Twelve Minutes (UP)

This achievement needs you to look at the painting above the couch in the living room 4 times in total.
You can collect missing ones in different playthrough , so it's not missable.
If you did the "Mindfulness" - Ending:
The paintings won't be able to collect through multiple playthroughs if you delete your data in the options. So don't do this!
This guide contains spoilers!

Like the name suggests, there are 4 paintings showing the 4 seasons.
Edit1: It seems there are a total of 5 different pictures. You still need 4 of them. It's recommended to always look at the pictures after a loop starts again. Possible is that there are 2 spring or summer versions.
Spring:
Right at the beginning.
It shows two trees with green leaves.

Summer:
After you ate the dessert with your wife and completed this dialogue with her (at least until the dancing part) and got killed the first time.
It shows one tree with green and the other (the left one) with yellow leaves which can be hard to recognize. Additionally the sun is more present here.

Fall:
After you had the first "friendly cop" loop in which he talks about the "monster" and the man thinks that everything's over. Don't reveal the monster at this point.
It shows a stormy scene with reddish brown leaves on the trees.

Winter:
After you revealed that you are the monster and answered to the father that you will stay with your wife.
If you did the "Alone" - Ending: It shows a snowy scene where the trees have no leaves anymore.

This requires you to view the painting of the trees above the couch on four separate occasions. The painting will change seasons based on the loops you complete.

The loops you need to complete are:
Let It Be ("Listen (80G)")
Dinner
Is It Over?
The Truth

Make sure to view the picture after finishing each of these loops. Resetting your progress in the advanced options menu will reset this achievement, as will completing Ending #3 ("Continue (80G)") as that is the True Ending and completes the game.

Below is a full game walkthrough with all achievements and endings!


Achievement Timestamps:

0:00:00 - Listen Achievement
0:06:14 - Seasons Achievement (Step 1/4)
0:06:24 - Ouroboros Achievement (Step 1/3)
0:06:36 - Faun Achievement (Step 1/3)
0:13:45 - Seasons Achievement (Step 2/4)
0:14:08 - Fluidity Achievement
0:37:08 - Coward Achievement
1:12:51 - Groundhog Achievement
1:13:43 - Seasons Achievement (Step 3/4)
1:13:50 - Faun Achievement (Step 2/3)
1:36:08 - Confessed Achievement
1:36:10 - Seasons Achievement (Step 4/4)
1:36:28 - Ouroboros Achievement (Step 2/3)
1:36:50 - Faun Achievement (Step 3/3)
1:43:49 - Alone Achievement
1:44:25 - Gardener Achievement
1:48:26 - Mindfulness Achievement
1:54:03 - Continue Achievement
1:56:42 - Ouroboros Achievement (Step 3/3)

Loop Timestamps:

0:00:00 - Loop 1 (Let It Be) [Listen Achievement]
0:04:47 - Loop 2 (Dinner)
0:13:12 - Loop 3 (Question)
0:20:15 - Loop 4 (Witness)
0:27:27 - Loop 5 (Prove It)
0:33:04 - Loop 6 (Forgiven, Not Forgotten)
0:37:08 - Loop 7 (Betrayal) [Coward Achievement]
0:45:14 - Loop 8 (Don't Betray)
0:56:38 - Loop 9 (More Questions)
1:03:35 - Loop 10 (Is It Over?)
1:12:51 - Loop 11 (Perfect Day) [Groundhog Achievement]
1:22:02 - Loop 12 (Murderer)
1:26:51 - Loop 13 (The Truth)
1:36:08 - Loop 14 (Confession) [Confessed Achievement]
1:43:49 - Loop 15 (Ending #1) [Alone Achievement]
1:48:26 - Loop 16 (Ending #2) [Mindfulness Achievement]
1:54:03 - Loop 17 (Ending #3) [Continue Achievement]

Our 100% walkthrough over at Achievement Land will get you all of the Achievements in less than 2 hours!

This locations of the different painting can be seen in the timestamps below under the "Seasons" heading.


Note on the three painting achievements. To be absolutely safe you could check each painting before the wife greets you every loop, adding no time to the playthrough. The ones I’ve identified may not be the only triggers.

01:22 “Listen” Ending Achievement
06:09 “Fluidity” Achievement
51:12 “Seasons” Living Room Painting Achievement
• Summer, spring, winter and autumn variants. Unsure what triggers the change, best to check each loop from the start of the game
• Loop @ 05:21
• Loop @ 12:45
• Loop @ 36:03
• Loop @ 50:32 (after the first father encounter)
54:08 “Groundhog” Ending Achievement + Part 1/3 of “Gardener” Achievement
01:02:10 “Confessed” Ending Achievement + Part 2/3 of “Gardener” Achievement
01:07:46 “Coward” Ending Achievement + Part 3/3 of “Gardener” Achievement
01:16:11 “Ouroboros” Kitchen Painting Achievement Unlocks
• 1st picture (egg) can be seen at the start of the game - Loop @ 05:21
• 2nd picture (cracked egg) can be seen after the first encounter with the father - Loop @ 50:32
• 3rd picture (snake circle) can be seen during the Alone ending loop - Loop @ 01:16:11
01:16:11 “Alone” Ending Achievement - “Ourboros” achievement above unlocked in same loop
01:22:37 “Mindfulness” Ending Achievement
01:27:32 “Continue” Ending Achievement
“Faun” Achievement
• Achievement didn’t appear on screen for me
• 1st painting (man holding woman) can be seen from the start of the game - Loop @ 05:21
• 2nd painting (woman moving away from man) can be seen after convincing the cop of wife’s innocence - Loop @ 36:03
• 3rd painting (man alone) can be seen after first encounter with the father - Loop @ 50:32

LightningSoule's guide has everything you need but I found the spring/summer thing the most confusing. I recorded my attempt at this and just succeeded. So I share (you might want to go to yt to read the vid's description):

3 minute video guide