I am going to second the Paul Zimmerman videos on YouTube. He shows you how to pillar a rose and how to care for climbing roses. I planted climber this year and have 3 going up the poles of my arbor. The videos are very informative and once you get the idea it's not so scary lol. I planted climbing pinkies to pillar and they have very lax canes that are easy to handle. I am also growing golden celebration as a climber and if you catch the canes early it would be easy to wrap around a pillar. Also look into Peggy Martin, she has very lax canes and is super easy to grow. Good luck and have fun!

I have Duchess of Albany planted on the north side of my house and it does very well. It is a very vigorous grower for me but not as rampant or seedy at all like Clematis terniflora is for me. If you want a monster plant that won't have the problem of being seedy and still have a fragrance, try Triternata Rubromarginata. As for your idea that clematis like shade at their feet, that is fallacy. They like mulched roots because it aids in keeping the soil moisture levels consistent. They tolerate sun on their feet very well provided they are mulched well and kept watered.

This place looks like it might be able to provide the right type of retractable screen, eh? I called and while it was a brief call, the man said they can be more sheer for sun-blocking only or else can be more for privacy where you can't see through - and he said they come in something like a hundred different colors, and can be retracted either manually or w/ a motor. :) http://www.lasvegassolarscreens.com/patio_shades.html

The manufacturer can tell you what size poles/anchors are needed for what size sails. A word of warning though about the triangular shade sails. Go much larger than the shade you need. As the sail is stretched the sides suck in so that you end up trying to make shade out of a string bikini. Unless they are pretty huge, I find them inadequate for providing much shade. On top of that, many of them are made of fabric that is knit or woven with an open structure which allows some light to filter through. Too much light.