Since migrating to an ASA5585-X running in multi context mode, we have been unable to use the clientless webvpn mode to push down the anyconnect software. We opened a TAC case and got this response from Cisco.
Thanks for the information provided. Unfortunately
clientless webvpn access is not supported in multiple context mode, that is the
reason why you get the “Internal server error” when trying to access the ASA
using a browser. While using the ASA in multiple context mode you need to find
an alternative way to distribute the Anyconnect software and profile to the
remote users since you won’t be able to provide it directly from the ASA.
The following enhancement request was opened to address
this issue in future releases:
ENH: Add Features in Remote Access VPN in Multi-Context
Mode
CSCuw19758
Description
Symptom:
This is an Enhancement Request
Add support for below features in Remote Access VPN in
Multi-Context Mode:
1. Username-from-certificate and prefill-username for
authorizing to radius
2. DAP
3. Client profile download
4. WebLaunch
5. AnyConnect image configuration per context
6. Stateful Failover
7. IKEv2, IKEv1
8. Stateful Failover
9. Flash virtualization
10. CoA
11. CSD/Hostscan
12. VPN Load-balancing
13. Customization/Localization
Workaround:
None
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