I'd bring strollers for both. I've stayed at POR and my kids would ride to the bus stops. Having your own also comes in handy when getting off a bus and walking to a park entrance.
Bring them. VWL is away from the WL and you will probably not need it there. I would definitely bring one for the 18mos, the ones at Disney are hard and plasticky and don't recline. You may need one at POR.
You might consider bring a single stroller that is comfortable for the 18 month old and maybe bring a umbrella stroller for the older one or rent one for the older one.
I would definitely bring one! We stayed at POR last year without the grandkids. I wish I had had a stroller at times This year with the grandkids we're bringing one because it reclines. Nightly strolls around the grounds just might put the little guys to sleep!!
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