diff --git a/apps/dav/lib/CalDAV/CalDavBackend.php b/apps/dav/lib/CalDAV/CalDavBackend.php
index 0aa4426c786a4..f6e2c8651bb36 100644
--- a/apps/dav/lib/CalDAV/CalDavBackend.php
+++ b/apps/dav/lib/CalDAV/CalDavBackend.php
@@ -1920,15 +1920,34 @@ public function search(
 					$this->db->escapeLikeParameter($pattern) . '%')));
 		}
 
-		if (isset($options['timerange'])) {
-			if (isset($options['timerange']['start']) && $options['timerange']['start'] instanceof DateTimeInterface) {
-				$outerQuery->andWhere($outerQuery->expr()->gt('lastoccurence',
-					$outerQuery->createNamedParameter($options['timerange']['start']->getTimeStamp())));
-			}
-			if (isset($options['timerange']['end']) && $options['timerange']['end'] instanceof DateTimeInterface) {
-				$outerQuery->andWhere($outerQuery->expr()->lt('firstoccurence',
-					$outerQuery->createNamedParameter($options['timerange']['end']->getTimeStamp())));
-			}
+		$start = null;
+		$end = null;
+
+		$hasLimit = is_int($limit);
+		$hasTimeRange = false;
+
+		if (isset($options['timerange']['start']) && $options['timerange']['start'] instanceof DateTimeInterface) {
+			/** @var DateTimeInterface $start */
+			$start = $options['timerange']['start'];
+			$outerQuery->andWhere(
+				$outerQuery->expr()->gt(
+					'lastoccurence',
+					$outerQuery->createNamedParameter($start->getTimestamp())
+				)
+			);
+			$hasTimeRange = true;
+		}
+
+		if (isset($options['timerange']['end']) && $options['timerange']['end'] instanceof DateTimeInterface) {
+			/** @var DateTimeInterface $end */
+			$end = $options['timerange']['end'];
+			$outerQuery->andWhere(
+				$outerQuery->expr()->lt(
+					'firstoccurence',
+					$outerQuery->createNamedParameter($end->getTimestamp())
+				)
+			);
+			$hasTimeRange = true;
 		}
 
 		if (isset($options['uid'])) {
@@ -1946,52 +1965,40 @@ public function search(
 
 		$outerQuery->andWhere($outerQuery->expr()->in('c.id', $outerQuery->createFunction($innerQuery->getSQL())));
 
-		if ($offset) {
-			$outerQuery->setFirstResult($offset);
-		}
-		if ($limit) {
-			$outerQuery->setMaxResults($limit);
-		}
+		$offset = (int)$offset;
+		$outerQuery->setFirstResult($offset);
 
-		$result = $outerQuery->executeQuery();
 		$calendarObjects = [];
-		while (($row = $result->fetch()) !== false) {
-			$start = $options['timerange']['start'] ?? null;
-			$end = $options['timerange']['end'] ?? null;
-
-			if ($start === null || !($start instanceof DateTimeInterface) || $end === null || !($end instanceof DateTimeInterface)) {
-				// No filter required
-				$calendarObjects[] = $row;
-				continue;
-			}
 
-			$isValid = $this->validateFilterForObject($row, [
-				'name' => 'VCALENDAR',
-				'comp-filters' => [
-					[
-						'name' => 'VEVENT',
-						'comp-filters' => [],
-						'prop-filters' => [],
-						'is-not-defined' => false,
-						'time-range' => [
-							'start' => $start,
-							'end' => $end,
-						],
-					],
-				],
-				'prop-filters' => [],
-				'is-not-defined' => false,
-				'time-range' => null,
-			]);
-			if (is_resource($row['calendardata'])) {
-				// Put the stream back to the beginning so it can be read another time
-				rewind($row['calendardata']);
-			}
-			if ($isValid) {
-				$calendarObjects[] = $row;
-			}
+		if ($hasLimit && $hasTimeRange) {
+			/**
+			 * Event recurrences are evaluated at runtime because the database only knows the first and last occurrence.
+			 *
+			 * Given, a user created 8 events with a yearly reoccurrence and two for events tomorrow.
+			 * The upcoming event widget asks the CalDAV backend for 7 events within the next 14 days.
+			 *
+			 * If limit 7 is applied to the SQL query, we find the 7 events with a yearly reoccurrence
+			 * and discard the events after evaluating the reoccurrence rules because they are not due within
+			 * the next 14 days and end up with an empty result even if there are two events to show.
+			 *
+			 * The workaround for search requests with a limit and time range is asking for more row than requested
+			 * and retrying if we have not reached the limit.
+			 *
+			 * 25 rows and 3 retries is entirely arbitrary.
+			 */
+			$maxResults = (int)max($limit, 25);
+			$outerQuery->setMaxResults($maxResults);
+
+			for ($attempt = $objectsCount = 0; $attempt < 3 && $objectsCount < $limit; $attempt++) {
+				$objectsCount = array_push($calendarObjects, ...$this->searchCalendarObjects($outerQuery, $start, $end));
+				$outerQuery->setFirstResult($offset += $maxResults);
+			}
+
+			$calendarObjects = array_slice($calendarObjects, 0, $limit, false);
+		} else {
+			$outerQuery->setMaxResults($limit);
+			$calendarObjects = $this->searchCalendarObjects($outerQuery, $start, $end);
 		}
-		$result->closeCursor();
 
