Hi, Anthony!
Great question!
We often travel to Walt Disney World with extended family, so booking more than one room at one time is routine around our house.
When you book your reservations, be sure to
request adjoining rooms. While this is
not a guarantee, Cast Members will do their best to accommodate this request, should it be available at your time of check in. (We actually waited for a pair of adjoining rooms to become available during one trip, as we had arrived early and the rooms which were available at that time were not adjoining. I simply asked if we could wait until others were available and, in that instance, were fortunate enough to to get adjoining rooms later in the day.)
Regarding the occupancy, four adults in one room at
Disney's Port Orleans Resort is fine, as is the other room with two adults and two children
plus the infant in a pack-n-play. Simply request that the pack-n-play be brought to your room upon arrival and you'll be all set, Anthony!
Incidentally, my son and I stayed at Port Orleans - Riverside last fall and absolutely fell in love with the resort! This is just a really lovely place, with ambiance and photo ops throughout. You'll love it!
Send more questions as you think of them, Anthony; we love to help!