chore: restore and fix SSH tests on Windows Server Core images

[lemeurherve]

While working on #388 I remembered we disabled SSH specific tests for Windows Server Core image in order to reduce tests execution time deliver a new image cf notes of #289.

This PR removes this skip and fix them by waiting 10s before trying to connect with SSH (5s wasn't enough), as discovered in #388 (comment).

Ref:

• Bump OpenSSH version to v9.5.0.0p1-Beta #388 (comment)
• Fix Windows tests #292

Testing done

Local tests + CI

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6. Ensure you have provided tests - that demonstrates feature works or fixes the issue

[timja]

a better check would be to try connect over ssh, retrying every x seconds in case its a bit longer or shorter but lets see how this go..