diff --git a/addons/hr_holidays/models/hr_leave_type.py b/addons/hr_holidays/models/hr_leave_type.py
index b6f5a441316..3d26c56244b 100644
--- a/addons/hr_holidays/models/hr_leave_type.py
+++ b/addons/hr_holidays/models/hr_leave_type.py
@@ -313,7 +313,8 @@ class HolidaysType(models.Model):
                                     leave_unit = 'hours'
                                 if holiday_status_id.requires_allocation != 'no':
                                     for available_allocation in sorted_available_allocations:
-                                        if available_allocation.date_to and available_allocation.date_to < leave.date_from.date():
+                                        if (available_allocation.date_to and available_allocation.date_to < leave.date_from.date()) \
+                                            or (available_allocation.date_from > leave.date_to.date()):
                                             continue
                                         virtual_remaining_leaves = (available_allocation.number_of_days if leave_unit == 'days' else available_allocation.number_of_hours_display) - allocations_days_consumed[employee_id][holiday_status_id][available_allocation]['virtual_leaves_taken']
                                         max_leaves = min(virtual_remaining_leaves, leave_duration)
@@ -352,7 +353,7 @@ class HolidaysType(models.Model):
                     if future_allocation_interval[0].date() > search_date:
                         continue
                     for allocation in future_allocation_interval[2]:
-                        if not allocation.active:
+                        if not allocation.active or allocation.date_from > search_date:
                             continue
                         days_consumed = allocations_days_consumed[employee_id][holiday_status_id][allocation]
                         if future_allocation_interval[1] != fields.datetime.combine(date, time.max) + timedelta(days=5*365):
diff --git a/addons/hr_holidays/tests/test_leave_requests.py b/addons/hr_holidays/tests/test_leave_requests.py
index f24ada0e486..e738e607d02 100644
--- a/addons/hr_holidays/tests/test_leave_requests.py
+++ b/addons/hr_holidays/tests/test_leave_requests.py
@@ -1012,3 +1012,49 @@ class TestLeaveRequests(TestHrHolidaysCommon):
                 'number_of_days': 1,
                 'supported_attachment_ids': [(6, 0, [])],  # Sent by webclient
             })
+
+    def test_prevent_misplacement_of_allocations_without_end_date(self):
+        """
+            The objective is to check that it is not possible to place leaves
+            for which the interval does not correspond to the interval of allocations.
+        """
+        holiday_type_A = self.env['hr.leave.type'].with_user(self.user_hrmanager_id).with_context(tracking_disable=True).create({
+            'name': 'Type A',
+            'requires_allocation': 'yes',
+            'employee_requests': 'yes',
+            'leave_validation_type': 'hr',
+        })
+
+        # Create allocations with no end date
+        allocations = self.env['hr.leave.allocation'].create([
+            {
+                'name': 'Type A march 1 day without date to',
+                'employee_id': self.employee_emp_id,
+                'holiday_status_id': holiday_type_A.id,
+                'number_of_days': 1,
+                'state': 'confirm',
+                'date_from': '2023-01-03',
+            },
+            {
+                'name': 'Type A april 5 day without date to',
+                'employee_id': self.employee_emp_id,
+                'holiday_status_id': holiday_type_A.id,
+                'number_of_days': 5,
+                'state': 'confirm',
+                'date_from': '2023-04-01',
+            },
+        ])
+
+        allocations.action_validate()
+
+        trigger_error_leave = {
+            'name': 'Holiday Request',
+            'employee_id': self.employee_emp_id,
+            'holiday_status_id': holiday_type_A.id,
+            'date_from': '2023-03-14',
+            'date_to': '2023-03-16',
+            'number_of_days': 3,
+        }
+
+        with self.assertRaises(ValidationError):
+            self.env['hr.leave'].with_user(self.user_employee_id).create(trigger_error_leave)