Yeah, my tomatoes grow roots out the holes, I sit them in water one year to keep fire ants out, the mosquitoes took over, side holes are best, because the pot can block the holes sitting on the bottom. I also do not like the holes above ground by up to 3", doesn't cool the dirt to sit in water, just steams them when the sun is up. Location is vital though, I am having 96*F days and pots get much hotter than the air with sun shining on them, so take into account what you will have to deal with- like cooling the dirt with sinking pots down into the soil, or double potting if you get heat like I am getting already.
