Sending, receiving, and organizing email in Outlook on the web for business
Based on your description, the issue appears to be related to the backend processing or event delivery pipeline within your tenant's environment rather than the flow configuration itself. Since the trigger registration succeeds (HTTP 200) but no flow runs are generated, and recreating the flow and connection did not resolve the issue, further investigation on the service side would be required.
To better investigate and troubleshoot this issue, I recommend opening a support ticket through the Microsoft 365 Admin Center. The support team can help investigate the situation, verify the backend configurations, review the trigger/event delivery status, and run any necessary synchronization or recovery actions if required.
You can refer to the following article for guidance on creating a support request: Get support - Microsoft 365 admin | Microsoft Learn.
Note: To create a support ticket, you must have Microsoft 365 administrator privileges. If you are not an administrator in your organization, please contact your Microsoft 365 admin and ask them to create a new support request on your behalf.
Once a support case is opened, it may also be helpful to provide the affected Flow ID(s), Environment ID, Bookings calendar information, and timestamps of recent test appointments to assist the support team with their investigation.
If you have any additional concerns, feel free to comment below. I would be more than happy to assist.