diff --git a/modules/openapi-generator/src/main/resources/python/asyncio/rest.mustache b/modules/openapi-generator/src/main/resources/python/asyncio/rest.mustache
index 9d9fc9682fb6..474413e955e6 100644
--- a/modules/openapi-generator/src/main/resources/python/asyncio/rest.mustache
+++ b/modules/openapi-generator/src/main/resources/python/asyncio/rest.mustache
@@ -68,7 +68,20 @@ class RESTClientObject:
         self.proxy = configuration.proxy
         self.proxy_headers = configuration.proxy_headers
 
-        self.retries = configuration.retries
+        retries = configuration.retries
+        if retries is None:
+            self._effective_retry_options = None
+        elif isinstance(retries, aiohttp_retry.RetryOptionsBase):
+            self._effective_retry_options = retries
+        elif isinstance(retries, int):
+            self._effective_retry_options = aiohttp_retry.ExponentialRetry(
+                attempts=retries,
+                factor=2.0,
+                start_timeout=0.1,
+                max_timeout=120.0
+            )
+        else:
+            self._effective_retry_options = None
 
         self.pool_manager: Optional[aiohttp.ClientSession] = None
         self.retry_client: Optional[aiohttp_retry.RetryClient] = None
@@ -191,16 +204,11 @@ class RESTClientObject:
             )
         pool_manager = self.pool_manager
 
-        if self.retries is not None and method in ALLOW_RETRY_METHODS:
+        if self._effective_retry_options is not None and method in ALLOW_RETRY_METHODS:
             if self.retry_client is None:
                 self.retry_client = aiohttp_retry.RetryClient(
                     client_session=self.pool_manager,
-                    retry_options=aiohttp_retry.ExponentialRetry(
-                        attempts=self.retries,
-                        factor=2.0,
-                        start_timeout=0.1,
-                        max_timeout=120.0
-                    )
+                    retry_options=self._effective_retry_options
                 )
             pool_manager = self.retry_client
 
diff --git a/modules/openapi-generator/src/main/resources/python/configuration.mustache b/modules/openapi-generator/src/main/resources/python/configuration.mustache
index 039b2a85519f..b103b03b93b8 100644
--- a/modules/openapi-generator/src/main/resources/python/configuration.mustache
+++ b/modules/openapi-generator/src/main/resources/python/configuration.mustache
@@ -188,7 +188,12 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+{{#async}}
+    :param retries: int | aiohttp_retry.RetryOptionsBase - Retry configuration.
+{{/async}}
+{{^async}}
+    :param retries: int | urllib3.util.retry.Retry - Retry configuration.
+{{/async}}
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -298,7 +303,7 @@ conf = {{{packageName}}}.Configuration(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -432,7 +437,7 @@ conf = {{{packageName}}}.Configuration(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/openapi_client/configuration.py b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/openapi_client/configuration.py
index bc8fb73562ff..4c6ba867ad9d 100644
--- a/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/openapi_client/configuration.py
+++ b/samples/client/echo_api/python-disallowAdditionalPropertiesIfNotPresent/openapi_client/configuration.py
@@ -162,7 +162,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | urllib3.util.retry.Retry - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -203,7 +203,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -320,7 +320,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/client/echo_api/python/openapi_client/configuration.py b/samples/client/echo_api/python/openapi_client/configuration.py
index bc8fb73562ff..4c6ba867ad9d 100644
--- a/samples/client/echo_api/python/openapi_client/configuration.py
+++ b/samples/client/echo_api/python/openapi_client/configuration.py
@@ -162,7 +162,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | urllib3.util.retry.Retry - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -203,7 +203,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -320,7 +320,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/openapi3/client/petstore/python-aiohttp/petstore_api/configuration.py b/samples/openapi3/client/petstore/python-aiohttp/petstore_api/configuration.py
index 8a5ebdc1143f..77bd0c53c2bb 100644
--- a/samples/openapi3/client/petstore/python-aiohttp/petstore_api/configuration.py
+++ b/samples/openapi3/client/petstore/python-aiohttp/petstore_api/configuration.py
@@ -167,7 +167,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | aiohttp_retry.RetryOptionsBase - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -267,7 +267,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -385,7 +385,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/openapi3/client/petstore/python-aiohttp/petstore_api/rest.py b/samples/openapi3/client/petstore/python-aiohttp/petstore_api/rest.py
index c2b11c653f16..3d0fe9da8fc8 100644
--- a/samples/openapi3/client/petstore/python-aiohttp/petstore_api/rest.py
+++ b/samples/openapi3/client/petstore/python-aiohttp/petstore_api/rest.py
@@ -77,7 +77,20 @@ def __init__(self, configuration) -> None:
         self.proxy = configuration.proxy
         self.proxy_headers = configuration.proxy_headers
 
