These are all great pictures. Iphoto has an option that allows comparison of photos in a very helpful way (I think). It allows you to place two pictures on your screen and then conveniently & quickly keep flipping chosen pictures (ok I don't know how to explain it, but I like it). So I have been flashing pictures back and forth. Purely as a picture, pup 2 is my favorite. For your calender purposes, I think pup 5 is very attractive, and tells a story that you don't get with pup 2. The light reflected off the tile makes the rest of the picture a little dark. That kept it (pup 5) from being the clear (in my humble opinion) winner. if you have the software to do it, you might try making the whole picture lighter. If you have a mac, there is a little box titled "adjust", and you just slide the bar. I am sure there is something similar for a PC.
Pictures 1 and 6 are very interesting to me. If your camera has a portrait mode, I would love to see a little more light on Perry, and a blurring of the windows in the background. I think there is a lot of potential for that shot.
I guess all that was pretty wordy. For your purposes, I would choose pup 5.