Caribbean is very large and spread out, which may not work well for you if you are planning on lots of trips to the pool or food court.
As pretty well known on the DIS, I don't agree with a lot of mwah CBR gets when it comes to staying there with a disability. For instance the above; a long distance to the pool? Unless somebody is solely focussed on the themepool; almost no long distances possible at CBR. Each village has it's own pool except Trinidad South. Unless somebody books a pirate room, it's a sure 99% chance you'll have a pool right there in your own village. Downside is that some of the quiet pools have a threshold at the entry towards to pool. On the other hand; they're very well attackable with the 'forward we go with enough speed'-method.
Distance? I find it a bit overrated. As always stated on this board when discussing mobility needs at the parks; each individual will cross big distances at any of the parks. Because of that, all of us will somehow be travelling in a way we can cross those distances.
ECV's for instance come to mind. Which can make distance very relatively.
I personally love CBR and are already somewhat saddened we won't be staying there this year either. The Deluxes haven't done me wrong so far


but my big love still is CBR. Love the theme and it's many many details. Love the awsome CM's that can be found there. Love the feeling of "2 vacations in one"; tropical feel and Disney. Love the beaches, pools, quiet serene walk around the lake etc. And sure enough, I silently also love the benefits of CBR being so unloved by and/or scary to those with a disability. As stated before, I've noticed less of those with a mobility aid at CBR and it's bus stops as I've had at for instance bus stops for other mods, during our stay at AKL etc. Hardly ever ran into a bus with both wheelchairspots already taken.
A possible downside to CBR depending on needs and abilities; Old Port Royale. The foodcourt has those 'individual tiles' on the floor, making it a bumpy experience. Not difficult to navigate in my experience, but more bumpy than for instance concrete.
Also mentioned a lot as a downside of CBR is the fact that Custom House -where you check in- isn't in the same building as the food court. I have no problem at all with that. All you do there is check in, anyway. For anything else, like ADR's, problems, whatever; concierge CM's will be at Old Port Royal at a concierge desk during the day.
As far as the room goes? Haven't done a PO room, so no help there. Have done CBR and I could very easily fit both my powerchair and manual chair in a room without even a second of feeling crowded. Had no furniture removed, had all kinds of other aids and med supplies all over taking room up. Still felt spacious.

Unlike the room at AKL; almost exact same square footage, but different lay out -amongst others caused by the balcony-. That was a crowded mess even after having furniture taken out. While I've only stayed in the CBR room solo, could've easily shared it with no problems.
As far as beds go; discuss this with Special needs. You can book any room with roll in shower just like you'ld book any other room if you had no need. Disney will provide bedding for all of those in your party booked. So if let's say you'ld normally be able to book upto 4 individuals into a CBR room; same goes for a CBR room with roll in shower. For some of the POR rooms that can be booked upto 5; again, you can book upto 5 in the room with roll in shower. It will be taken care of.
Most of it will come down to personal likes and dislikes for theming, wishes for a resort and what it has to offer etc. A thing that is a plus to one person can be a negative to the other person, even with the same type of disability. The rooms at CBR are bigger, which can come into the equation. But then again, lay out of a room can do a lot. Depending on where that extra space is located, it might be of great use or not really. Comparing plans of the rooms might be of help there. Other than that, I'ld really let your families wishes, taste and dislikes determine where you'll stay. That and availability of room with roll in shower, desired discountcode etc.
