diff --git a/changelogs/fragments/ansible-test-pip-bootstrap-s3.yml b/changelogs/fragments/ansible-test-pip-bootstrap-s3.yml
new file mode 100644
index 00000000000..0015b6ca5ba
--- /dev/null
+++ b/changelogs/fragments/ansible-test-pip-bootstrap-s3.yml
@@ -0,0 +1,2 @@
+bugfixes:
+  - ansible-test - The ``--remote`` option has been updated to use a versioned ``get-pip.py`` bootstrapper to avoid issues with future releases.
diff --git a/test/lib/ansible_test/_data/setup/remote.sh b/test/lib/ansible_test/_data/setup/remote.sh
index 26bec500c0d..35167e21a1c 100644
--- a/test/lib/ansible_test/_data/setup/remote.sh
+++ b/test/lib/ansible_test/_data/setup/remote.sh
@@ -11,11 +11,8 @@ cd ~/
 install_pip () {
     if ! "${python_interpreter}" -m pip.__main__ --version --disable-pip-version-check 2>/dev/null; then
         case "${python_version}" in
-            "2.7")
-                pip_bootstrap_url="https://bootstrap.pypa.io/${python_version}/get-pip.py"
-                ;;
             *)
-                pip_bootstrap_url="https://bootstrap.pypa.io/get-pip.py"
+                pip_bootstrap_url="https://ansible-ci-files.s3.amazonaws.com/ansible-test/get-pip-20.3.4.py"
                 ;;
         esac
         curl --silent --show-error "${pip_bootstrap_url}" -o /tmp/get-pip.py