diff --git a/keda/templates/manager/podmonitor.yaml b/keda/templates/manager/podmonitor.yaml
index bb83d08a..7deafeb6 100644
--- a/keda/templates/manager/podmonitor.yaml
+++ b/keda/templates/manager/podmonitor.yaml
@@ -3,8 +3,10 @@ apiVersion: monitoring.coreos.com/v1
 kind: PodMonitor
 metadata:
   name: {{ .Values.operator.name }}
+  {{- with (mergeOverwrite (deepCopy .Values.additionalAnnotations) .Values.prometheus.operator.podMonitor.annotations) }}
   annotations:
-    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
+    {{- toYaml . | nindent 4 }}
+  {{- end }}
   labels:
     app.kubernetes.io/name: {{ .Values.operator.name }}
     {{- include "keda.labels" . | indent 4 }}
diff --git a/keda/templates/manager/servicemonitor.yaml b/keda/templates/manager/servicemonitor.yaml
index 78be93d3..176dd664 100644
--- a/keda/templates/manager/servicemonitor.yaml
+++ b/keda/templates/manager/servicemonitor.yaml
@@ -3,8 +3,10 @@ apiVersion: monitoring.coreos.com/v1
 kind: ServiceMonitor
 metadata:
   name: {{ .Values.operator.name }}
+  {{- with (mergeOverwrite (deepCopy .Values.additionalAnnotations) .Values.prometheus.operator.serviceMonitor.annotations) }}
   annotations:
-    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
+    {{- toYaml . | nindent 4 }}
+  {{- end }}
   labels:
     app.kubernetes.io/name: {{ .Values.operator.name }}
     {{- include "keda.labels" . | indent 4 }}
diff --git a/keda/templates/metrics-server/podmonitor.yaml b/keda/templates/metrics-server/podmonitor.yaml
index 40476abd..5ed65b8f 100644
--- a/keda/templates/metrics-server/podmonitor.yaml
+++ b/keda/templates/metrics-server/podmonitor.yaml
@@ -3,8 +3,10 @@ apiVersion: monitoring.coreos.com/v1
 kind: PodMonitor
 metadata:
   name: {{ .Values.operator.name }}-metrics-apiserver
+  {{- with (mergeOverwrite (deepCopy .Values.additionalAnnotations) .Values.prometheus.metricServer.podMonitor.annotations) }}
   annotations:
-    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
+    {{- toYaml . | nindent 4 }}
+  {{- end }}
   labels:
     app.kubernetes.io/name: {{ .Values.operator.name }}
     {{- include "keda.labels" . | indent 4 }}
diff --git a/keda/templates/metrics-server/servicemonitor.yaml b/keda/templates/metrics-server/servicemonitor.yaml
index b007f4f3..14e3a7ce 100644
--- a/keda/templates/metrics-server/servicemonitor.yaml
+++ b/keda/templates/metrics-server/servicemonitor.yaml
@@ -3,8 +3,12 @@ apiVersion: monitoring.coreos.com/v1
 kind: ServiceMonitor
 metadata:
   name: {{ .Values.operator.name }}-metrics-apiserver
+  {{- with (mergeOverwrite (deepCopy .Values.additionalAnnotations) .Values.prometheus.metricServer.serviceMonitor.annotations) }}
   annotations:
-    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
+    {{- range $key, $value := . }}
+    {{ $key }}: {{ $value | quote }}
+    {{- end }}
+  {{- end }}
   labels:
     app.kubernetes.io/name: {{ .Values.operator.name }}
     {{- include "keda.labels" . | indent 4 }}
diff --git a/keda/templates/serviceaccount.yaml b/keda/templates/serviceaccount.yaml
index 6610f3c9..06db4e8b 100644
--- a/keda/templates/serviceaccount.yaml
+++ b/keda/templates/serviceaccount.yaml
@@ -11,7 +11,7 @@ metadata:
   {{- if or .Values.podIdentity.azureWorkload.enabled .Values.podIdentity.aws.irsa.enabled .Values.serviceAccount.annotations .Values.podIdentity.gcp.enabled }}
   annotations:
     {{- if .Values.additionalAnnotations }}
-    {{- toYaml .Values.additionalAnnotations | indent 4 }}
+    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
     {{- end }}
     {{- if .Values.podIdentity.azureWorkload.enabled }}
     {{- if .Values.podIdentity.azureWorkload.clientId }}
diff --git a/keda/templates/webhooks/servicemonitor.yaml b/keda/templates/webhooks/servicemonitor.yaml
index 8baff86b..404db02d 100644
--- a/keda/templates/webhooks/servicemonitor.yaml
+++ b/keda/templates/webhooks/servicemonitor.yaml
@@ -4,8 +4,10 @@ apiVersion: monitoring.coreos.com/v1
 kind: ServiceMonitor
 metadata:
   name: {{ .Values.webhooks.name }}
+  {{- with (mergeOverwrite (deepCopy .Values.additionalAnnotations) .Values.prometheus.webhooks.serviceMonitor.annotations) }}
   annotations:
-    {{- toYaml .Values.additionalAnnotations | nindent 4 }}
+    {{- toYaml . | nindent 4 }}
+  {{- end }}
   labels:
     app.kubernetes.io/name: {{ .Values.webhooks.name }}
     {{- include "keda.labels" . | indent 4 }}
diff --git a/keda/values.yaml b/keda/values.yaml
index 1d61163e..4f29c0b5 100644
--- a/keda/values.yaml
+++ b/keda/values.yaml
@@ -368,6 +368,8 @@ prometheus:
     serviceMonitor:
       # Enables ServiceMonitor creation for the Prometheus Operator
       enabled: false
+      # Annotations specific for the servicemonitor of the metricServer
+      annotations: {}
       jobLabel:
       targetLabels: []
       podTargetLabels: []
@@ -381,6 +383,8 @@ prometheus:
     podMonitor:
       # Enables PodMonitor creation for the Prometheus Operator
       enabled: false
+      # Annotations specific for the podmnitor of the metricServer
+      annotations: {}
       interval:
       scrapeTimeout:
       namespace:
@@ -392,6 +396,8 @@ prometheus:
     serviceMonitor:
       # Enables ServiceMonitor creation for the Prometheus Operator
       enabled: false
+      # Annotations specific for the servicemonitor of the operator
+      annotations: {}
       jobLabel:
       targetLabels: []
       podTargetLabels: []
@@ -405,6 +411,7 @@ prometheus:
     podMonitor:
       # Enables PodMonitor creation for the Prometheus Operator
       enabled: false
+      annotations: {}
       interval:
       scrapeTimeout:
       namespace:
@@ -430,6 +437,8 @@ prometheus:
     serviceMonitor:
       # Enables ServiceMonitor creation for the Prometheus webhooks
       enabled: false
+      # Annotations specific for the servicemonitor of the webhooks
+      annotations: {}
       jobLabel:
       targetLabels: []
       podTargetLabels: []
@@ -443,6 +452,7 @@ prometheus:
     prometheusRules:
       # Enables PrometheusRules creation for the Prometheus Operator
       enabled: false
+      annotations: {}
       namespace:
       additionalLabels: {}
       alerts: []