diff --git a/include/pybind11/cast.h b/include/pybind11/cast.h
index 69d9afea7..2dfe31725 100644
--- a/include/pybind11/cast.h
+++ b/include/pybind11/cast.h
@@ -33,23 +33,6 @@
 #include "detail/smart_holder_type_casters.h"
 #endif
 
-#if defined(PYBIND11_CPP17)
-#  if defined(__has_include)
-#    if __has_include(<string_view>)
-#      define PYBIND11_HAS_STRING_VIEW
-#    endif
-#  elif defined(_MSC_VER)
-#    define PYBIND11_HAS_STRING_VIEW
-#  endif
-#endif
-#ifdef PYBIND11_HAS_STRING_VIEW
-#include <string_view>
-#endif
-
-#if defined(__cpp_lib_char8_t) && __cpp_lib_char8_t >= 201811L
-#  define PYBIND11_HAS_U8STRING
-#endif
-
 PYBIND11_NAMESPACE_BEGIN(PYBIND11_NAMESPACE)
 PYBIND11_NAMESPACE_BEGIN(detail)
 
diff --git a/include/pybind11/detail/common.h b/include/pybind11/detail/common.h
index 862451fd1..eb5fb0868 100644
--- a/include/pybind11/detail/common.h
+++ b/include/pybind11/detail/common.h
@@ -183,6 +183,21 @@
 #  define PYBIND11_HAS_VARIANT 1
 #endif
 
+#if defined(PYBIND11_CPP17)
+#  if defined(__has_include)
+#    if __has_include(<string_view>)
+#      define PYBIND11_HAS_STRING_VIEW
+#    endif
+#  elif defined(_MSC_VER)
+#    define PYBIND11_HAS_STRING_VIEW
+#  endif
+#endif
+
+#if defined(__cpp_lib_char8_t) && __cpp_lib_char8_t >= 201811L
+#  define PYBIND11_HAS_U8STRING
+#endif
+
+
 #include <Python.h>
 #include <frameobject.h>
 #include <pythread.h>
diff --git a/include/pybind11/pytypes.h b/include/pybind11/pytypes.h
index a08fd8ceb..f803a05ca 100644
--- a/include/pybind11/pytypes.h
+++ b/include/pybind11/pytypes.h
@@ -18,6 +18,10 @@
 #  include <optional>
 #endif
 
+#ifdef PYBIND11_HAS_STRING_VIEW
+#  include <string_view>
+#endif
+
 PYBIND11_NAMESPACE_BEGIN(PYBIND11_NAMESPACE)
 
 /* A few forward declarations */
@@ -1085,6 +1089,20 @@ public:
     // NOLINTNEXTLINE(google-explicit-constructor)
     str(const std::string &s) : str(s.data(), s.size()) { }
 
+#ifdef PYBIND11_HAS_STRING_VIEW
+    // enable_if is needed to avoid "ambiguous conversion" errors (see PR #3521).
+    template <typename T, detail::enable_if_t<std::is_same<T, std::string_view>::value, int> = 0>
+    // NOLINTNEXTLINE(google-explicit-constructor)
+    str(T s) : str(s.data(), s.size()) { }
+
+# ifdef PYBIND11_HAS_U8STRING
+    // reinterpret_cast here is safe (C++20 guarantees char8_t has the same size/alignment as char)
+    // NOLINTNEXTLINE(google-explicit-constructor)
+    str(std::u8string_view s) : str(reinterpret_cast<const char*>(s.data()), s.size()) { }
+# endif
+
+#endif
+
     explicit str(const bytes &b);
 
