diff --git a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/ServerProperties.java b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/ServerProperties.java
index 48aee2b6549..12773a79ea9 100644
--- a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/ServerProperties.java
+++ b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/ServerProperties.java
@@ -337,7 +337,7 @@ public class ServerProperties {
 		 * Whether HTTP 1.1 and later location headers generated by a call to sendRedirect
 		 * will use relative or absolute redirects.
 		 */
-		private Boolean useRelativeRedirects;
+		private boolean useRelativeRedirects;
 
 		/**
 		 * Character encoding to use to decode the URI.
@@ -532,14 +532,19 @@ public class ServerProperties {
 			this.redirectContextRoot = redirectContextRoot;
 		}
 
-		public Boolean getUseRelativeRedirects() {
+		public boolean getUseRelativeRedirects() {
 			return this.useRelativeRedirects;
 		}
 
-		public void setUseRelativeRedirects(Boolean useRelativeRedirects) {
+		public void setUseRelativeRedirects(boolean useRelativeRedirects) {
 			this.useRelativeRedirects = useRelativeRedirects;
 		}
 
+		@Deprecated
+		public void setUseRelativeRedirects(Boolean useRelativeRedirects) {
+			this.useRelativeRedirects = (useRelativeRedirects != null) ? useRelativeRedirects : false;
+		}
+
 		public Charset getUriEncoding() {
 			return this.uriEncoding;
 		}
diff --git a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/servlet/TomcatServletWebServerFactoryCustomizer.java b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/servlet/TomcatServletWebServerFactoryCustomizer.java
index 8e4b320cfe6..3b4184f4616 100644
--- a/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/servlet/TomcatServletWebServerFactoryCustomizer.java
+++ b/spring-boot-project/spring-boot-autoconfigure/src/main/java/org/springframework/boot/autoconfigure/web/servlet/TomcatServletWebServerFactoryCustomizer.java
@@ -54,9 +54,7 @@ public class TomcatServletWebServerFactoryCustomizer
 		if (tomcatProperties.getRedirectContextRoot() != null) {
 			customizeRedirectContextRoot(factory, tomcatProperties.getRedirectContextRoot());
 		}
-		if (tomcatProperties.getUseRelativeRedirects() != null) {
-			customizeUseRelativeRedirects(factory, tomcatProperties.getUseRelativeRedirects());
-		}
+		customizeUseRelativeRedirects(factory, tomcatProperties.getUseRelativeRedirects());
 		factory.setDisableMBeanRegistry(!tomcatProperties.getMbeanregistry().isEnabled());
 	}
 
diff --git a/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/web/ServerPropertiesTests.java b/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/web/ServerPropertiesTests.java
index f86f864127f..a4d3d3137a2 100644
--- a/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/web/ServerPropertiesTests.java
+++ b/spring-boot-project/spring-boot-autoconfigure/src/test/java/org/springframework/boot/autoconfigure/web/ServerPropertiesTests.java
@@ -126,6 +126,7 @@ class ServerPropertiesTests {
 		map.put("server.tomcat.background-processor-delay", "10");
 		map.put("server.tomcat.relaxed-path-chars", "|,<");
 		map.put("server.tomcat.relaxed-query-chars", "^  ,  | ");
+		map.put("server.tomcat.use-relative-redirects", "true");
 		bind(map);
 		ServerProperties.Tomcat tomcat = this.properties.getTomcat();
 		Accesslog accesslog = tomcat.getAccesslog();
@@ -147,6 +148,7 @@ class ServerPropertiesTests {
 		assertThat(tomcat.getBackgroundProcessorDelay()).hasSeconds(10);
 		assertThat(tomcat.getRelaxedPathChars()).containsExactly('|', '<');
 		assertThat(tomcat.getRelaxedQueryChars()).containsExactly('^', '|');
+		assertThat(tomcat.getUseRelativeRedirects()).isTrue();
 	}
 
 	@Test
@@ -443,6 +445,11 @@ class ServerPropertiesTests {
 				.isEqualTo(new RemoteIpValve().getInternalProxies());
 	}
 
+	@Test
+	void tomcatUseRelativeRedirectsDefaultsToFalse() {
+		assertThat(this.properties.getTomcat().getUseRelativeRedirects()).isFalse();
+	}
+
 	@Test
 	void jettyMaxHttpFormPostSizeMatchesDefault() throws Exception {
 		JettyServletWebServerFactory jettyFactory = new JettyServletWebServerFactory(0);
diff --git a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/tomcat/TomcatServletWebServerFactory.java b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/tomcat/TomcatServletWebServerFactory.java
index acb52c87541..7cc4097635e 100644
--- a/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/tomcat/TomcatServletWebServerFactory.java
+++ b/spring-boot-project/spring-boot/src/main/java/org/springframework/boot/web/embedded/tomcat/TomcatServletWebServerFactory.java
@@ -214,7 +214,6 @@ public class TomcatServletWebServerFactory extends AbstractServletWebServerFacto
 				: ClassUtils.getDefaultClassLoader());
 		resetDefaultLocaleMapping(context);
 		addLocaleMappings(context);
-		context.setUseRelativeRedirects(false);
 		try {
 			context.setCreateUploadTargets(true);
 		}