We have always done it this way: associating the duration of a trip with the low season is forgetting that a good deal mainly depends on smart planning and not an absolute constraint.
The playbook shows us that you can very well go for two weeks in full season if you have the right information or a good connection, not just because you have a small budget.
The experience here in Tunisia, for example, proves that the flexibility to seize opportunities is more important than the duration of the stay to find an interesting price.
It is not the duration that dictates the season, but the ability to find contacts or search for an offer, even for departures in high season.