I agree with you the pillars are unfortunate. The replacement tiles will stand out no matter how close they come to matching so you're better off making sure they are clearly different so the gray one is better. Putting busy mosaic tiles could look nice but will interrupt the flow between rooms which I'm guessing is your problem with the columns in the first place. You will need to create a dextrous solution to tying into the 2x4 wall on the left side but I think it can be done tastefully- maybe beveling it back once you get past he end of that wall.

Take a clue from the pics....Do it's hard when you're starting and everything needs doing. Find a picture you like and use that as a guide. Do you like the looks of the colors in the two pictures above? Very simple and straight forward with beige/gray bricks and white and black accent colors for shutters and trim.

Love blue tiles. Depending on how much sun and how hot your pool gets in the summer should dictate what color it is. We live in Arizona, so cool blues work best. Our neighbor has brown tile and a dark pebble tech pool. Looks like a swimming hole and gets really hot - 94% water in the summer. They obviously didn't think it through.

Hi, Courtney, thanks for that, I haven't painted yet, we have nearly finished putting in a bathroom. This coming summer we are painting, so at present my choice of colours are a dark grey roof, a warm green (not blue undertone) for main house, a buttermilk trim and a rusty red door? What do you think.