My husband is a Westmorland man too. I like to have some beach time, we have stayed at Rooms on the beach loads of times now, good standard of basic modern. No free wifi though, and it is always quiet, not seen any teenage groups on my stays either. He might be bored there.
All our other stays are usually on the cliffs in private villas or in country with the fam. We spend majority of our social time on the cliffs though, and there are some great places to hang out. You know negril well obviously, do you want to try a new place?

Is your boy a beach lover, think that will make a difference.

For what it's worth We are gonna try the treehouse next time as it gets such good reviews on here, and has the family vibe, which I prefer.