I don't trust ME to deliver bags in a reasonable amount of time when arriving in the PM. We're 0 for 2 in getting bags delivered quickly for later arrivals.
1st trip had us arriving late (9:30pm). We were still in the delivery window, and I had thought that the bags might arrive within an hour or so of us reaching our resort (AaA). Around 1am, some of us were still needing supplies to go to bed (contact solution, PJs, etc), so we called. At 2am, the bags arrived. And we had a 9am breakfast at SuperCali... at GF. Not the best start to our vacation.
2nd trip I thought we would be safer. We were originally due to land at 6pm, but delays pushed it back to 7pm landing. We go to dinner and still no bags at 10pm. Around 11pm, we called (stayed at BWV) and had the bags delivered in 5 - 10 min.
In my opinion, unless you're arriving early, just bring the bags on the bus yourself.