My vote is for a single. I tried a double and had issues with bunching in the middle and slipping out and it just seemed harder to stuff in my external mesh pocket. Granted, the double was given to me and may have been too small for my Superfly. I second Mountain Goat and love the mesh since it gives the tarp a chance to drain/dry out a little.
EDIT addition: I haven't had to set up when it's been really windy. I would think the single would be slightly easier since you're uncovering one end first, so you can stake the lines out. With a double you're starting at the middle when the guys are on the end. Can anyone verify that?
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