diff --git a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOs.java b/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOs.java
index a6c3ee499b..d691eac3a8 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOs.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOs.java
@@ -17,7 +17,6 @@
 package org.springframework.boot.testsupport.junit;
 
 import java.lang.annotation.ElementType;
-import java.lang.annotation.Repeatable;
 import java.lang.annotation.Retention;
 import java.lang.annotation.RetentionPolicy;
 import java.lang.annotation.Target;
@@ -27,7 +26,7 @@ import org.junit.jupiter.api.extension.ExtendWith;
 
 /**
  * Improves JUnit5's {@link org.junit.jupiter.api.condition.DisabledOnOs} by adding an
- * architecture check and making it repeatable.
+ * architecture check.
  *
  * @author Moritz Halbritter
  * @since 2.5.11
@@ -35,7 +34,6 @@ import org.junit.jupiter.api.extension.ExtendWith;
 @Target({ ElementType.TYPE, ElementType.METHOD })
 @Retention(RetentionPolicy.RUNTIME)
 @ExtendWith(DisabledOnOsCondition.class)
-@Repeatable(DisabledOnOsRepeatable.class)
 public @interface DisabledOnOs {
 
 	/**
diff --git a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsCondition.java b/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsCondition.java
index bd14d9b235..3b644b2006 100644
--- a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsCondition.java
+++ b/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsCondition.java
@@ -16,7 +16,7 @@
 
 package org.springframework.boot.testsupport.junit;
 
-import java.util.List;
+import java.util.Optional;
 
 import org.junit.jupiter.api.extension.ConditionEvaluationResult;
 import org.junit.jupiter.api.extension.ExecutionCondition;
@@ -32,24 +32,21 @@ class DisabledOnOsCondition implements ExecutionCondition {
 
 	@Override
 	public ConditionEvaluationResult evaluateExecutionCondition(ExtensionContext context) {
-		List<DisabledOnOs> annotations = AnnotationUtils.findRepeatableAnnotations(context.getElement(),
-				DisabledOnOs.class);
-		if (annotations.isEmpty()) {
+		Optional<DisabledOnOs> annotation = AnnotationUtils.findAnnotation(context.getElement(), DisabledOnOs.class);
+		if (!annotation.isPresent()) {
 			return ConditionEvaluationResult.enabled("No @DisabledOnOs found");
 		}
-		return evaluate(annotations);
+		return evaluate(annotation.get());
 	}
 
-	private ConditionEvaluationResult evaluate(List<DisabledOnOs> annotations) {
+	private ConditionEvaluationResult evaluate(DisabledOnOs annotation) {
 		String architecture = System.getProperty("os.arch");
 		String os = System.getProperty("os.name");
-		for (DisabledOnOs annotation : annotations) {
-			if (annotation.os().isCurrentOs() && annotation.architecture().equals(architecture)) {
-				String reason = annotation.disabledReason().isEmpty()
-						? String.format("Disabled on OS = %s, architecture = %s", os, architecture)
-						: annotation.disabledReason();
-				return ConditionEvaluationResult.disabled(reason);
-			}
+		if (annotation.os().isCurrentOs() && annotation.architecture().equals(architecture)) {
+			String reason = annotation.disabledReason().isEmpty()
+					? String.format("Disabled on OS = %s, architecture = %s", os, architecture)
+					: annotation.disabledReason();
+			return ConditionEvaluationResult.disabled(reason);
 		}
 		return ConditionEvaluationResult
 				.enabled(String.format("Enabled on OS = %s, architecture = %s", os, architecture));
diff --git a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsRepeatable.java b/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsRepeatable.java
deleted file mode 100644
index 1c52f5afe7..0000000000
--- a/spring-boot-project/spring-boot-tools/spring-boot-test-support/src/main/java/org/springframework/boot/testsupport/junit/DisabledOnOsRepeatable.java
+++ /dev/null
@@ -1,39 +0,0 @@
-/*
- * Copyright 2012-2022 the original author or authors.
- *
- * Licensed under the Apache License, Version 2.0 (the "License");
- * you may not use this file except in compliance with the License.
- * You may obtain a copy of the License at
- *
- *      https://www.apache.org/licenses/LICENSE-2.0
- *
- * Unless required by applicable law or agreed to in writing, software
- * distributed under the License is distributed on an "AS IS" BASIS,
- * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
- * See the License for the specific language governing permissions and
- * limitations under the License.
- */
-
-package org.springframework.boot.testsupport.junit;
-
-import java.lang.annotation.ElementType;
-import java.lang.annotation.Retention;
-import java.lang.annotation.RetentionPolicy;
-import java.lang.annotation.Target;
-
-import org.junit.jupiter.api.extension.ExtendWith;
-
-/**
- * Repeatable container for {@link DisabledOnOs}.
- *
- * @author Moritz Halbritter
- * @since 2.5.10
- */
-@Target({ ElementType.TYPE, ElementType.METHOD })
-@Retention(RetentionPolicy.RUNTIME)
-@ExtendWith(DisabledOnOsCondition.class)
-public @interface DisabledOnOsRepeatable {
-
-	DisabledOnOs[] value();
-
-}