know if our other two bags were just late, or if they had been lost between Hartford and Orlando. I was not able to get a straight answer about that from Pop's luggage services despite a phone call and two visits. However, about 8:30pm (10 hours after our flight had landed) our last two bags arrived. Again, not a big deal as far as ME is concerned - my real issue here was not the delay, but was not being able to find out if my luggage was lost and I needed to contact the airline to make a claim or just delayed.
When we left, we got to the ME bus stop about 8 minutes before our scheduled time (which was late as far as I am concerned. They tell you to be there 15 minutes prior, and I would not have been surprised or upset if we had missed our bus because of this). However, others that were there assured us we did not miss the 4:45 bus. So we waited....and waited... After 1/2 hour, a member of POP's luggage services came over to tell us "Sometimes they are just late." Ok, how late? Almost an hour it turns out. We did not miss our flight, but did have to rush a bit to make it OK.
Sounds like most people have had good experiences with it though. I think if I were to use it again, I would probably pick up my own checked bags, as some on our bus did do. I hope that your trip goes smoothly!
Terri