Hello Tiffany and welcome to the Disney Parks Moms Panel!
When my family first started visiting the "Big Cheese" at Walt Disney World we were on a pretty tight budget and found two rooms at one of
Disney's Value Resorts was more affordable than a room that slept five or more. We always requested connecting rooms at
Disney's Pop Century Resort, and we were never disappointed. However, while you can request connecting or adjoining rooms, this room type is never guaranteed. In the hotel world, adjoining rooms are next to each other, and connecting rooms have a door connecting the two adjoining rooms.
Currently, the only way to book two rooms on one reservation is to call the folks at
Disney Hotel Reservations. They will be happy to note your request for connecting rooms on your reservation. That number to call is (407) 939-1936.
I hope this helps with your planning. Let us know if you have any more questions- we love to help!
See ya real soon,
Anne