diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9e060eef42..2c83e047c9 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -20,9 +20,9 @@ via the option `swizzleClassNameExclude`.
 - Finish TTID correctly when viewWillAppear is skipped (#4417)
 - Swizzling RootUIViewController if ignored by `swizzleClassNameExclude` (#4407)
 - Data race in SentrySwizzleInfo.originalCalled (#4434)
+- Delete old session replay files (#4446)
 - Thread running at user-initiated quality-of-service for session replay (#4439)
 
-
 ### Improvements
 
 - Serializing profile on a BG Thread (#4377) to avoid potentially slightly blocking the main thread.
diff --git a/Sources/Sentry/SentryFileManager.m b/Sources/Sentry/SentryFileManager.m
index 366f23b421..69a63c7582 100644
--- a/Sources/Sentry/SentryFileManager.m
+++ b/Sources/Sentry/SentryFileManager.m
@@ -270,6 +270,12 @@ - (void)deleteOldEnvelopesFromPath:(NSString *)envelopesPath
     }
 }
 
+- (BOOL)isDirectory:(NSString *)path
+{
+    BOOL isDir = NO;
+    return [NSFileManager.defaultManager fileExistsAtPath:path isDirectory:&isDir] && isDir;
+}
+
 - (void)deleteAllEnvelopes
 {
     [self removeFileAtPath:self.envelopesPath];
diff --git a/Sources/Sentry/SentrySessionReplayIntegration.m b/Sources/Sentry/SentrySessionReplayIntegration.m
index 3ecd0e1972..f24a3abf27 100644
--- a/Sources/Sentry/SentrySessionReplayIntegration.m
+++ b/Sources/Sentry/SentrySessionReplayIntegration.m
@@ -89,6 +89,8 @@ - (void)setupWith:(SentryReplayOptions *)replayOptions enableTouchTracker:(BOOL)
     _notificationCenter = SentryDependencyContainer.sharedInstance.notificationCenterWrapper;
 
     [self moveCurrentReplay];
+    [self cleanUp];
+
     [SentrySDK.currentHub registerSessionListener:self];
     [SentryGlobalEventProcessor.shared
         addEventProcessor:^SentryEvent *_Nullable(SentryEvent *_Nonnull event) {
@@ -103,6 +105,19 @@ - (void)setupWith:(SentryReplayOptions *)replayOptions enableTouchTracker:(BOOL)
     [SentryDependencyContainer.sharedInstance.reachability addObserver:self];
 }
 
+- (nullable NSDictionary<NSString *, id> *)lastReplayInfo
+{
+    NSURL *dir = [self replayDirectory];
+    NSURL *lastReplayUrl = [dir URLByAppendingPathComponent:SENTRY_LAST_REPLAY];
+    NSData *lastReplay = [NSData dataWithContentsOfURL:lastReplayUrl];
+
+    if (lastReplay == nil) {
+        return nil;
+    }
+
+    return [SentrySerialization deserializeDictionaryFromJsonData:lastReplay];
+}
+
 /**
  * Send the cached frames from a previous session that eventually crashed.
  * This function is called when processing an event created by SentryCrashIntegration,
@@ -112,15 +127,8 @@ - (void)setupWith:(SentryReplayOptions *)replayOptions enableTouchTracker:(BOOL)
 - (void)resumePreviousSessionReplay:(SentryEvent *)event
 {
     NSURL *dir = [self replayDirectory];
-    NSURL *lastReplayUrl = [dir URLByAppendingPathComponent:SENTRY_LAST_REPLAY];
-    NSData *lastReplay = [NSData dataWithContentsOfURL:lastReplayUrl];
+    NSDictionary<NSString *, id> *jsonObject = [self lastReplayInfo];
 
-    if (lastReplay == nil) {
-        return;
-    }
-
-    NSDictionary<NSString *, id> *jsonObject =
-        [SentrySerialization deserializeDictionaryFromJsonData:lastReplay];
     if (jsonObject == nil) {
         return;
     }
@@ -365,6 +373,37 @@ - (void)moveCurrentReplay
     }
 }
 
