Disney usually release their itineraries for a particular year at the start of the year before. So for 2021 stays, you'll be able to start booking at the beginning of 2020. Keep in mind the free dining offer usually starts around April, so it's always best to wait until April for booking the year after. You cannot book further out than that, as Disney like to run a tight schedule so they can control pricing.
If an agent already offers you 2021 bookings, they're not actually booking them, just holding that request for you which they'll book when they become available.
Click here to search for a Disney World holiday & view current offers
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