 		return array_map(function ($o) use ($options) {
 			$calendarData = Reader::read($o['calendardata']);
@@ -2031,6 +2038,53 @@ public function search(
 		}, $calendarObjects);
 	}
 
+	private function searchCalendarObjects(IQueryBuilder $query, DateTimeInterface|null $start, DateTimeInterface|null $end): array {
+		$calendarObjects = [];
+		$filterByTimeRange = ($start instanceof DateTimeInterface) || ($end instanceof DateTimeInterface);
+
+		$result = $query->executeQuery();
+
+		while (($row = $result->fetch()) !== false) {
+			if ($filterByTimeRange === false) {
+				// No filter required
+				$calendarObjects[] = $row;
+				continue;
+			}
+
+			$isValid = $this->validateFilterForObject($row, [
+				'name' => 'VCALENDAR',
+				'comp-filters' => [
+					[
+						'name' => 'VEVENT',
+						'comp-filters' => [],
+						'prop-filters' => [],
+						'is-not-defined' => false,
+						'time-range' => [
+							'start' => $start,
+							'end' => $end,
+						],
+					],
+				],
+				'prop-filters' => [],
+				'is-not-defined' => false,
+				'time-range' => null,
+			]);
+
+			if (is_resource($row['calendardata'])) {
+				// Put the stream back to the beginning so it can be read another time
+				rewind($row['calendardata']);
+			}
+
+			if ($isValid) {
+				$calendarObjects[] = $row;
+			}
+		}
+
+		$result->closeCursor();
+
+		return $calendarObjects;
+	}
+
 	/**
 	 * @param Component $comp
 	 * @return array
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-1.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-1.ics
new file mode 100644
index 0000000000000..e76ac3c9b2f03
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-1.ics
@@ -0,0 +1,17 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T105946Z
+LAST-MODIFIED:20240507T121113Z
+DTSTAMP:20240507T121113Z
+UID:07514c7b-1014-425c-b1b8-2c35ab0eea1d
+SUMMARY:Event A
+RRULE:FREQ=YEARLY
+DTSTART;TZID=Europe/Berlin:20240101T101500
+DTEND;TZID=Europe/Berlin:20240101T111500
+TRANSP:OPAQUE
+X-MOZ-GENERATION:4
+SEQUENCE:2
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-2.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-2.ics
new file mode 100644
index 0000000000000..fe948321d51dc
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-2.ics
@@ -0,0 +1,17 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T110122Z
+LAST-MODIFIED:20240507T121120Z
+DTSTAMP:20240507T121120Z
+UID:67cf8134-ff10-49a7-913d-acfeda463db6
+SUMMARY:Event B
+RRULE:FREQ=YEARLY
+DTSTART;TZID=Europe/Berlin:20240101T123000
+DTEND;TZID=Europe/Berlin:20240101T133000
+TRANSP:OPAQUE
+X-MOZ-GENERATION:4
+SEQUENCE:2
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-3.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-3.ics
new file mode 100644
index 0000000000000..de7765b28d2b2
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-3.ics
@@ -0,0 +1,17 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T120352Z
+LAST-MODIFIED:20240507T121128Z
+DTSTAMP:20240507T121128Z
+UID:59090ca1-e52b-447f-8e08-491d1da729fa
+SUMMARY:Event C
+RRULE:FREQ=YEARLY
+DTSTART;TZID=Europe/Berlin:20240101T151000
+DTEND;TZID=Europe/Berlin:20240101T161000
+TRANSP:OPAQUE
+X-MOZ-GENERATION:2
+SEQUENCE:1
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-4.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-4.ics
new file mode 100644
index 0000000000000..b4d2f752c0af1
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-4.ics
@@ -0,0 +1,17 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T120414Z
