Windows app (formerly Remote Desktop) for macOS unable to connect to Windows 11 Entra ID joined device

Luka Š 10 Reputation points
2024-11-01T10:09:48.1033333+00:00

I have a VM with Windows 11 joined in Entra ID.

From Windows I can connect to the machine using Remote Desktop and the IP address and login with the local account (can connect with EntraID username in any way: AzureAD\Username, .\AzureAD\Username, Username) with both combinations of just username and username@domain.com - with no success).

From Windows I can connect to the machine using Remote Desktop and the NETBIOS machine name with the “Use a web account to sign in to the remote computer” checked with my Entra ID.

From macOS I can connect to the machine using the Windows app and the IP address with the local account.

From macOS I cannot connect in any way to the machine using my Entra ID. Tried with the local IP address - cant login with the EntraID credentials. Tried with NETBIOS name, unable to connect at all:Screenshot 2024-11-01 at 11.04.51

If I try to connect with the (local) IP address using a modified .rdp file with

enablerdsaadauth:i:1

targetisaadjoined:i:1

I get to the microsoft login screen, but get this error:

Screenshot 2024-11-01 at 11.06.49

Question: I would like to connect to that machine through iOS/ macOS Remote Desktop app and the user’s EntraID. Anyone managed to achieve this?

Remote Desktop
Remote Desktop
A Microsoft app that connects remotely to computers and to virtual apps and desktops.
4,654 questions
Windows 11
Windows 11
A Microsoft operating system designed for productivity, creativity, and ease of use.
10,279 questions
Microsoft Intune MacOs
Microsoft Intune MacOs
Microsoft Intune: A Microsoft cloud-based management solution that offers mobile device management, mobile application management, and PC management capabilities.MacOs: A family of Apple operating systems for the Apple Mac line of computers.
93 questions
Microsoft Entra ID
Microsoft Entra ID
A Microsoft Entra identity service that provides identity management and access control capabilities. Replaces Azure Active Directory.
22,650 questions
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4 answers

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  1. Karlie Weng 18,761 Reputation points Microsoft Vendor
    2024-11-05T00:54:05.3866667+00:00

    Hello,

    You can check your firewall or vpn , I believe there may be something wrong with network communication.


    If the Answer is helpful, please click "Accept Answer" and upvote it.

    0 comments No comments

  2. Carl Hye Thaisen 0 Reputation points
    2024-12-06T10:11:11.0833333+00:00

    I Have the same issue - nothing in the firewall prevents it from connecting.

    0 comments No comments

  3. Luka Š 10 Reputation points
    2024-12-14T14:01:43.9766667+00:00

    At the end i installed windows 10 and disabled network level authentication. Hope ms will extend support 😆

    for anyone still looking for an answer;

    https://rublon.com/blog/how-to-rdp-into-azure-ad-joined-vm/

    0 comments No comments

  4. Luka Š 10 Reputation points
    2024-12-14T14:03:04.7566667+00:00

    For anyone still looking for an answer:

    https://rublon.com/blog/how-to-rdp-into-azure-ad-joined-vm/

    At the end i installed windows 10 and disabled NLA.

    0 comments No comments

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