diff --git a/test_package/functional/relative_links/guide.md b/test_package/functional/relative_links/guide.md
new file mode 100644
index 0000000..b19f950
--- /dev/null
+++ b/test_package/functional/relative_links/guide.md
@@ -0,0 +1,11 @@
+# Guide
+
+## Authentication
+
+Tokens are required for all calls.
+
+## See Also
+
+- [Back to index](./index.md)
+- [Deep page](./sub/deep.md)
+- [External](https://example.com/docs)
diff --git a/test_package/functional/relative_links/index.md b/test_package/functional/relative_links/index.md
new file mode 100644
index 0000000..a357759
--- /dev/null
+++ b/test_package/functional/relative_links/index.md
@@ -0,0 +1,16 @@
+# Index Page
+
+## Sibling links
+
+- [See the guide](./guide.md)
+- [Guide auth section](./guide.md#authentication)
+
+## Subdirectory links
+
+- [Deep page](./sub/deep.md)
+- [Deep page section](./sub/deep.md#details)
+
+## Mixed
+
+- [External link](https://example.com)
+- [Header in this page](#sibling-links)
diff --git a/test_package/functional/relative_links/sub/deep.md b/test_package/functional/relative_links/sub/deep.md
new file mode 100644
index 0000000..8da2011
--- /dev/null
+++ b/test_package/functional/relative_links/sub/deep.md
@@ -0,0 +1,11 @@
+# Deep Page
+
+## Details
+
+More detailed information here.
+
+## Parent traversal links
+
+- [Back to index](../index.md)
+- [Guide auth](../guide.md#authentication)
+- [Local header](#details)
diff --git a/test_package/unit/test_renderer.py b/test_package/unit/test_renderer.py
index fc95539..623915f 100644
--- a/test_package/unit/test_renderer.py
+++ b/test_package/unit/test_renderer.py
@@ -336,6 +336,33 @@ def test_renderer_relative_link_with_fragment_enabled():
     assert relative_link.escaped_original == "document/../path/page.md#header-name"
 
 
+@pytest.mark.parametrize(
+    "url, expected_path, expected_fragment",
+    [
+        ("./guide.md", "./guide.md", ""),
+        ("./guide.md#authentication", "./guide.md", "authentication"),
+        ("./sub/deep.md", "./sub/deep.md", ""),
+        ("./sub/deep.md#details", "./sub/deep.md", "details"),
+        ("../index.md", "../index.md", ""),
+        ("../guide.md#authentication", "../guide.md", "authentication"),
+    ],
+)
+def test_renderer_relative_link_variants(url, expected_path, expected_fragment):
+    renderer = ConfluenceRenderer(enable_relative_links=True)
+
+    relative_link_regex = re.compile(
+        r"<a href=\"md2cf-internal-link-([-a-z0-9]+)\">link text</a>"
+    )
+    temporary_link = renderer.link(text="link text", url=url, title=None)
+    assert relative_link_regex.match(temporary_link)
+    assert len(renderer.relative_links) == 1
+    relative_link = renderer.relative_links[0]
+
+    assert relative_link.path == expected_path
+    assert relative_link.fragment == expected_fragment
+    assert relative_link.original == url
+
+
 def test_renderer_relative_link_disabled():
     renderer = ConfluenceRenderer(enable_relative_links=False)