We have a similar problem in that we really don't like our brickwork in our 1980 built home and have the dark brown window frames. Some people just can't understand why we dislike the bricks and I thought they may grow on me. After 4 years I still can't stand them and can't wait until we can afford to render. If we had a small area like yours I would have got it done long ago. Ours is huge. Don't be tempted to bag the walls. I've seen some shockers, usually people trying to do a cheap 'flip'. As for the windows, my uncle who is a painter & decorator said that as long as the frames are cleaned well they are OK to paint conventionally. The channels will be tricky, but ours need new felts etc. anyway.

I would paint the roof charcoal grey, the exterior walls a lighter grey. Trimmings in black, same with the slats beneath the verandah. It would blend into the environment and bring attention to the view of the mountains in the background. To add a pop of colour and bring focus to the front door in an inviting way, I would paint it red.

It has a sort of Tuscan/ Mediterranian vibe , and I like most of the features ( that chimney design is clever , for example , and the way the paving is wearing is great ! ) . You say about red trim , but to me it looks like a reddy brown , which suits . The bluey greeny board doesn't suit , and doesn't go with the roof either ( I assume the roof is all those charcoal tiles ? ) . Ordinarily , I'd say to lighten the render and go with a darker board -- probably charcoal , but then thats just a continuation of the roof . BUT I like the weathered vibe of the existing render , and I like how the windows etc works with the render too . So here's my 'easy' improvement -- leave it mostly as it is , but change 2 things . The downpipe and collector near the door ( the single story one ) I'd change to genuine copper ( not just paint ) ; and the barge board around the top I'd change to either crisp white ( the safe option ) or a metallic coppery bronze -- that references the downpipe but also ties in and transitions between the render and the tiles . A bit riskier , but IMO worth trying .

Dark colours don't stand out - they 'recede'...light colours stand out more. I'd def go dark. I've seen houses with light colour render and they've obviously tried to match with garage door but because of different textures etc, the light throws the 2 colours differently at it looks so wrong - the garge door ends up looking cream or yellow or grey compared to the render. IMO it's better to have a proper contrast where that can't happen!