diff --git a/app/phone/src/main/AndroidManifest.xml b/app/phone/src/main/AndroidManifest.xml
index 0ac39b0f..2917fcbe 100644
--- a/app/phone/src/main/AndroidManifest.xml
+++ b/app/phone/src/main/AndroidManifest.xml
@@ -26,6 +26,9 @@
             android:name=".PlayerActivity"
             android:configChanges="screenSize|smallestScreenSize|screenLayout|orientation"
             android:screenOrientation="sensorLandscape"
+            android:launchMode="singleTask"
+            android:supportsPictureInPicture="true"
+            android:autoRemoveFromRecents="true"
             android:theme="@style/Theme.Findroid.Player" />
 
         <activity
diff --git a/app/phone/src/main/java/dev/jdtech/jellyfin/BasePlayerActivity.kt b/app/phone/src/main/java/dev/jdtech/jellyfin/BasePlayerActivity.kt
index 08140897..653c4ce6 100644
--- a/app/phone/src/main/java/dev/jdtech/jellyfin/BasePlayerActivity.kt
+++ b/app/phone/src/main/java/dev/jdtech/jellyfin/BasePlayerActivity.kt
@@ -17,6 +17,7 @@ abstract class BasePlayerActivity : AppCompatActivity() {
     abstract val viewModel: PlayerActivityViewModel
 
     private lateinit var mediaSession: MediaSession
+    private var wasPip: Boolean = false
 
     override fun onCreate(savedInstanceState: Bundle?) {
         super.onCreate(savedInstanceState)
@@ -32,21 +33,33 @@ abstract class BasePlayerActivity : AppCompatActivity() {
     override fun onResume() {
         super.onResume()
 
-        viewModel.player.playWhenReady = viewModel.playWhenReady
+        if (wasPip) {
+            wasPip = false
+        } else {
+            viewModel.player.playWhenReady = viewModel.playWhenReady
+        }
         hideSystemUI()
     }
 
     override fun onPause() {
         super.onPause()
 
-        viewModel.playWhenReady = viewModel.player.playWhenReady == true
-        viewModel.player.playWhenReady = false
+        if (isInPictureInPictureMode) {
+            wasPip = true
+        } else {
+            viewModel.playWhenReady = viewModel.player.playWhenReady == true
+            viewModel.player.playWhenReady = false
+        }
     }
 
     override fun onStop() {
         super.onStop()
 
         mediaSession.release()
+
+        if (wasPip) {
+            finish()
+        }
     }
 
     protected fun hideSystemUI() {
diff --git a/app/phone/src/main/java/dev/jdtech/jellyfin/PlayerActivity.kt b/app/phone/src/main/java/dev/jdtech/jellyfin/PlayerActivity.kt
index 8d25fe88..2d61c499 100644
--- a/app/phone/src/main/java/dev/jdtech/jellyfin/PlayerActivity.kt
+++ b/app/phone/src/main/java/dev/jdtech/jellyfin/PlayerActivity.kt
@@ -1,9 +1,15 @@
 package dev.jdtech.jellyfin
 
+import android.app.PictureInPictureParams
 import android.content.Context
+import android.content.Intent
 import android.content.pm.ActivityInfo
+import android.content.pm.PackageManager
+import android.content.res.Configuration
+import android.graphics.Rect
 import android.media.AudioManager
 import android.os.Bundle
+import android.util.Rational
 import android.view.View
 import android.view.WindowManager
 import android.widget.Button
@@ -18,6 +24,7 @@ import androidx.lifecycle.lifecycleScope
 import androidx.lifecycle.repeatOnLifecycle
 import androidx.media3.common.C
 import androidx.media3.exoplayer.ExoPlayer
+import androidx.media3.ui.AspectRatioFrameLayout
 import androidx.media3.ui.DefaultTimeBar
 import androidx.media3.ui.PlayerView
 import androidx.media3.ui.TrackSelectionDialogBuilder
@@ -47,12 +54,17 @@ class PlayerActivity : BasePlayerActivity() {
     lateinit var binding: ActivityPlayerBinding
     private var playerGestureHelper: PlayerGestureHelper? = null
     override val viewModel: PlayerActivityViewModel by viewModels()
-    private val args: PlayerActivityArgs by navArgs()
     private var previewScrubListener: PreviewScrubListener? = null
 
