diff --git a/litellm/llms/vertex_ai/gemini/vertex_and_google_ai_studio_gemini.py b/litellm/llms/vertex_ai/gemini/vertex_and_google_ai_studio_gemini.py
index 9acbc9c459c..f27593dc94e 100644
--- a/litellm/llms/vertex_ai/gemini/vertex_and_google_ai_studio_gemini.py
+++ b/litellm/llms/vertex_ai/gemini/vertex_and_google_ai_studio_gemini.py
@@ -2743,10 +2743,10 @@ class VertexGeminiConfig(VertexAIBaseConfig, BaseConfig):
                 chunk_indices = support.get("groundingChunkIndices", [])
 
                 if start_index is not None and end_index is not None and chunk_indices:
-                    # Use the first chunk's URL for the annotation
-                    first_chunk_idx = chunk_indices[0]
-                    if first_chunk_idx in chunk_to_uri_map:
-                        uri_info = chunk_to_uri_map[first_chunk_idx]
+                    for chunk_index in chunk_indices:
+                        if chunk_index not in chunk_to_uri_map:
+                            continue
+                        uri_info = chunk_to_uri_map[chunk_index]
 
                         url_citation: ChatCompletionAnnotationURLCitation = {
                             "start_index": start_index,
diff --git a/tests/unit/llms/vertex_ai/gemini/test_vertex_and_google_ai_studio_gemini.py b/tests/unit/llms/vertex_ai/gemini/test_vertex_and_google_ai_studio_gemini.py
index 065d894e658..1546d1e9fe0 100644
--- a/tests/unit/llms/vertex_ai/gemini/test_vertex_and_google_ai_studio_gemini.py
+++ b/tests/unit/llms/vertex_ai/gemini/test_vertex_and_google_ai_studio_gemini.py
@@ -10655,3 +10655,34 @@ async def test_gemini_sends_a_boolean_for_a_gateway_default_written_as_text_or_n
     sent: Final = await _sent_thinking_config("gemini-3.8-flash", {"reasoning_effort": "high"})
 
     assert sent["includeThoughts"] is expected
+
+
+@pytest.mark.parametrize("chunk_indices", [[0, 1], [2, 1, 0]])
+def test_grounding_support_preserves_every_web_source(chunk_indices: list[int]) -> None:
+    metadata: Final = {
+        "groundingChunks": [
+            {"web": {"uri": "https://example.com/a", "title": "A"}},
+            {"web": {"uri": "https://example.com/b", "title": "B"}},
+            {"retrievedContext": {"uri": "gs://document"}},
+        ],
+        "groundingSupports": [
+            {"segment": {"startIndex": 0, "endIndex": 5}, "groundingChunkIndices": chunk_indices},
+            {"segment": {"startIndex": 6, "endIndex": 11}, "groundingChunkIndices": [1]},
+        ],
+    }
+
+    annotations: Final = VertexGeminiConfig._convert_grounding_metadata_to_annotations([metadata], "First claim")
+
+    expected_sources: Final = [(index, 0, 5) for index in chunk_indices if index in (0, 1)] + [(1, 6, 11)]
+    assert annotations == [
+        {
+            "type": "url_citation",
+            "url_citation": {
+                "start_index": start,
+                "end_index": end,
+                "url": metadata["groundingChunks"][index]["web"]["uri"],
+                "title": metadata["groundingChunks"][index]["web"]["title"],
+            },
+        }
+        for index, start, end in expected_sources
+    ]