diff --git a/src/rules/convert_require/roblox_require_mode.rs b/src/rules/convert_require/roblox_require_mode.rs
index fc229436..498e3eac 100644
--- a/src/rules/convert_require/roblox_require_mode.rs
+++ b/src/rules/convert_require/roblox_require_mode.rs
@@ -22,6 +22,8 @@ pub struct RobloxRequireMode {
     indexing_style: RobloxIndexStyle,
     #[serde(skip)]
     cached_sourcemap: Option<RojoSourcemap>,
+    #[serde(default)]
+    force_relative_path: bool,
 }
 
 impl RobloxRequireMode {
@@ -91,7 +93,7 @@ impl RobloxRequireMode {
                 );
 
                 if let Some(instance_path) =
-                    sourcemap.get_instance_path(&source_path, &require_relative_to_sourcemap)
+                    sourcemap.get_instance_path(&source_path, &require_relative_to_sourcemap, self.force_relative_path)
                 {
                     Ok(Some(Arguments::default().with_argument(
                         instance_path.convert(&self.indexing_style),
diff --git a/src/rules/convert_require/rojo_sourcemap.rs b/src/rules/convert_require/rojo_sourcemap.rs
index 3fda9f96..d4fa371c 100644
--- a/src/rules/convert_require/rojo_sourcemap.rs
+++ b/src/rules/convert_require/rojo_sourcemap.rs
@@ -120,6 +120,7 @@ impl RojoSourcemap {
         &self,
         from_file: impl AsRef<Path>,
         target_file: impl AsRef<Path>,
+        force_relative_path: bool,
     ) -> Option<InstancePath> {
         let from_file = from_file.as_ref();
         let target_file = target_file.as_ref();
@@ -156,7 +157,7 @@ impl RojoSourcemap {
 
         let relative_path_length = parents.len().saturating_add(descendants.len());
 
-        if !self.is_datamodel || relative_path_length <= target_ancestors.len() {
+        if !self.is_datamodel || force_relative_path || relative_path_length <= target_ancestors.len() {
             log::trace!("  ⨽ use Roblox path from script instance");
 
             let mut instance_path = InstancePath::from_script();
@@ -267,7 +268,7 @@ mod test {
             );
             pretty_assertions::assert_eq!(
                 sourcemap
-                    .get_instance_path("src/init.lua", "src/value.lua")
+                    .get_instance_path("src/init.lua", "src/value.lua", false)
                     .unwrap(),
                 script_path(&["value"])
             );
@@ -296,7 +297,7 @@ mod test {
             );
             pretty_assertions::assert_eq!(
                 sourcemap
-                    .get_instance_path("src/main.lua", "src/value.lua")
+                    .get_instance_path("src/main.lua", "src/value.lua", false)
                     .unwrap(),
                 script_path(&["parent", "value"])
             );
@@ -331,7 +332,7 @@ mod test {
             );
             pretty_assertions::assert_eq!(
                 sourcemap
-                    .get_instance_path("src/main.lua", "src/Lib/format.lua")
+                    .get_instance_path("src/main.lua", "src/Lib/format.lua", false)
                     .unwrap(),
                 script_path(&["parent", "Lib", "format"])
             );
@@ -355,7 +356,7 @@ mod test {
             );
             pretty_assertions::assert_eq!(
                 sourcemap
-                    .get_instance_path("src/main.lua", "src/init.lua")
+                    .get_instance_path("src/main.lua", "src/init.lua", false)
                     .unwrap(),
                 script_path(&["parent"])
             );
@@ -386,7 +387,7 @@ mod test {
             );
             pretty_assertions::assert_eq!(
                 sourcemap
-                    .get_instance_path("src/Sub/test.lua", "src/Sub/init.lua")
+                    .get_instance_path("src/Sub/test.lua", "src/Sub/init.lua", false)
                     .unwrap(),
                 script_path(&["parent"])
             );