+    private val isPipSupported by lazy {
+        packageManager.hasSystemFeature(PackageManager.FEATURE_PICTURE_IN_PICTURE)
+    }
+
     override fun onCreate(savedInstanceState: Bundle?) {
         super.onCreate(savedInstanceState)
 
+        val args: PlayerActivityArgs by navArgs()
+
         binding = ActivityPlayerBinding.inflate(layoutInflater)
         setContentView(binding.root)
         window.addFlags(WindowManager.LayoutParams.FLAG_KEEP_SCREEN_ON)
@@ -97,6 +109,7 @@ class PlayerActivity : BasePlayerActivity() {
         val subtitleButton = binding.playerView.findViewById<ImageButton>(R.id.btn_subtitle)
         val speedButton = binding.playerView.findViewById<ImageButton>(R.id.btn_speed)
         val skipIntroButton = binding.playerView.findViewById<Button>(R.id.btn_skip_intro)
+        val pipButton = binding.playerView.findViewById<ImageButton>(R.id.btn_pip)
         val lockButton = binding.playerView.findViewById<ImageButton>(R.id.btn_lockview)
         val unlockButton = binding.playerView.findViewById<ImageButton>(R.id.btn_unlock)
 
@@ -110,7 +123,7 @@ class PlayerActivity : BasePlayerActivity() {
                             videoNameTextView.text = currentItemTitle
 
                             // Skip Intro button
-                            skipIntroButton.isVisible = currentIntro != null
+                            skipIntroButton.isVisible = !isInPictureInPictureMode && currentIntro != null
                             skipIntroButton.setOnClickListener {
                                 currentIntro?.let {
                                     binding.playerView.player?.seekTo((it.introEnd * 1000).toLong())
@@ -132,6 +145,8 @@ class PlayerActivity : BasePlayerActivity() {
                                 subtitleButton.imageAlpha = 255
                                 speedButton.isEnabled = true
                                 speedButton.imageAlpha = 255
+                                pipButton.isEnabled = true
+                                pipButton.imageAlpha = 255
                             }
                         }
                     }
@@ -157,6 +172,13 @@ class PlayerActivity : BasePlayerActivity() {
         speedButton.isEnabled = false
         speedButton.imageAlpha = 75
 
+        if (isPipSupported) {
+            pipButton.isEnabled = false
+            pipButton.imageAlpha = 75
+        } else {
+            pipButton.isVisible = false
+        }
+
         audioButton.setOnClickListener {
             when (viewModel.player) {
                 is MPVPlayer -> {
@@ -249,6 +271,10 @@ class PlayerActivity : BasePlayerActivity() {
             )
         }
 
