You are not required to reserve 360 days in advance. You can reserve up to 360 days in advance for best results. Chances for a reservation less than 360 days in advance would be better if you are flexible. If you own Spinnaker Flexible Ownership, you can request Egret Point, Southwind, and Waterside (not sure if there are any other resorts). Also, not sure if you can request more than one date.