As far as the entranceway rug is concerned, I'm in the "turn it 90 degrees" camp. I would really like to see a rug that lengthwise (orientation: facing the door) fits from the staircase wall on the left to the step edge on the right, and widthwise, from the door to at least the edge of the staircase, but extends no further that piece of wall partition. Another option is to go with something large but neutral to fit the space (like the sisal), but then layer a smaller rug or mat with a stronger pattern that you like where the length equals the width of the door. That way, the smaller one catches most of the dirt/mud/whatever, but the larger one gives the space the correct proportions. It's also a possible solution for the living room. And as far as the living room is concerned, I think part of the issue that you're having is simply from furniture placement. For example, I'll bet that the leather chair closest to the entryway door doesn't get used nearly as much as the other seats for two reasons: a) only the other leather chair is actually a comfortable talking distance from it, and b) people don't usually feel comfortable having their back to an entranceway. It tends to make us feel nervous; when I'm in restaurants, I sometimes find myself looking behind just instinctively. Your living room has fantastic windows and a wonderfully chunky fireplace that's the right scale for them, but the other side of the room doesn't seem to balance it out. A bookshelf or similar kind of unit is a frequent solution, and if you found something with a deep base, then you could use it as closed storage space (for your adorable little girl's toys, perhaps?), and then use the higher shelves for display, or just things you would prefer out of her reach. I'd also love another few shots from different angles inside of the living room. Right now, all I know on the one side is that you have a balcony above a green chair, but I have no idea if that wall partition is actually a full wall underneath it or just a support beam with a transition to another space.

Ah, now I see the proximity to the door. I like rug #2, and given it's an entryway and you have little ones (I spy cute little shoes!) I'd go with a taller bench and place 2 or 3 identical baskets below, as a catchall for shoes, scarves, gloves, etc.

I would put the waterhog outside at the door and then a small mat inside that absrobs water but can be washed easily. A solid color for sure and maybe just almost a match to the floor color. It looks like it can’t be too thick either . This is a from a company called magic doormts you might want to check them out.

I havent asked for advice on whether or not my kitchen cabinets match my flooring. I didnt select them this is the house we moved into and as a “pro”, you must know everyone has a budget they work with and priorities and I’ve only asked which rugs of the ones I selected are good choices not for you to change the look, color and style that I’m going for.