+        pipButton.setOnClickListener {
+            pictureInPicture()
+        }
+
         if (appPreferences.playerTrickPlay) {
             val imagePreview = binding.playerView.findViewById<ImageView>(R.id.image_preview)
             val timeBar = binding.playerView.findViewById<DefaultTimeBar>(R.id.exo_progress)
@@ -264,4 +290,78 @@ class PlayerActivity : BasePlayerActivity() {
         viewModel.initializePlayer(args.items)
         hideSystemUI()
     }
+
+    override fun onNewIntent(intent: Intent?) {
+        super.onNewIntent(intent)
+        setIntent(intent)
+
+        val args: PlayerActivityArgs by navArgs()
+        viewModel.initializePlayer(args.items)
+    }
+
+    override fun onUserLeaveHint() {
+        if (appPreferences.playerPipGesture && viewModel.player.isPlaying && !isControlsLocked) {
+            pictureInPicture()
+        }
+    }
+
+    private fun pipParams(): PictureInPictureParams {
+        val displayAspectRatio = Rational(binding.playerView.width, binding.playerView.height)
+
+        val aspectRatio = binding.playerView.player?.videoSize?.let {
+            Rational(
+                it.width.coerceAtMost((it.height * 2.39f).toInt()),
+                it.height.coerceAtMost((it.width * 2.39f).toInt()),
+            )
+        }
+
+        val sourceRectHint = if (displayAspectRatio < aspectRatio!!) {
+            val space = ((binding.playerView.height - (binding.playerView.width.toFloat() / aspectRatio.toFloat())) / 2).toInt()
+            Rect(
+                0,
+                space,
+                binding.playerView.width,
+                (binding.playerView.width.toFloat() / aspectRatio.toFloat()).toInt() + space,
+            )
+        } else {
+            val space = ((binding.playerView.width - (binding.playerView.height.toFloat() * aspectRatio.toFloat())) / 2).toInt()
+            Rect(
+                space,
+                0,
+                (binding.playerView.height.toFloat() * aspectRatio.toFloat()).toInt() + space,
+                binding.playerView.height,
+            )
+        }
+
+        return PictureInPictureParams.Builder()
+            .setAspectRatio(aspectRatio)
+            .setSourceRectHint(sourceRectHint)
+            .build()
+    }
+
+    private fun pictureInPicture() {
+        if (!isPipSupported) {
+            return
+        }
+        binding.playerView.useController = false
+        binding.playerView.findViewById<Button>(R.id.btn_skip_intro).isVisible = false
+
+        if (binding.playerView.player is MPVPlayer) {
+            (binding.playerView.player as MPVPlayer).updateZoomMode(false)
+        } else {
+            binding.playerView.resizeMode = AspectRatioFrameLayout.RESIZE_MODE_FIT
+        }
+
+        enterPictureInPictureMode(pipParams())
+    }
+
+    override fun onPictureInPictureModeChanged(
+        isInPictureInPictureMode: Boolean,
+        newConfig: Configuration,
+    ) {
+        super.onPictureInPictureModeChanged(isInPictureInPictureMode, newConfig)
+        if (!isInPictureInPictureMode) {
+            binding.playerView.useController = true
+        }
+    }
 }
diff --git a/app/phone/src/main/res/layout/exo_main_controls.xml b/app/phone/src/main/res/layout/exo_main_controls.xml
index c1df65a6..e3302bd7 100644
--- a/app/phone/src/main/res/layout/exo_main_controls.xml
+++ b/app/phone/src/main/res/layout/exo_main_controls.xml
@@ -73,6 +73,21 @@
                 android:layout_height="0dp"
                 android:layout_weight="1" />
 
+            <ImageButton
+                android:id="@+id/btn_pip"
+                android:layout_width="wrap_content"
+                android:layout_height="match_parent"
+                android:layout_gravity="end"
+                android:background="@drawable/transparent_circle_background"
+                android:contentDescription="@string/picture_in_picture"
+                android:padding="16dp"
+                android:src="@drawable/ic_picture_in_picture"
+                app:tint="@android:color/white" />
+
+            <Space
+                android:layout_width="16dp"
+                android:layout_height="0dp" />
+
             <ImageButton
                 android:id="@+id/btn_speed"
                 android:layout_width="wrap_content"
diff --git a/core/src/main/res/drawable/ic_picture_in_picture.xml b/core/src/main/res/drawable/ic_picture_in_picture.xml
new file mode 100644
index 00000000..b2fa84ef
--- /dev/null
+++ b/core/src/main/res/drawable/ic_picture_in_picture.xml
@@ -0,0 +1,14 @@
+<vector xmlns:android="http://schemas.android.com/apk/res/android"
+    android:width="24dp"
+    android:height="24dp"
+    android:viewportWidth="24"
+    android:viewportHeight="24"
+    android:tint="?attr/colorControlNormal">
+  <path
+      android:pathData="m14,13.5h6c1.108,0 2,0.892 2,2v3c0,1.108 -0.892,2 -2,2h-6c-1.108,0 -2,-0.892 -2,-2v-3c0,-1.108 0.892,-2 2,-2zM3,13.5v2c0,1.05 0.95,2 2,2h3m13,-8v-3c0,-1.16 -0.84,-2 -2,-2h-7m-10,-1 l6,6m0,-5v5h-5"
+      android:strokeLineJoin="round"
+      android:strokeWidth="2"
+      android:fillColor="#00000000"
+      android:strokeColor="@android:color/white"
+      android:strokeLineCap="round"/>
+</vector>
diff --git a/core/src/main/res/values/strings.xml b/core/src/main/res/values/strings.xml
index 837f4d71..c78f6962 100644
--- a/core/src/main/res/values/strings.xml
+++ b/core/src/main/res/values/strings.xml
@@ -150,6 +150,9 @@
     <string name="add_server_address">Add server address</string>
     <string name="add">Add</string>
     <string name="quick_connect">Quick Connect</string>
+    <string name="picture_in_picture">Picture-in-picture</string>
+    <string name="picture_in_picture_gesture">Picture-in-picture home gesture</string>
+    <string name="picture_in_picture_gesture_summary">Use home button or gesture to enter picture-in-picture while the video is playing</string>
     <string name="size">Size</string>
     <string name="video">Video</string>
     <string name="audio">Audio</string>
diff --git a/core/src/main/res/xml/fragment_settings_player.xml b/core/src/main/res/xml/fragment_settings_player.xml
index 4248e188..9d47c844 100644
--- a/core/src/main/res/xml/fragment_settings_player.xml
+++ b/core/src/main/res/xml/fragment_settings_player.xml
@@ -99,7 +99,7 @@
         app:summary="@string/pref_player_intro_skipper_summary"
         app:title="@string/pref_player_intro_skipper"
         app:widgetLayout="@layout/preference_material3_switch" />
-
+        
     <SwitchPreferenceCompat
         app:defaultValue="true"
         app:key="pref_player_trick_play"
@@ -107,4 +107,11 @@
         app:title="@string/pref_player_trick_play"
         app:widgetLayout="@layout/preference_material3_switch" />
 
