diff --git a/apps/svelte.dev/src/routes/content.json/+server.ts b/apps/svelte.dev/src/routes/content.json/+server.ts
index 1dd2fb4898..c6795a06c3 100644
--- a/apps/svelte.dev/src/routes/content.json/+server.ts
+++ b/apps/svelte.dev/src/routes/content.json/+server.ts
@@ -1,7 +1,7 @@
 import type { Tokens } from 'marked';
 import { index, docs as _docs, examples } from '$lib/server/content';
 import { json } from '@sveltejs/kit';
-import { transform, slugify, clean } from '@sveltejs/site-kit/markdown';
+import { transform, slugify, clean, create_slug_deduper } from '@sveltejs/site-kit/markdown';
 import type { Block } from '@sveltejs/site-kit/search';
 import { get_slug } from '../tutorial/[...slug]/content.server';
 
@@ -38,6 +38,8 @@ async function content() {
 		const intro = sections?.shift()?.trim()!;
 		const rank = +metadata.rank;
 
+		const dedupe = create_slug_deduper();
+
 		blocks.push({
 			breadcrumbs: [...breadcrumbs, clean(metadata.title ?? '')],
 			href: get_href([slug]),
@@ -53,13 +55,15 @@ async function content() {
 				continue;
 			}
 
+			const h2_slug = dedupe(slugify(h2));
+
 			const content = lines.join('\n');
 			const subsections = content.trim().split('## ');
 			const intro = subsections?.shift()?.trim();
 			if (intro) {
 				blocks.push({
 					breadcrumbs: [...breadcrumbs, clean(metadata.title), clean(h2)],
-					href: get_href([slug, slugify(h2)]),
+					href: get_href([slug, h2_slug]),
 					content: await plaintext(intro),
 					rank
 				});
@@ -73,9 +77,11 @@ async function content() {
 					continue;
 				}
 
+				const h3_slug = dedupe(`${h2_slug}-${slugify(h3)}`);
+
 				blocks.push({
 					breadcrumbs: [...breadcrumbs, clean(metadata.title), clean(h2), clean(h3)],
-					href: get_href([slug, slugify(h2) + '-' + slugify(h3)]),
+					href: get_href([slug, h3_slug]),
 					content: await plaintext(lines.join('\n').trim()),
 					rank
 				});
diff --git a/packages/site-kit/src/lib/markdown/index.ts b/packages/site-kit/src/lib/markdown/index.ts
index a523e1d603..59f73e1096 100644
--- a/packages/site-kit/src/lib/markdown/index.ts
+++ b/packages/site-kit/src/lib/markdown/index.ts
@@ -1,6 +1,6 @@
 export { render_content_markdown } from './renderer.ts';
 
-export { transform, slugify, clean, strip_origin } from './utils.ts';
+export { transform, slugify, clean, strip_origin, create_slug_deduper } from './utils.ts';
 
 // TODO none of these really belong here
 export type Modules = Array<{
diff --git a/packages/site-kit/src/lib/markdown/renderer.ts b/packages/site-kit/src/lib/markdown/renderer.ts
index bf5fee6978..5c52483744 100644
--- a/packages/site-kit/src/lib/markdown/renderer.ts
+++ b/packages/site-kit/src/lib/markdown/renderer.ts
@@ -12,6 +12,7 @@ import { transformerTwoslash, rendererRich } from '@shikijs/twoslash';
 import { createFileSystemTypesCache } from '@shikijs/vitepress-twoslash/cache-fs';
 import { compress_and_encode_text } from 'gzip';
 import {
+	create_slug_deduper,
 	decode_html_entities,
 	SHIKI_LANGUAGE_MAP,
 	slugify,
@@ -329,6 +330,7 @@ export async function render_content_markdown(
 	twoslashBanner?: TwoslashBanner
 ) {
 	const headings: string[] = [];
+	const dedupe_slug = create_slug_deduper();
 	const { check = true, references } = options ?? {};
 
 	interface CodeBlockFile {
@@ -598,9 +600,16 @@ export async function render_content_markdown(
 			const text = this.parser!.parseInline(tokens);
 			const html = text.replace(/<\/?code>/g, '');
 
-			headings[depth - 1] = slugify(text);
+			const parent = headings
+				.slice(0, depth - 1)
+				.filter(Boolean)
+				.join('-');
+			const raw_segment = slugify(text);
+			const slug = dedupe_slug(parent ? `${parent}-${raw_segment}` : raw_segment);
+			const segment = parent ? slug.slice(parent.length + 1) : slug;
+
+			headings[depth - 1] = segment;
 			headings.length = depth;
-			const slug = headings.filter(Boolean).join('-');
 
 			return `<h${depth} id="${slug}"><span>${html}</span><a href="#${slug}" class="permalink" aria-label="permalink"></a></h${depth}>`;
 		},
diff --git a/packages/site-kit/src/lib/markdown/utils.ts b/packages/site-kit/src/lib/markdown/utils.ts
index 3f55abe8ba..fb2ee94eb6 100644
--- a/packages/site-kit/src/lib/markdown/utils.ts
+++ b/packages/site-kit/src/lib/markdown/utils.ts
@@ -85,6 +85,15 @@ export const slugify = (str: string) => {
 	);
 };
 
+export function create_slug_deduper() {
+	const seen = new Map<string, number>();
+	return (slug: string) => {
+		const count = seen.get(slug) ?? 0;
+		seen.set(slug, count + 1);
+		return count > 0 ? `${slug}-${count}` : slug;
+	};
+}
+
 export function smart_quotes(
 	str: string,
 	{ first = true, html = false }: { first?: boolean; html?: boolean } = {}
diff --git a/packages/site-kit/src/lib/server/content/index.ts b/packages/site-kit/src/lib/server/content/index.ts
index addaec4bf7..d765dcf566 100644
--- a/packages/site-kit/src/lib/server/content/index.ts
+++ b/packages/site-kit/src/lib/server/content/index.ts
@@ -1,4 +1,10 @@
-import { extract_frontmatter, is_in_code_block, slugify, smart_quotes } from '../../markdown/utils';
+import {
+	create_slug_deduper,
+	extract_frontmatter,
+	is_in_code_block,
+	slugify,
+	smart_quotes
+} from '../../markdown/utils';
 import type { Document, Section } from '../../types';
 
 export async function create_index(
@@ -30,6 +36,8 @@ export async function create_index(
 				'<code>$1</code>'
 			);
 
+		const dedupe = create_slug_deduper();
+
 		const sections = Array.from(body.matchAll(/^#{2,3}\s+(.*)$/gm)).reduce((arr, match) => {
 			if (is_in_code_block(body, match.index || 0)) return arr;
 			const title = match[1];
@@ -43,10 +51,13 @@ export async function create_index(
 			if (match[0].startsWith('###')) {
 				const section = arr.at(-1);
 				if (section) {
-					section.subsections.push({ slug: `${section.slug}-${slug}`, title: displayed_title });
+					section.subsections.push({
+						slug: dedupe(`${section.slug}-${slug}`),
+						title: displayed_title
+					});
 				}
 			} else {
-				arr.push({ slug, title: displayed_title, subsections: [] });
+				arr.push({ slug: dedupe(slug), title: displayed_title, subsections: [] });
 			}
 
 			return arr;