+LAST-MODIFIED:20240507T121134Z
+DTSTAMP:20240507T121134Z
+UID:b1814d32-9adf-4518-8535-37f2c037f423
+SUMMARY:Event D
+RRULE:FREQ=YEARLY
+DTSTART;TZID=Europe/Berlin:20240101T164500
+DTEND;TZID=Europe/Berlin:20240101T171500
+TRANSP:OPAQUE
+SEQUENCE:2
+X-MOZ-GENERATION:3
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-5.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-5.ics
new file mode 100644
index 0000000000000..1cd8b7ebf1353
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-5.ics
@@ -0,0 +1,14 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T122221Z
+LAST-MODIFIED:20240507T122237Z
+DTSTAMP:20240507T122237Z
+UID:19c4e049-0b09-4101-a2ad-061a837e6a5e
+SUMMARY:Cake Tasting
+DTSTART;TZID=Europe/Berlin:20240509T151500
+DTEND;TZID=Europe/Berlin:20240509T171500
+TRANSP:OPAQUE
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/misc/caldav-search-limit-timerange-6.ics b/apps/dav/tests/misc/caldav-search-limit-timerange-6.ics
new file mode 100644
index 0000000000000..6c24d534281da
--- /dev/null
+++ b/apps/dav/tests/misc/caldav-search-limit-timerange-6.ics
@@ -0,0 +1,15 @@
+BEGIN:VCALENDAR
+PRODID:-//Mozilla.org/NONSGML Mozilla Calendar V1.1//EN
+VERSION:2.0
+BEGIN:VEVENT
+CREATED:20240507T122246Z
+LAST-MODIFIED:20240507T175258Z
+DTSTAMP:20240507T175258Z
+UID:60a7d310-aa7b-4974-8a8a-ff9339367e1d
+SUMMARY:Pasta Day
+DTSTART;TZID=Europe/Berlin:20240514T123000
+DTEND;TZID=Europe/Berlin:20240514T133000
+TRANSP:OPAQUE
+X-MOZ-GENERATION:2
+END:VEVENT
+END:VCALENDAR
diff --git a/apps/dav/tests/unit/CalDAV/CalDavBackendTest.php b/apps/dav/tests/unit/CalDAV/CalDavBackendTest.php
index ef4cfb2aaab4f..dc299e8d505b6 100644
--- a/apps/dav/tests/unit/CalDAV/CalDavBackendTest.php
+++ b/apps/dav/tests/unit/CalDAV/CalDavBackendTest.php
@@ -1598,4 +1598,168 @@ public function testRestoreChanges(): void {
 		self::assertEqualsCanonicalizing([$uri1, $uri3], $changesAfter['modified']);
 		self::assertEquals([$uri2], $changesAfter['deleted']);
 	}
+
+	public function testSearchWithLimitAndTimeRange() {
+		$calendarId = $this->createTestCalendar();
+		$calendarInfo = [
+			'id' => $calendarId,
+			'principaluri' => 'user1',
+			'{http://owncloud.org/ns}owner-principal' => 'user1',
+		];
+
+		$testFiles = [
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-1.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-2.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-3.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-4.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-5.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-6.ics',
+		];
+
+		foreach ($testFiles as $testFile) {
+			$objectUri = static::getUniqueID('search-limit-timerange-');
+			$calendarData = \file_get_contents($testFile);
+			$this->backend->createCalendarObject($calendarId, $objectUri, $calendarData);
+		}
+
+		$start = new DateTimeImmutable('2024-05-06T00:00:00Z');
+		$end = $start->add(new DateInterval('P14D'));
+
+		$results = $this->backend->search(
+			$calendarInfo,
+			'',
+			[],
+			[
+				'timerange' => [
+					'start' => $start,
+					'end' => $end,
+				]
+			],
+			4,
+			null,
+		);
+
+		$this->assertCount(2, $results);
+
+		$this->assertEquals('Cake Tasting', $results[0]['objects'][0]['SUMMARY'][0]);
+		$this->assertGreaterThanOrEqual(
+			$start->getTimestamp(),
+			$results[0]['objects'][0]['DTSTART'][0]->getTimestamp(),
+			'Recurrence starting before requested start',
+		);
+
+		$this->assertEquals('Pasta Day', $results[1]['objects'][0]['SUMMARY'][0]);
