Here are some of the best Rolex watches for under 20 thousand dollars. First, the 15,000 dollar two tone Rolex Datejust with a Wimbledon dial. Next, the iconic 11 thousand dollar stainless steel Rolex Submariner. And finally the 17,000 dollar lefty Rolex GMT Master 2 Sprite. If any of these fit your budget, which one are you picking?