can transition occur without the presence of a laminar separation
bubble?
In short YES.
To elaborate, there are usually 3 mechanisms causing the boundary layer to go turbulent.
- Natural transition
- Forced transition
- Bypass transition
Because the question is about the Natural transition; this is usually caused by sufficiently amplified Tollmien–Schlichting waves. The reason why you see a transition followed by separation in low Reynolds number flow is because in the separated flow, the amplification factor is around 4 times as much as for the attached flow.
If yes, what would this look like in a pressure distribution?
Here, a clear laminar separation bubble can be seen. The Reynolds
number has been increased by a factor of 10. The transition point is
still visible, but it is not so clear anymore whether there is a
separation bubble. Is there a possible scenario where a laminar
boundary layer transitions without first separating?
As indicated above, it is possible for a boundary layer flow to make the transition to turbulent without separation.
N-factor growth rate scales as $\sqrt{RE_\infty}$ for attached laminar flow and for sufficiently enough $RE$ you can easily see the transition undergoing without any separation.
Also, it's best to inspect the boundary layer parameters through the VPLO menu which gives a clear indication on whether the flow is actually attached or separated.
A very good reference for this is Prof Mark Drela's Flight Vehicle Aerodynamics. - Chapter 4.