     /** \rst
@@ -1167,6 +1185,26 @@ public:
             pybind11_fail("Unable to extract bytes contents!");
         return std::string(buffer, (size_t) length);
     }
+
+#ifdef PYBIND11_HAS_STRING_VIEW
+    // enable_if is needed to avoid "ambiguous conversion" errors (see PR #3521).
+    template <typename T, detail::enable_if_t<std::is_same<T, std::string_view>::value, int> = 0>
+    // NOLINTNEXTLINE(google-explicit-constructor)
+    bytes(T s) : bytes(s.data(), s.size()) { }
+
+    // Obtain a string view that views the current `bytes` buffer value.  Note that this is only
+    // valid so long as the `bytes` instance remains alive and so generally should not outlive the
+    // lifetime of the `bytes` instance.
+    // NOLINTNEXTLINE(google-explicit-constructor)
+    operator std::string_view() const {
+        char *buffer = nullptr;
+        ssize_t length = 0;
+        if (PYBIND11_BYTES_AS_STRING_AND_SIZE(m_ptr, &buffer, &length))
+            pybind11_fail("Unable to extract bytes contents!");
+        return {buffer, static_cast<size_t>(length)};
+    }
+#endif
+
 };
 // Note: breathe >= 4.17.0 will fail to build docs if the below two constructors
 // are included in the doxygen group; close here and reopen after as a workaround
@@ -1714,6 +1752,13 @@ public:
     static memoryview from_memory(const void *mem, ssize_t size) {
         return memoryview::from_memory(const_cast<void*>(mem), size, true);
     }
+
+#ifdef PYBIND11_HAS_STRING_VIEW
+    static memoryview from_memory(std::string_view mem) {
+        return from_memory(const_cast<char*>(mem.data()), static_cast<ssize_t>(mem.size()), true);
+    }
+#endif
+
 #endif
 };
 
diff --git a/tests/test_builtin_casters.cpp b/tests/test_builtin_casters.cpp
index 71c778e8e..fe629e7c3 100644
--- a/tests/test_builtin_casters.cpp
+++ b/tests/test_builtin_casters.cpp
@@ -140,11 +140,35 @@ TEST_SUBMODULE(builtin_casters, m) {
     m.def("string_view16_return", []() { return std::u16string_view(u"utf16 secret \U0001f382"); });
     m.def("string_view32_return", []() { return std::u32string_view(U"utf32 secret \U0001f382"); });
 
+    // The inner lambdas here are to also test implicit conversion
+    using namespace std::literals;
+    m.def("string_view_bytes", []() { return [](py::bytes b) { return b; }("abc \x80\x80 def"sv); });
+    m.def("string_view_str",   []() { return [](py::str s) { return s; }("abc \342\200\275 def"sv); });
+    m.def("string_view_from_bytes", [](const py::bytes &b) { return [](std::string_view s) { return s; }(b); });
+#if PY_MAJOR_VERSION >= 3
+    m.def("string_view_memoryview", []() {
+        static constexpr auto val = "Have some \360\237\216\202"sv;
+        return py::memoryview::from_memory(val);
+    });
+#endif
+
 #   ifdef PYBIND11_HAS_U8STRING
     m.def("string_view8_print",  [](std::u8string_view s) { py::print(s, s.size()); });
     m.def("string_view8_chars",  [](std::u8string_view s) { py::list l; for (auto c : s) l.append((std::uint8_t) c); return l; });
     m.def("string_view8_return", []() { return std::u8string_view(u8"utf8 secret \U0001f382"); });
+    m.def("string_view8_str",    []() { return py::str{std::u8string_view{u8"abc ‽ def"}}; });
 #   endif
+
+    struct TypeWithBothOperatorStringAndStringView {
+        // NOLINTNEXTLINE(google-explicit-constructor)
+        operator std::string() const { return "success"; }
+        // NOLINTNEXTLINE(google-explicit-constructor)
+        operator std::string_view() const { return "failure"; }
+    };
+    m.def("bytes_from_type_with_both_operator_string_and_string_view",
+          []() { return py::bytes(TypeWithBothOperatorStringAndStringView()); });
+    m.def("str_from_type_with_both_operator_string_and_string_view",
+          []() { return py::str(TypeWithBothOperatorStringAndStringView()); });
 #endif
 
     // test_integer_casting
diff --git a/tests/test_builtin_casters.py b/tests/test_builtin_casters.py
index 9c5e17a68..b1f1e395a 100644
--- a/tests/test_builtin_casters.py
+++ b/tests/test_builtin_casters.py
@@ -206,6 +206,17 @@ def test_string_view(capture):
         """
         )
 
+    assert m.string_view_bytes() == b"abc \x80\x80 def"
+    assert m.string_view_str() == u"abc ‽ def"
+    assert m.string_view_from_bytes(u"abc ‽ def".encode("utf-8")) == u"abc ‽ def"
+    if hasattr(m, "has_u8string"):
+        assert m.string_view8_str() == u"abc ‽ def"
+    if not env.PY2:
+        assert m.string_view_memoryview() == "Have some 🎂".encode()
+
+    assert m.bytes_from_type_with_both_operator_string_and_string_view() == b"success"
+    assert m.str_from_type_with_both_operator_string_and_string_view() == "success"
+
 
 def test_integer_casting():
     """Issue #929 - out-of-range integer values shouldn't be accepted"""