diff --git a/src/osekit/core/json_serializer.py b/src/osekit/core/json_serializer.py
index fdbfc8b9..52b50dac 100644
--- a/src/osekit/core/json_serializer.py
+++ b/src/osekit/core/json_serializer.py
@@ -60,11 +60,14 @@ def _serialize_path(value: Path, root_path: Path) -> str:
         return str(value)
 
     anchor = _anchor.get()
-    if anchor is not None and not value.is_relative_to(anchor):
+    if anchor is not None and not value.resolve().is_relative_to(anchor.resolve()):
         # Path is outside the project: we store it as an absolute path.
         return value.as_posix()
     try:
-        return Path(os.path.relpath(path=value, start=root_path)).as_posix()
+        # Return value relative to the root_path
+        return Path(
+            os.path.relpath(path=value.resolve(), start=root_path.resolve())
+        ).as_posix()
     except ValueError:
         # Value is not expressible as relative to root
         return value.as_posix()
diff --git a/tests/test_serialization.py b/tests/test_serialization.py
index 9bded198..385ba7ff 100644
--- a/tests/test_serialization.py
+++ b/tests/test_serialization.py
@@ -1052,14 +1052,34 @@ def test_spectro_dataset_serialization(
 """
 
 
-def can_symlink(tmp_path: Path) -> bool:
+@pytest.fixture
+def create_symlink(tmp_path: Path) -> tuple[Path, Path]:
+    real_root = tmp_path / "cocteau"
+    real_root.mkdir(parents=True, exist_ok=True)
+
+    alias_root = tmp_path / "twins"
+
     try:
-        test_link = tmp_path / "link_test"
-        test_link.symlink_to(tmp_path)
-        test_link.unlink()
-    except OSError:
-        return False
-    return True
+        alias_root.symlink_to(real_root)
+    except (OSError, NotImplementedError) as e:
+        pytest.skip(f"Symlink not permitted on this system:\n{e}")
+
+    return real_root, alias_root
+
+
+def test_serialize_path_with_symlink(
+    tmp_path: Path,
+    create_symlink: tuple[Path, Path],
+) -> None:
+    real_root, alias_root = create_symlink
+
+    target = "serpentskirt"
+
+    target_path = alias_root / target
+
+    result = _serialize_path(value=target_path, root_path=real_root)
+
+    assert result == target
 
 
 def test_path_anchor() -> None:
@@ -1136,6 +1156,21 @@ def test_serialize_path_within_anchor(tmp_path: Path) -> None:
         assert _serialize_path(value=value, root_path=root_path) == expected
 
 
+def test_serialize_path_within_anchor_with_symlink(
+    tmp_path: Path, create_symlink: tuple[Path, Path]
+) -> None:
+    real_root, alias_root = create_symlink
+
+    target = "fun"
+
+    value = alias_root / target
+
+    with path_anchor(anchor=real_root):
+        # Anchor is real_root, which should also be alias_root
+        # So the path should be serialized as relative
+        assert _serialize_path(value=value, root_path=alias_root) == target
+
+
 def test_serialize_path_outside_anchor(tmp_path: Path) -> None:
     value = tmp_path / "fun" / "top.wav"
     anchor = tmp_path / "cool"