+    <PreferenceCategory app:title="@string/picture_in_picture">
+        <SwitchPreferenceCompat
+            app:key="pref_player_picture_in_picture_gesture"
+            app:title="@string/picture_in_picture_gesture"
+            app:summary="@string/picture_in_picture_gesture_summary" />
+    </PreferenceCategory>
+    
 </PreferenceScreen>
\ No newline at end of file
diff --git a/player/video/src/main/java/dev/jdtech/jellyfin/mpv/MPVPlayer.kt b/player/video/src/main/java/dev/jdtech/jellyfin/mpv/MPVPlayer.kt
index 49004c8f..14e926cf 100644
--- a/player/video/src/main/java/dev/jdtech/jellyfin/mpv/MPVPlayer.kt
+++ b/player/video/src/main/java/dev/jdtech/jellyfin/mpv/MPVPlayer.kt
@@ -590,6 +590,7 @@ class MPVPlayer(
         startWindowIndex: Int,
         startPositionMs: Long,
     ) {
+        MPVLib.command(arrayOf("playlist-clear"))
         internalMediaItems = mediaItems
         currentIndex = startWindowIndex
         initialSeekTo = startPositionMs / 1000
@@ -706,12 +707,12 @@ class MPVPlayer(
 
     /** Prepares the player.  */
     override fun prepare() {
-        internalMediaItems.forEach { mediaItem ->
+        internalMediaItems.forEachIndexed { index, mediaItem ->
             MPVLib.command(
                 arrayOf(
                     "loadfile",
                     "${mediaItem.localConfiguration?.uri}",
-                    "append",
+                    if (index == 0) "replace" else "append",
                 ),
             )
         }
@@ -1201,7 +1202,10 @@ class MPVPlayer(
      * @see androidx.media3.common.Player.Listener.onVideoSizeChanged
      */
     override fun getVideoSize(): VideoSize {
-        return VideoSize.UNKNOWN
+        val width = MPVLib.getPropertyInt("width")
+        val height = MPVLib.getPropertyInt("height")
+        if (width == null || height == null) return VideoSize.UNKNOWN
+        return VideoSize(width, height)
     }
 
