I am with you - continuity errors
1. The portraits and the clock don’t belong there
Where’s Olaf at? Based on the appearance of the 2 stained glass windows on either side of a door, I’d say he’s at the same place where Elsa sang “the winds are restless, could that be why I’m hearing this call” in Some Things Never Change (see gif below)
Additional evidence that they were at the same place: Olaf and Elsa were both looking at the town from their vantage point.
Inside the room behind Olaf, you can see the portrait of the 5 main characters on the left, and the portrait of the royal family with young Elsa and Anna on the right. (white arrows) and a clock (yellow circle)
But in the scene with Elsa, what’s behind her is a room and a door to that room. (over-brightened screencap below; you can also see it in the gif)
Where can we see those 2 portraits and the clock? In the council chamber ie the room where Elsa walked to during Into the Unknown and then burst out onto the balcony. You can see it below (and the clock looks slightly different too)
So looks like the internal rooms of this magical castle changed on their own :) of course, you could say that Queen Anna changed the position of the portraits. (Olaf is not in the council chamber, because council chamber balcony faces the North ie towards the fjord and Enchanted forest/Ahtohallan; he was facing the town which is East)
There’s a lot to talk about in this shot. Firstly - there’s no icy castle decorations!! But we know that when Anna became Queen, the castle still had Elsa’s decorations. See the decorations in this screencap taken just before Anna comes out of her tent (you can see the tent to the right of the middle):
The black arrow is pointing to a lighthouse. I have circled the lighthouse in red and the red line shows the line of sight from where Olaf is to the lighthouse.
(BTW, there are 2 possible locations where Olaf is in the castle - the red circle above or the purple circle below. I don’t think he’s at the purple circle because he wouldn’t have such a good view of the town from that lower vantage point. And he’s short…)
Moving on, the white arrow points to a “castle wall tower” which you can see if you follow my red line (line of sight). I feel that the one in the Olaf Short film looks hexagonal (6 sided) whereas the one that my red line intersects is 4 sided.
Lastly, there seems to be a “fence” around the lighthouse (I have duplicated the screencap below) that I have indicated with a yellow arrow - I cannot account for this fence.