diff --git a/include/pybind11/attr.h b/include/pybind11/attr.h
index c863d8be5..f09785acd 100644
--- a/include/pybind11/attr.h
+++ b/include/pybind11/attr.h
@@ -686,6 +686,12 @@ struct process_attributes {
     }
 };
 
+template <typename T>
+struct is_keep_alive : std::false_type {};
+
+template <size_t Nurse, size_t Patient>
+struct is_keep_alive<keep_alive<Nurse, Patient>> : std::true_type {};
+
 template <typename T>
 using is_call_guard = is_instantiation<call_guard, T>;
 
diff --git a/include/pybind11/pybind11.h b/include/pybind11/pybind11.h
index 8a1739e19..470c504d5 100644
--- a/include/pybind11/pybind11.h
+++ b/include/pybind11/pybind11.h
@@ -1912,6 +1912,12 @@ public:
                                 const Extra &...extra) {
         static_assert(0 == detail::constexpr_sum(std::is_base_of<arg, Extra>::value...),
                       "Argument annotations are not allowed for properties");
+        static_assert(0 == detail::constexpr_sum(detail::is_call_guard<Extra>::value...),
+                      "def_property family does not currently support call_guard. Use a "
+                      "py::cpp_function instead.");
+        static_assert(0 == detail::constexpr_sum(detail::is_keep_alive<Extra>::value...),
+                      "def_property family does not currently support keep_alive. Use a "
+                      "py::cpp_function instead.");
         auto rec_fget = get_function_record(fget), rec_fset = get_function_record(fset);
         auto *rec_active = rec_fget;
         if (rec_fget) {