-        self.retries = configuration.retries
+        retries = configuration.retries
+        if retries is None:
+            self._effective_retry_options = None
+        elif isinstance(retries, aiohttp_retry.RetryOptionsBase):
+            self._effective_retry_options = retries
+        elif isinstance(retries, int):
+            self._effective_retry_options = aiohttp_retry.ExponentialRetry(
+                attempts=retries,
+                factor=2.0,
+                start_timeout=0.1,
+                max_timeout=120.0
+            )
+        else:
+            self._effective_retry_options = None
 
         self.pool_manager: Optional[aiohttp.ClientSession] = None
         self.retry_client: Optional[aiohttp_retry.RetryClient] = None
@@ -200,16 +213,11 @@ async def request(
             )
         pool_manager = self.pool_manager
 
-        if self.retries is not None and method in ALLOW_RETRY_METHODS:
+        if self._effective_retry_options is not None and method in ALLOW_RETRY_METHODS:
             if self.retry_client is None:
                 self.retry_client = aiohttp_retry.RetryClient(
                     client_session=self.pool_manager,
-                    retry_options=aiohttp_retry.ExponentialRetry(
-                        attempts=self.retries,
-                        factor=2.0,
-                        start_timeout=0.1,
-                        max_timeout=120.0
-                    )
+                    retry_options=self._effective_retry_options
                 )
             pool_manager = self.retry_client
 
diff --git a/samples/openapi3/client/petstore/python-httpx/petstore_api/configuration.py b/samples/openapi3/client/petstore/python-httpx/petstore_api/configuration.py
index 8a5ebdc1143f..77bd0c53c2bb 100644
--- a/samples/openapi3/client/petstore/python-httpx/petstore_api/configuration.py
+++ b/samples/openapi3/client/petstore/python-httpx/petstore_api/configuration.py
@@ -167,7 +167,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | aiohttp_retry.RetryOptionsBase - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -267,7 +267,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -385,7 +385,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/openapi3/client/petstore/python-lazyImports/petstore_api/configuration.py b/samples/openapi3/client/petstore/python-lazyImports/petstore_api/configuration.py
index 0bd1cbdcadd2..9969694e9282 100644
--- a/samples/openapi3/client/petstore/python-lazyImports/petstore_api/configuration.py
+++ b/samples/openapi3/client/petstore/python-lazyImports/petstore_api/configuration.py
@@ -168,7 +168,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | urllib3.util.retry.Retry - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -268,7 +268,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -390,7 +390,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True
diff --git a/samples/openapi3/client/petstore/python/petstore_api/configuration.py b/samples/openapi3/client/petstore/python/petstore_api/configuration.py
index 0bd1cbdcadd2..9969694e9282 100755
--- a/samples/openapi3/client/petstore/python/petstore_api/configuration.py
+++ b/samples/openapi3/client/petstore/python/petstore_api/configuration.py
@@ -168,7 +168,7 @@ class Configuration:
       values before.
     :param ssl_ca_cert: str - the path to a file of concatenated CA certificates
       in PEM format.
-    :param retries: Number of retries for API requests.
+    :param retries: int | urllib3.util.retry.Retry - Retry configuration.
     :param ca_cert_data: verify the peer using concatenated CA certificate data
       in PEM (str) or DER (bytes) format.
     :param cert_file: the path to a client certificate file, for mTLS.
@@ -268,7 +268,7 @@ def __init__(
         server_operation_variables: Optional[Dict[int, ServerVariablesT]]=None,
         ignore_operation_servers: bool=False,
         ssl_ca_cert: Optional[str]=None,
-        retries: Optional[int] = None,
+        retries: Optional[Union[int, Any]] = None,
         ca_cert_data: Optional[Union[str, bytes]] = None,
         cert_file: Optional[str]=None,
         key_file: Optional[str]=None,
@@ -390,7 +390,7 @@ def __init__(
         """Safe chars for path_param
         """
         self.retries = retries
-        """Adding retries to override urllib3 default value 3
+        """Retry configuration
         """
         # Enable client side validation
         self.client_side_validation = True