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It will be difficult, as there is already probably a long "line" of existing requests that you will be behind. Be flexible about resort choice if you must have a 2BR.
I had an ongoing search in for a 2 bdrm at any DVC resort for this past Thanksgiving week and failed to match. My ongoing search had been in place for more than a year and a half. I matched a one bedroom to a different search and saw a few other 1 bdrms at SSR pop up for that week.
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