+- (void)cleanUp
+{
+    NSURL *replayDir = [self replayDirectory];
+    NSDictionary<NSString *, id> *lastReplayInfo = [self lastReplayInfo];
+    NSString *lastReplayFolder = lastReplayInfo[@"path"];
+
+    SentryFileManager *fileManager = SentryDependencyContainer.sharedInstance.fileManager;
+    // Mapping replay folder here and not in dispatched queue to prevent a race condition between
+    // listing files and creating a new replay session.
+    NSArray *replayFiles = [fileManager allFilesInFolder:replayDir.path];
+    if (replayFiles.count == 0) {
+        return;
+    }
+
+    [SentryDependencyContainer.sharedInstance.dispatchQueueWrapper dispatchAsyncWithBlock:^{
+        for (NSString *file in replayFiles) {
+            // Skip the last replay folder.
+            if ([file isEqualToString:lastReplayFolder]) {
+                continue;
+            }
+
+            NSString *filePath = [replayDir.path stringByAppendingPathComponent:file];
+
+            // Check if the file is a directory before deleting it.
+            if ([fileManager isDirectory:filePath]) {
+                [fileManager removeFileAtPath:filePath];
+            }
+        }
+    }];
+}
+
 - (void)pause
 {
     [self.sessionReplay pause];
diff --git a/Sources/Sentry/include/SentryFileManager.h b/Sources/Sentry/include/SentryFileManager.h
index 8ababf2f18..b66a8f81e5 100644
--- a/Sources/Sentry/include/SentryFileManager.h
+++ b/Sources/Sentry/include/SentryFileManager.h
@@ -89,7 +89,8 @@ SENTRY_NO_INIT
 - (NSNumber *_Nullable)readTimezoneOffset;
 - (void)storeTimezoneOffset:(NSInteger)offset;
 - (void)deleteTimezoneOffset;
-
+- (NSArray<NSString *> *)allFilesInFolder:(NSString *)path;
+- (BOOL)isDirectory:(NSString *)path;
 BOOL createDirectoryIfNotExists(NSString *path, NSError **error);
 
 /**
diff --git a/Tests/SentryTests/Integrations/SessionReplay/SentrySessionReplayIntegrationTests.swift b/Tests/SentryTests/Integrations/SessionReplay/SentrySessionReplayIntegrationTests.swift
index 156ea6eb7d..10f4b740fa 100644
--- a/Tests/SentryTests/Integrations/SessionReplay/SentrySessionReplayIntegrationTests.swift
+++ b/Tests/SentryTests/Integrations/SessionReplay/SentrySessionReplayIntegrationTests.swift
@@ -358,12 +358,47 @@ class SentrySessionReplayIntegrationTests: XCTestCase {
         XCTAssertTrue(sessionReplay.isFullSession)
     }
     
-    func createLastSessionReplay(writeSessionInfo: Bool = true, errorSampleRate: Double = 1) throws {
+    func testCleanUp() throws {
+        // Create 3 old Sessions
+        try createLastSessionReplay()
+        try createLastSessionReplay()
+        try createLastSessionReplay()
+        SentryDependencyContainer.sharedInstance().dispatchQueueWrapper = TestSentryDispatchQueueWrapper()
+        
+        // Start the integration with a configuration that will enable it
+        startSDK(sessionSampleRate: 0, errorSampleRate: 1)
+        
+        // Check whether there is only one old session directory and the current session directory
+        let content = try FileManager.default.contentsOfDirectory(atPath: replayFolder()).filter { name in
+            !name.hasPrefix("replay") && !name.hasPrefix(".") //remove replay info files and system directories
+        }
+        
+        XCTAssertEqual(content.count, 2)
+    }
+    
+    func testCleanUpWithNoFiles() throws {
         let options = Options()
         options.dsn = "https://user@test.com/test"
         options.cacheDirectoryPath = FileManager.default.temporaryDirectory.path
         
-        let replayFolder = options.cacheDirectoryPath + "/io.sentry/\(options.parsedDsn?.getHash() ?? "")/replay"
+        let dispatchQueue = TestSentryDispatchQueueWrapper()
+        SentryDependencyContainer.sharedInstance().dispatchQueueWrapper = dispatchQueue
+        SentryDependencyContainer.sharedInstance().fileManager = try SentryFileManager(options: options)
+        
+        if FileManager.default.fileExists(atPath: replayFolder()) {
+            try FileManager.default.removeItem(atPath: replayFolder())
+        }
+        
+        // We can't use SentrySDK.start because the dependency container dispatch queue is used for other tasks.
+        // Manually starting the integration and initializing it makes the test more controlled.
+        let integration = SentrySessionReplayIntegration()
+        integration.install(with: options)
+        
+        XCTAssertEqual(dispatchQueue.dispatchAsyncCalled, 0)
+    }
+    
+    func createLastSessionReplay(writeSessionInfo: Bool = true, errorSampleRate: Double = 1) throws {
+        let replayFolder = replayFolder()
         let jsonPath = replayFolder + "/replay.current"
         var sessionFolder = UUID().uuidString
         let info: [String: Any] = ["replayId": SentryId().sentryIdString,
@@ -389,6 +424,13 @@ class SentrySessionReplayIntegrationTests: XCTestCase {
             sentrySessionReplaySync_writeInfo()
         }
     }
+    
+    func replayFolder() -> String {
+        let options = Options()
+        options.dsn = "https://user@test.com/test"
+        options.cacheDirectoryPath = FileManager.default.temporaryDirectory.path
+        return options.cacheDirectoryPath + "/io.sentry/\(options.parsedDsn?.getHash() ?? "")/replay"
+    }
 }
 
 #endif