Help planning decking please

Lots of photos and a rough sketch (not to scale!) attached so hopefully you can get a feel for the whole area I've got to work on this autumn. We have a new summerhouse, facing the pond, and a wooden above-ground pool being built behind it. I know it seems odd not to have the summerhouse overlooking the swimming pool, but I'm more interested in being able to see my wildlife pond if I'm sitting in the summerhouse!  

The original idea was to have decking right around the whole area but now I'm not sure how that will look. I definitely want a decking 'boardwalk' from the doors of the summerhouse to the pool, and decking around the pool, but I'm not sure how you finish that off when it runs right up to a fence, or how you stop grass growing up from around the edges? Do I have to remove all the turf from underneath it?

I would like to be able to cover up that ugly fence somehow, so I guess I do need to leave a bed at the back of the decking, at least wide enough to plant some evergreen clematis and ivy. Has anyone got any photos of something similar so I can see how that would look? Or could they just go through planting holes?  

Also, the square area to the left of the summerhouse, where the little table and chair are in the photos, was going to be decking for sunbathing but I'm rubbish at visualising this and worried how it will look having a relatively formal area running right up to a very informal native hedge? I planned for the decking to extend over the pond a little, where there are two paving slabs now, to butt up against the bridge my husband made years ago.

To give you some sense of scale, the summerhouse is about 10ft square, obviously with a corner cut off, the swimming pool is about 13ft across and the area to the right of the summerhouse is about 8ft square. 

Oh, and I would like this whole corner of the garden to have a kind of Mediterranean feel to it, so I'm going to plant one or two pencil cypress by the summerhouse and pool (the circles with T in) and there will be a rosemary hedge running between it and the rest of the garden. If I do end up with decking running right round the whole summerhouse and pool, can I cut a circle in it to plant the cypress through? 

Any advice would be gratefully received - I don't trust my own judgement on this!