diff --git a/packages/react-dom-bindings/src/client/ReactDOMFloatClient.js b/packages/react-dom-bindings/src/client/ReactDOMFloatClient.js
index 89e7f6bc0ac29..7598f9b64225b 100644
--- a/packages/react-dom-bindings/src/client/ReactDOMFloatClient.js
+++ b/packages/react-dom-bindings/src/client/ReactDOMFloatClient.js
@@ -661,21 +661,34 @@ function styleTagPropsFromRawProps(
 }
 
 function getStyleKey(href: string) {
-  const limitedEscapedHref =
-    escapeSelectorAttributeValueInsideDoubleQuotes(href);
-  return `href~="${limitedEscapedHref}"`;
+  return href;
 }
 
 function getStyleTagSelectorFromKey(key: string) {
-  return `style[data-${key}]`;
+  // Key is actually the href
+  // @TODO refactor. It was convient before when the key being the selector was sufficient
+  // but with the complexities introduced with <style> support this structure makes less sense.
+  const limitedEscapedHref =
+    escapeStyleHrefAttributeValueInsideDoubleQuotes(key);
+  return `style[data-href~="${limitedEscapedHref}"]`;
 }
 
 function getStylesheetSelectorFromKey(key: string) {
-  return `link[rel="stylesheet"][${key}]`;
+  // Key is actually the href
+  // @TODO refactor. It was convient before when the key being the selector was sufficient
+  // but with the complexities introduced with <style> support this structure makes less sense.
+  const limitedEscapedHref =
+    escapeSelectorAttributeValueInsideDoubleQuotes(key);
+  return `link[rel="stylesheet"][href="${limitedEscapedHref}"]`;
 }
 
 function getPreloadStylesheetSelectorFromKey(key: string) {
-  return `link[rel="preload"][as="style"][${key}]`;
+  // Key is actually the href
+  // @TODO refactor. It was convient before when the key being the selector was sufficient
+  // but with the complexities introduced with <style> support this structure makes less sense.
+  const limitedEscapedHref =
+    escapeSelectorAttributeValueInsideDoubleQuotes(key);
+  return `link[rel="preload"][as="style"][href="${limitedEscapedHref}"]`;
 }
 
 function stylesheetPropsFromRawProps(
@@ -1132,3 +1145,24 @@ function escapeSelectorAttributeValueInsideDoubleQuotes(value: string): string {
     ch => '\\' + ch.charCodeAt(0).toString(16),
   );
 }
+
+// For <style> we use a space separated match against href and thus need to ensure that our href
+// value does not contain any spaces in addition to the security based escaping for serialized text
+// in attribute position. Note the space in the Regex matcher.
+const escapeStyleHrefAttributeValueInsideDoubleQuotesRegex = /[ \n\"\\]/g;
+function escapeStyleHrefAttributeValueInsideDoubleQuotes(
+  value: string,
+): string {
+  return value.replace(
+    escapeStyleHrefAttributeValueInsideDoubleQuotesRegex,
+    ch => {
+      // For style href attributes specifically we use the attribute whitespace separated list selector/
+      // If our href has a space in it unecoded it will never match using this selector type so we encode
+      // spaces.
+      if (ch === ' ') {
+        return '%20';
+      }
+      return '\\' + ch.charCodeAt(0).toString(16);
+    },
+  );
+}
diff --git a/packages/react-dom-bindings/src/server/ReactDOMServerFormatConfig.js b/packages/react-dom-bindings/src/server/ReactDOMServerFormatConfig.js
index b7d772389f874..ee3f8ffffa148 100644
--- a/packages/react-dom-bindings/src/server/ReactDOMServerFormatConfig.js
+++ b/packages/react-dom-bindings/src/server/ReactDOMServerFormatConfig.js
@@ -3296,6 +3296,33 @@ function escapeJSObjectForInstructionScripts(input: Object): string {
   });
 }
 