     override fun getSurfaceSize(): Size {
diff --git a/player/video/src/main/java/dev/jdtech/jellyfin/viewmodels/PlayerActivityViewModel.kt b/player/video/src/main/java/dev/jdtech/jellyfin/viewmodels/PlayerActivityViewModel.kt
index ba93c550..a7a8cfa3 100644
--- a/player/video/src/main/java/dev/jdtech/jellyfin/viewmodels/PlayerActivityViewModel.kt
+++ b/player/video/src/main/java/dev/jdtech/jellyfin/viewmodels/PlayerActivityViewModel.kt
@@ -126,10 +126,6 @@ constructor(
     fun initializePlayer(
         items: Array<PlayerItem>,
     ) {
-        // Skip initialization when there are already items
-        if (this.items.isNotEmpty()) {
-            return
-        }
         this.items = items
         player.addListener(this)
 
diff --git a/player/video/src/main/res/values/strings.xml b/player/video/src/main/res/values/strings.xml
index 603b18c4..03c0d121 100644
--- a/player/video/src/main/res/values/strings.xml
+++ b/player/video/src/main/res/values/strings.xml
@@ -4,6 +4,7 @@
     <string name="select_playback_speed">Select playback speed</string>
     <string name="select_a_version">"Select a version"</string>
     <string name="external">External</string>
+    <string name="player_controls_picture_in_picture">Enter picture-in-picture</string>
     <string name="player_controls_lock">Locks the player</string>
     <string name="player_controls_skip_back">Skip back</string>
     <string name="player_controls_play_pause">Play pause</string>
@@ -14,4 +15,4 @@
     <string name="player_controls_skip_forward">Skip forward</string>
     <string name="player_trickplay">Trickplay</string>
     <string name="player_controls_progress">Progress bar</string>
-</resources>
+</resources>
\ No newline at end of file
diff --git a/preferences/src/main/java/dev/jdtech/jellyfin/AppPreferences.kt b/preferences/src/main/java/dev/jdtech/jellyfin/AppPreferences.kt
index f32d9967..8879736d 100644
--- a/preferences/src/main/java/dev/jdtech/jellyfin/AppPreferences.kt
+++ b/preferences/src/main/java/dev/jdtech/jellyfin/AppPreferences.kt
@@ -81,6 +81,8 @@ constructor(
     val playerIntroSkipper get() = sharedPreferences.getBoolean(Constants.PREF_PLAYER_INTRO_SKIPPER, true)
     val playerTrickPlay get() = sharedPreferences.getBoolean(Constants.PREF_PLAYER_TRICK_PLAY, true)
 
+    val playerPipGesture get() = sharedPreferences.getBoolean(Constants.PREF_PLAYER_PIP_GESTURE, false)
+
     // Language
     val preferredAudioLanguage get() = sharedPreferences.getString(Constants.PREF_AUDIO_LANGUAGE, "")!!
     val preferredSubtitleLanguage get() = sharedPreferences.getString(Constants.PREF_SUBTITLE_LANGUAGE, "")!!
diff --git a/preferences/src/main/java/dev/jdtech/jellyfin/Constants.kt b/preferences/src/main/java/dev/jdtech/jellyfin/Constants.kt
index 89f67edd..5b1df5a7 100644
--- a/preferences/src/main/java/dev/jdtech/jellyfin/Constants.kt
+++ b/preferences/src/main/java/dev/jdtech/jellyfin/Constants.kt
@@ -1,6 +1,7 @@
 package dev.jdtech.jellyfin
 
 object Constants {
+
     // player
     const val GESTURE_EXCLUSION_AREA_VERTICAL = 48
     const val GESTURE_EXCLUSION_AREA_HORIZONTAL = 24
@@ -27,6 +28,8 @@ object Constants {
     const val PREF_PLAYER_MPV_GPU_API = "pref_player_mpv_gpu_api"
     const val PREF_PLAYER_INTRO_SKIPPER = "pref_player_intro_skipper"
     const val PREF_PLAYER_TRICK_PLAY = "pref_player_trick_play"
+    const val PREF_PLAYER_PIP_GESTURE = "pref_player_picture_in_picture_gesture"
+    const val PREF_PLAYER_PIP_ASPECT_RATIO = "pref_player_picture_in_picture_aspect_ratio"
     const val PREF_AUDIO_LANGUAGE = "pref_audio_language"
     const val PREF_SUBTITLE_LANGUAGE = "pref_subtitle_language"
     const val PREF_IMAGE_CACHE = "pref_image_cache"