What is the simplest way to SSH using Python?

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You can code it yourself using Paramiko, as suggested above. Alternatively, you can look into Fabric, a python application for doing all the things you asked about:

Fabric is a Python library and
command-line tool designed to
streamline deploying applications or
performing system administration tasks
via the SSH protocol. It provides
tools for running arbitrary shell
commands (either as a normal login
user, or via sudo), uploading and
downloading files, and so forth.

I think this fits your needs. It is also not a large library and requires no server installation, although it does have dependencies on paramiko and pycrypt that require installation on the client.

The app used to be here. It can now be found here.

* The official, canonical repository is git.fabfile.org
* The official Github mirror is GitHub/bitprophet/fabric

There are several good articles on it, though you should be careful because it has changed in the last six months:

Deploying Django with Fabric

Tools of the Modern Python Hacker: Virtualenv, Fabric and Pip

Simple & Easy Deployment with Fabric and Virtualenv

Later: Fabric no longer requires paramiko to install:

$ pip install fabric
Downloading/unpacking fabric
  Downloading Fabric-1.4.2.tar.gz (182Kb): 182Kb downloaded
  Running setup.py egg_info for package fabric
    warning: no previously-included files matching '*' found under directory 'docs/_build'
    warning: no files found matching 'fabfile.py'
Downloading/unpacking ssh>=1.7.14 (from fabric)
  Downloading ssh-1.7.14.tar.gz (794Kb): 794Kb downloaded
  Running setup.py egg_info for package ssh
Downloading/unpacking pycrypto>=2.1,!=2.4 (from ssh>=1.7.14->fabric)
  Downloading pycrypto-2.6.tar.gz (443Kb): 443Kb downloaded
  Running setup.py egg_info for package pycrypto
Installing collected packages: fabric, ssh, pycrypto
  Running setup.py install for fabric
    warning: no previously-included files matching '*' found under directory 'docs/_build'
    warning: no files found matching 'fabfile.py'
    Installing fab script to /home/hbrown/.virtualenvs/fabric-test/bin
  Running setup.py install for ssh
  Running setup.py install for pycrypto
...
Successfully installed fabric ssh pycrypto
Cleaning up...

This is mostly cosmetic, however: ssh is a fork of paramiko, the maintainer for both libraries is the same (Jeff Forcier, also the author of Fabric), and the maintainer has plans to reunite paramiko and ssh under the name paramiko. (This correction via pbanka.)

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