+const regexForStyleTagHrefStringInHTMLAttribute = /[ "&'<>]/g;
+function escapeStyleTagHrefInHTMLAttribute(input: string): string {
+  return input.replace(regexForStyleTagHrefStringInHTMLAttribute, match => {
+    switch (match) {
+      // santizing breaking out of strings and script tags
+      case ' ':
+        return '%20';
+      case '"':
+        return '&quot;';
+      case '&':
+        return '&amp;';
+      case "'":
+        return '&#x27;'; // modified from escape-html; used to be '&#39'
+      case '<':
+        return '&lt;';
+      case '>':
+        return '&gt;';
+      default: {
+        // eslint-disable-next-line react-internal/prod-error-codes
+        throw new Error(
+          'escapeStyleTagHrefInHTMLAttribute encountered a match it does not know how to replace. this means the match regex and the replacement characters are no longer in sync. This is a bug in React',
+        );
+      }
+    }
+  });
+}
+
 const lateStyleTagResourceOpen1 = stringToPrecomputedChunk(
   '<style media="not all" data-precedence="',
 );
@@ -3332,10 +3359,16 @@ function flushStyleTagsLateForBoundary(
       if (hrefs.length) {
         writeChunk(this, lateStyleTagResourceOpen2);
         for (; i < hrefs.length - 1; i++) {
-          writeChunk(this, stringToChunk(escapeTextForBrowser(hrefs[i])));
+          writeChunk(
+            this,
+            stringToChunk(escapeStyleTagHrefInHTMLAttribute(hrefs[i])),
+          );
           writeChunk(this, spaceSeparator);
         }
-        writeChunk(this, stringToChunk(escapeTextForBrowser(hrefs[i])));
+        writeChunk(
+          this,
+          stringToChunk(escapeStyleTagHrefInHTMLAttribute(hrefs[i])),
+        );
       }
       writeChunk(this, lateStyleTagResourceOpen3);
       for (i = 0; i < chunks.length; i++) {
@@ -3464,10 +3497,16 @@ function flushAllStylesInPreamble(
     if (hrefs.length) {
       writeChunk(this, styleTagResourceOpen2);
       for (; i < hrefs.length - 1; i++) {
-        writeChunk(this, stringToChunk(escapeTextForBrowser(hrefs[i])));
+        writeChunk(
+          this,
+          stringToChunk(escapeStyleTagHrefInHTMLAttribute(hrefs[i])),
+        );
         writeChunk(this, spaceSeparator);
       }
-      writeChunk(this, stringToChunk(escapeTextForBrowser(hrefs[i])));
+      writeChunk(
+        this,
+        stringToChunk(escapeStyleTagHrefInHTMLAttribute(hrefs[i])),
+      );
     }
     writeChunk(this, styleTagResourceOpen3);
     for (i = 0; i < chunks.length; i++) {
diff --git a/packages/react-dom/src/__tests__/ReactDOMFloat-test.js b/packages/react-dom/src/__tests__/ReactDOMFloat-test.js
index cdac62553e171..2af345a4a3997 100644
--- a/packages/react-dom/src/__tests__/ReactDOMFloat-test.js
+++ b/packages/react-dom/src/__tests__/ReactDOMFloat-test.js
@@ -4424,6 +4424,67 @@ background-color: green;
         </html>,
       );
     });
+
+    it('can handle hrefs with a special characters in them', async () => {
+      function App() {
+        return (
+          <html>
+            <body>
+              <style href="before" precedence="default">
+                before
+              </style>
+              <style href={'" \' & \n < > \\   '} precedence="default">
+                everything
+              </style>
+              <style href={' '} precedence="default">
+                space
+              </style>
+              <style href={'foo bar\\'} precedence="default">
+                foo bar\
+              </style>
+              <style href="after" precedence="default">
+                after
+              </style>
+            </body>
+          </html>
+        );
+      }
+      await actIntoEmptyDocument(() => {
+        renderToPipeableStream(<App />).pipe(writable);
+      });
+      expect(getMeaningfulChildren(document)).toEqual(
+        <html>
+          <head>
+            <style
+              data-href={
+                'before "%20\'%20&%20\n%20<%20>%20\\%20%20%20 %20 foo%20bar\\ after'
+              }
+              data-precedence="default">
+              beforeeverythingspacefoo bar\after
+            </style>
+          </head>
+          <body />
+        </html>,
+      );
+
+      // If the hydration selector failed to match on quote
+      ReactDOMClient.hydrateRoot(document, <App />);
+      expect(Scheduler).toFlushWithoutYielding();
+      expect(getMeaningfulChildren(document)).toEqual(
+        <html>
+          <head>
+            <style
+              data-href={
+                'before "%20\'%20&%20\n%20<%20>%20\\%20%20%20 %20 foo%20bar\\ after'
+              }
+              data-precedence="default">
+              beforeeverythingspacefoo bar\after
+            </style>
+          </head>
+          <body />
+        </html>,
+      );
+    });
   });
 
   describe('Script Resources', () => {