Hi Brittany!
Thank you for bringing your question to the Disney Parks Moms Panel!
Disney's Yacht Club Resort standard rooms are close to 400 square feet, making them nice and roomy. I do believe you could fit two of the
Pack ‘n Play® playards in the room, with minimal rearranging. It may feel a little cramped, but you can always fold them up during the day to get them out of the way. There are restrictions to how many Guests are permitted in each room. The standard rooms at Disney's Yacht Club allow five Guests, plus one additional child under three.
Something else to consider are the
family suites available at Disney's Art of Animation Resort. These suites have two separate rooms, two bathrooms and a kitchenette. They are wonderful for families! The location of this resort isn't as ideal and close to the parks as Yacht Club, so you would need to decide which is more important...room space or location! The theming of Art of Animation Resort is also a huge hit with small children.
I hope this helps! Please let me know if you have any further questions.