Hi Jason,
Welcome back to the Disney Parks Moms Panel, and thank you for your question. You are going to be staying at two wonderfully themed Walt Disney World Resort hotels, and they’ll be extra magical during the holiday season!
With a resort reservation, Guests are able to make
dining reservations 180 days from their check-in date, plus up to 10 days of their on-property stay. My understanding is that Disney’s reservation system sees your two reservations as separate entities, so in your case, it may only allow you to book for the one day of your reservation at
Disney’s Pop Century Resort, and then allow you to book at the 180-day window of your
Disney’s Polynesian Village Resort stay for the rest of your trip.
Jason, when you log in at the 180-day mark for your first reservation, check and see if the system will allow you to make dining reservations for the full nine days of your stay. You might get lucky, though I can't make any promises. If not, you’ll need to make the rest of your reservations the next day. The dining reservation window opens online at 6:00 a.m. Eastern Time, or at 7:00 a.m. Eastern Time via phone at (407) WDW-DINE.
Enjoy your holiday visit to Walt Disney World Resort!
Wishing you a magical vacation,
Robyn