diff --git a/lib/ansible/playbook/included_file.py b/lib/ansible/playbook/included_file.py
index db4f89eae3d..a6c9f76283a 100644
--- a/lib/ansible/playbook/included_file.py
+++ b/lib/ansible/playbook/included_file.py
@@ -44,6 +44,8 @@ class IncludedFile:
     def add_host(self, host):
         if host not in self._hosts:
             self._hosts.append(host)
+            return
+        raise ValueError()
 
     def __eq__(self, other):
         return other._filename == self._filename and other._args == self._args and other._task._parent._uuid == self._task._parent._uuid
@@ -160,12 +162,24 @@ class IncludedFile:
 
                         inc_file = IncludedFile(role_name, include_variables, new_task, is_role=True)
 
-                    try:
-                        pos = included_files.index(inc_file)
-                        inc_file = included_files[pos]
-                    except ValueError:
-                        included_files.append(inc_file)
+                    idx = 0
+                    orig_inc_file = inc_file
+                    while 1:
+                        try:
+                            pos = included_files[idx:].index(orig_inc_file)
+                            # pos is relative to idx since we are slicing
+                            # use idx + pos due to relative indexing
+                            inc_file = included_files[idx + pos]
+                        except ValueError:
+                            included_files.append(orig_inc_file)
+                            inc_file = orig_inc_file
 
-                    inc_file.add_host(original_host)
+                        try:
+                            inc_file.add_host(original_host)
+                        except ValueError:
+                            # The host already exists for this include, advance forward, this is a new include
+                            idx += pos + 1
+                        else:
+                            break
 
         return included_files
diff --git a/test/integration/targets/include_import/runme.sh b/test/integration/targets/include_import/runme.sh
index af1abb15634..8f0550e2b3c 100755
--- a/test/integration/targets/include_import/runme.sh
+++ b/test/integration/targets/include_import/runme.sh
@@ -73,3 +73,9 @@ if [[ -z "$OUT" ]]; then
     echo "apply on import_tasks did not cause error"
     exit 1
 fi
+
+# Test that duplicate items in loop are not deduped
+ANSIBLE_STRATEGY='linear' ansible-playbook tasks/test_include_dupe_loop.yml -i ../../inventory "$@" | tee test_include_dupe_loop.out
+test "$(grep -c 'item=foo' test_include_dupe_loop.out)" = 3
+ANSIBLE_STRATEGY='free' ansible-playbook tasks/test_include_dupe_loop.yml -i ../../inventory "$@" | tee test_include_dupe_loop.out
+test "$(grep -c 'item=foo' test_include_dupe_loop.out)" = 3
\ No newline at end of file
diff --git a/test/integration/targets/include_import/tasks/debug_item.yml b/test/integration/targets/include_import/tasks/debug_item.yml
new file mode 100644
index 00000000000..025e132daa4
--- /dev/null
+++ b/test/integration/targets/include_import/tasks/debug_item.yml
@@ -0,0 +1,2 @@
+- debug:
+    msg: "item={{ item }}"
diff --git a/test/integration/targets/include_import/tasks/test_include_dupe_loop.yml b/test/integration/targets/include_import/tasks/test_include_dupe_loop.yml
new file mode 100644
index 00000000000..b7b9301de7a
--- /dev/null
+++ b/test/integration/targets/include_import/tasks/test_include_dupe_loop.yml
@@ -0,0 +1,8 @@
+- name: Test Include Duplicate Loop Items
+  hosts: testhost
+  tasks:
+    - include_tasks: debug_item.yml
+      loop:
+        - foo
+        - foo
+        - foo