Hi, Gina. You have quite the adventure planned!
Each of your Walt Disney World Resort room reservations are separate reservations, even if they are during consecutive nights. You will need to check-in and check-out for each resort you are staying at. Some Walt Disney World Resort hotels now have a Direct-to-room Check-In where you will receive a text and / or an email with your room number information when your room is ready. If you do receive this, you do not need to go to the front desk and check-in and can go straight to your room if you would like.
During our last Walt Disney World Resort visit this past May, my family stayed at three separate Walt Disney World Resort hotels. We were not as ambitious as you are, but we loved having the chance to experience several different hotels. In the morning before we left for the Theme Parks, we left our luggage with Bell Services and informed them of our next hotel. Later in the afternoon, our items were magically waiting for us at Bell Services of our new hotel. It worked wonderfully!
Wishing you and your family a magical vacation, Gina!
~Rachel