diff --git a/spring-cloud-config-server/src/main/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepository.java b/spring-cloud-config-server/src/main/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepository.java
index a49835d6..061e7979 100644
--- a/spring-cloud-config-server/src/main/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepository.java
+++ b/spring-cloud-config-server/src/main/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepository.java
@@ -266,6 +266,7 @@ public class NativeEnvironmentRepository implements EnvironmentRepository, Searc
 			}
 			name = name.replace("applicationConfig: [", "");
 			name = name.replace("file [", "file:");
+			name = name.replace("class path resource [", "classpath:/");
 			if (name.indexOf('[') < 0) {
 				// only remove if there isn't a matching left bracket
 				name = name.replace("]", "");
@@ -313,6 +314,9 @@ public class NativeEnvironmentRepository implements EnvironmentRepository, Searc
 			if (!pattern.contains(":")) {
 				pattern = "file:" + pattern;
 			}
+			if (pattern.startsWith("optional:")) {
+				pattern = pattern.substring("optional:".length());
+			}
 			if (pattern.startsWith("file:")) {
 				pattern = StringUtils.cleanPath(new File(pattern.substring("file:".length())).getAbsolutePath()) + "/";
 			}
@@ -320,14 +324,16 @@ public class NativeEnvironmentRepository implements EnvironmentRepository, Searc
 			if (logger.isTraceEnabled()) {
 				logger.trace("Testing pattern: " + finalPattern + " with property source: " + name);
 			}
-			if (normal.startsWith(finalPattern) && !normal.substring(finalPattern.length()).contains("/")) {
+			if (normal.startsWith(finalPattern)) {
 				matches = true;
 				break;
 			}
 			if (locations != null) {
-				return !Arrays.stream(locations).map(this::cleanFileLocation)
-						.noneMatch(location -> location.startsWith(finalPattern)
-								&& !location.substring(finalPattern.length()).contains("/"));
+				matches = Arrays.stream(locations).map(this::cleanFileLocation)
+					.anyMatch(location -> location.startsWith(finalPattern));
+				if (matches) {
+					break;
+				}
 			}
 		}
 		return matches;
diff --git a/spring-cloud-config-server/src/test/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepositoryTests.java b/spring-cloud-config-server/src/test/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepositoryTests.java
index 99bd964a..09932e71 100644
--- a/spring-cloud-config-server/src/test/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepositoryTests.java
+++ b/spring-cloud-config-server/src/test/java/org/springframework/cloud/config/server/environment/NativeEnvironmentRepositoryTests.java
@@ -259,8 +259,45 @@ public class NativeEnvironmentRepositoryTests {
 	@Test
 	public void testDefaultLabel() {
 		this.repository.setDefaultLabel("test");
-		assertThat(this.repository.findOne("foo", "default", null).getPropertySources().get(0).getSource().get("foo"))
-				.isEqualTo("test_bar");
+		Environment environment = this.repository.findOne("foo", "default", null);
+		assertThat(environment.getPropertySources().get(0).getSource().get("foo")).isEqualTo("test_bar");
+	}
+
+	@Test
+	public void testImportVanilla() {
+		testImport();
+	}
+
+	@Test
+	public void testImportEmptySearchLocations() {
+		this.repository.setSearchLocations();
+		testImport();
+	}
+
+	@Test
+	public void testImportPrefixedWithClasspath() {
+		this.repository.setSearchLocations("classpath:/test");
+		testImport();
+	}
+
+	@Test
+	public void testImportPrefixedWithFile() {
+		this.repository.setSearchLocations("file:./src/test/resources/test");
+		testImport();
+	}
+
+	@Test
+	public void testImportWithoutPrefix() {
+		this.repository.setSearchLocations("src/test/resources/test");
+		testImport();
+	}
+
+	private void testImport() {
+		Environment environment = this.repository.findOne("import", "default", "master");
+		// TODO should be 4, bar.yml contains 2 yaml documents
+		assertThat(environment.getPropertySources().size()).isEqualTo(3);
+		assertThat(environment.getPropertySources().get(0).getSource().get("foo")).isEqualTo("imported");
+		assertThat(environment.getPropertySources().get(2).getSource().get("foo")).isEqualTo("importing");
 	}
 
 	@Test
diff --git a/spring-cloud-config-server/src/test/resources/import.yml b/spring-cloud-config-server/src/test/resources/import.yml
new file mode 100644
index 00000000..65f711dd
--- /dev/null
+++ b/spring-cloud-config-server/src/test/resources/import.yml
@@ -0,0 +1,5 @@
+foo: importing
+
+spring.config.import:
+  - configserver-test.yml
+  - test/import/foo.yml
diff --git a/spring-cloud-config-server/src/test/resources/test/import.yml b/spring-cloud-config-server/src/test/resources/test/import.yml
new file mode 100644
index 00000000..c2cac348
--- /dev/null
+++ b/spring-cloud-config-server/src/test/resources/test/import.yml
@@ -0,0 +1,5 @@
+foo: importing
+
+spring.config.import:
+  - bar.yml
+  - import/foo.yml
diff --git a/spring-cloud-config-server/src/test/resources/test/import/foo.yml b/spring-cloud-config-server/src/test/resources/test/import/foo.yml
new file mode 100644
index 00000000..82ba48c6
--- /dev/null
+++ b/spring-cloud-config-server/src/test/resources/test/import/foo.yml
@@ -0,0 +1 @@
+foo: imported