Try running this command, I think you'll like it
find /path/to/dir -type f -print0 | xargs -0 du -s | sort -rn | awk 'NR>5 {print $NF}' | xargs rm -f
This will print all files underneath the /path/to/dir directory, compute the size of each file, sort by size, extract out the names of all (except the top 5) files, and pass that to rm.
To perform this on each directory individually, you're better off wrapping it in a script, like
#!/bin/bash
for DIR in `find /path -maxdepth 1 -type d`
do
find ${DIR} -type f -print0 | xargs -0 du -s | sort -rn | awk 'NR>5 {print $NF}' | xargs rm -f
done
Where /path is the parent directory that contains all of your sibling directories. This will accomplish the same thing that @TomNewton describes by individually executing the workflow on each sibling directory.