+		$this->assertGreaterThanOrEqual(
+			$start->getTimestamp(),
+			$results[1]['objects'][0]['DTSTART'][0]->getTimestamp(),
+			'Recurrence starting before requested start',
+		);
+	}
+
+	public function testSearchWithLimitAndTimeRangeShouldNotReturnMoreObjectsThenLimit() {
+		$calendarId = $this->createTestCalendar();
+		$calendarInfo = [
+			'id' => $calendarId,
+			'principaluri' => 'user1',
+			'{http://owncloud.org/ns}owner-principal' => 'user1',
+		];
+
+		$testFiles = [
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-1.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-2.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-3.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-4.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-5.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-6.ics',
+		];
+
+		foreach ($testFiles as $testFile) {
+			$objectUri = static::getUniqueID('search-limit-timerange-');
+			$calendarData = \file_get_contents($testFile);
+			$this->backend->createCalendarObject($calendarId, $objectUri, $calendarData);
+		}
+
+		$start = new DateTimeImmutable('2024-05-06T00:00:00Z');
+		$end = $start->add(new DateInterval('P14D'));
+
+		$results = $this->backend->search(
+			$calendarInfo,
+			'',
+			[],
+			[
+				'timerange' => [
+					'start' => $start,
+					'end' => $end,
+				]
+			],
+			1,
+			null,
+		);
+
+		$this->assertCount(1, $results);
+
+		$this->assertEquals('Cake Tasting', $results[0]['objects'][0]['SUMMARY'][0]);
+		$this->assertGreaterThanOrEqual(
+			$start->getTimestamp(),
+			$results[0]['objects'][0]['DTSTART'][0]->getTimestamp(),
+			'Recurrence starting before requested start',
+		);
+	}
+
+	public function testSearchWithLimitAndTimeRangeShouldReturnObjectsInTheSameOrder() {
+		$calendarId = $this->createTestCalendar();
+		$calendarInfo = [
+			'id' => $calendarId,
+			'principaluri' => 'user1',
+			'{http://owncloud.org/ns}owner-principal' => 'user1',
+		];
+
+		$testFiles = [
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-1.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-2.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-3.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-4.ics',
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-6.ics', // <-- intentional!
+			__DIR__ . '/../../misc/caldav-search-limit-timerange-5.ics',
+		];
+
+		foreach ($testFiles as $testFile) {
+			$objectUri = static::getUniqueID('search-limit-timerange-');
+			$calendarData = \file_get_contents($testFile);
+			$this->backend->createCalendarObject($calendarId, $objectUri, $calendarData);
+		}
+
+		$start = new DateTimeImmutable('2024-05-06T00:00:00Z');
+		$end = $start->add(new DateInterval('P14D'));
+
+		$results = $this->backend->search(
+			$calendarInfo,
+			'',
+			[],
+			[
+				'timerange' => [
+					'start' => $start,
+					'end' => $end,
+				]
+			],
+			2,
+			null,
+		);
+
+		$this->assertCount(2, $results);
+
+		$this->assertEquals('Cake Tasting', $results[0]['objects'][0]['SUMMARY'][0]);
+		$this->assertGreaterThanOrEqual(
+			$start->getTimestamp(),
+			$results[0]['objects'][0]['DTSTART'][0]->getTimestamp(),
+			'Recurrence starting before requested start',
+		);
+
+		$this->assertEquals('Pasta Day', $results[1]['objects'][0]['SUMMARY'][0]);
+		$this->assertGreaterThanOrEqual(
+			$start->getTimestamp(),
+			$results[1]['objects'][0]['DTSTART'][0]->getTimestamp(),
+			'Recurrence starting before requested start',
+		);
+	}
 }