Systems and methods are provided for extending a remote desktop to a multi monitor configuration, with each monitor being viewable via a separate web client or native client, where the clients may further be executing on separate computing devices. After an initial remote desktop session is initiated via a first client, a second session with the remote desktop can be requested via a second client, which may be a web client or a native client executing on the same or different computing device as the first client. The remote desktop can be reconfigured to two monitor mode including a first and a second monitor. The graphical data of the first monitor can be streamed to the first client and the graphical data of the second monitor can be streamed to the second client. Consequently, the remote desktop can be extended to additional monitors in the same way.