Configure Clientless, Cisco Anyconnect, and Site to Site VPN With ASA

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Site to Site VPN:

A site-to-site VPN allows offices in multiple fixed locations to establish secure connections with each other over a public network such as the internet.


Clientless SSL VPN enables end users to securely access resources on the corporate network from anywhere using an SSL-enabled Web browser. The user first authenticates with a Clientless SSL VPN gateway, which then allows the user to access pre-configured network resources.

Clientless SSL VPN creates a secure, remote-access VPN tunnel to an ASA using a web browser without requiring a software or hardware client. It provides secure and easy access to a broad range of web resources and both web-enabled and legacy applications from almost any device that can connect to the Internet via HTTP. WebVPN

About the AnyConnect VPN Client:

The Cisco AnyConnect Secure Mobility Client provides secure SSL and IPsec/IKEv2 connections to the ASA for remote users. Without a previously-installed client, remote users enter the IP address in their browser of an interface configured to accept SSL or IPsec/IKEv2 VPN connections.

After entering the URL, the browser connects to that interface and displays the login screen. If the user satisfies the login and authentication, and the ASA identifies the user as requiring the client, it downloads the client that matches the operating system of the remote computer. After downloading, the client installs and configures itself, establishes a secure SSL or IPsec/IKEv2 connection and either remains or uninstalls itself (depending on the configuration) when the connection terminates.

In the case of a previously installed client, when the user authenticates, the ASA examines the revision of the client, and upgrades the client as necessary. When the client negotiates an SSL VPN connection with the ASA, it connects using Transport Layer Security (TLS), and optionally, Datagram Transport Layer Security (DTLS).


DTLS avoids latency and bandwidth problems associated with some SSL connections and improves the performance of real-time applications that are sensitive to packet delays. The AnyConnect client can be downloaded from the ASA, or it can be installed manually on the remote PC by the system administrator. For more information about installing the client manually, see the appropriate release of the Cisco AnyConnect Secure Mobility Configuration Guide .

The ASA downloads the client based on the group policy or username attributes of the user establishing the connection. You can configure the ASA to automatically download the client, or you can configure it to prompt the remote user about whether to download the client. In the latter case, if the user does not respond, you can configure the ASA to either download the client after a timeout period or present the login page.

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