15 Best Valentine’s Day movies on Amazon Prime and Netflix in 2021

Best Valentine's Day Movies

Whether you’re coupled or living up the single life, catching up with some of the best Valentine’s Day movies on Amazon Prime or Netflix can be an excellent way to celebrate love. I think technology – social media, dating apps, and affordable smartphones – has played a vital role in the evolution and growing popularity of Valentine’s tradition across the world.

No matter how you choose to spend the day, make it special with one of these romantic movies that are sure to tug at your heartstrings.

Best Valentine’s Day movies for couples

1. Crazy Rich Asians

I first watched the movie on a flight from Kuala Lumpur to Bali and then finished it up on the return leg. Seeing the visuals of Singapore while flying over Southeast Asia not only fuelled my wanderlust, but the story had me longing for romance too.

The lead characters Nick and Rachel, face a challenge to sustain their love in the face of familial disapproval. It’s a relatable struggle, and I loved how the movie manages to be funny and lighthearted while also depicting the complexities of relationship dynamics. It’s a breezy and beautiful portrayal of how two people who love each other find a way to deal with the odds that come their way.

Watch it on: Amazon Prime

2. Valentine’s Day

Any Valentine’s Day movie list is incomplete without a mention of this one. It might be a decade old, but the intertwining stories of various Los Angeles residents will keep you entertained and light up your day.

The star-studded cast with the likes of Jessica Alba, Jessica Biel, Bradley Cooper, Ashton Kutcher, and more will take you through the highs and lows of love during a single day. From the butterflies of a crush to the first date thrill and the complexities of long time commitment, experience it all in this flick. It might be a bit cliche but then what about Valentine’s Day is not?

Watch it on: Amazon Prime

3. 50 First Dates

This one’s the quintessential rom-com that you’ve probably already watched. But I had to include it in my list because of its rewatch quotient. This story never gets old, and Drew Barrymore and Adam Sandler’s brilliant performances will surely turn your heart to mush.

Set in Hawaii, the story is romantic, amusing, and heartwarming all at once. It reminds you of the lengths humans are capable of going to for the sake of love. Add to that the beautiful soundtrack, and this movie spells L-O-V-E, no matter how many times you see it.

Watch it on: Amazon Prime

4. Love, Rosie

This sweet story is about childhood sweethearts Rosie and Alex and how life takes them their separate ways before they quite realize how they’re made for each other. We can all relate to how sometimes the right love happens at the wrong time. And this movie captures that perfectly.

From their crazy teenage days to the way they grow up to take on responsibilities and chase their dreams, you’re left on the edge of your seat wondering if they’ll find their way back to each other. I watched this a few years ago but had totally forgotten about it, so I rewatched it recently and was just as invested in knowing the outcome. It’s all the better if you love hearing British accents!

Watch it on: Amazon Prime

5. La La Land

This Oscar-winning musical follows Sebastian and Mia’s story, who are drawn together by their shared passion for pursuing their dreams in the performing arts space. But along the way, as they achieve success as individuals, they face decisions that threaten to tear them apart.

It is visually stunning and artfully blends the modern and the traditional to be unapologetically nostalgic. Of course, the lead performances by universal heartthrobs Ryan Gosling and Emma Stone are captivating. Further, the music “jazzes” things up and makes this a cozy and classic Valentine’s watch.

Watch it on: Amazon Prime

 6. Crazy Stupid Love

I’m sure all of us agree that love is definitely crazy and stupid. This movie captures the best of it with a unique storyline and riveting performances by Steve Carrell, Ryan Gosling, Emma Stone, and Julianne Moore, among others.

It’s the story of how self-styled player Jacob Palmer teaches heartbroken 40-year-old Cal how to win at the dating game. The result is a lot of gaffes and laughs. It’s several cuts above most romantic comedies with an element of surprise that makes it one of the best romantic movies I’ve ever watched.

Watch it on: Amazon Prime

7. Set it Up

What happens when the matchmakers match? You get this adorable, relatable, and hilarious romantic movie that’s perfect for Valentine’s Day. Work woes make Kirsten and Charlie come together and conspire to set up their respective bosses.

Of course, you can quite easily predict that the two matchmakers are going to fall for each other too, but the way the story unfolds keeps you hooked nonetheless. It’s a modern, fun, and endearing film that offers something fresh while also retaining that nostalgic vibe of what rom-coms in the 90s were like.

Watch it on: Netflix

Best Valentine’s Day movies for singles

8. Seriously Single

It can be difficult to be ok with being single when almost everyone around you is hitched. I’m all too familiar with that nagging anxiety of wanting to be in a relationship already yet not wanting to compromise on my ideals. This movie captures that feeling and is like a warm, comforting hug.

It leaves you with a reminder that it’s perfectly ok to be single, and there are so many ways you can use this time to live your best life. I loved that it doesn’t have a forced cliche ending, which is what I was expecting.

Watch it on: Netflix

9. Love Actually

This one’s a classic Christmas movie, but I think it’s perfect for some cozy Valentine’s vibes too. It portrays several interconnected tales of love and loss. From childhood crushes to the pain of unrequited love, from inappropriate office affairs to healing from heartbreak, this masterpiece has a bit of everything.

As the name suggests, it’s about love in all it’s rawest forms, and you’re bound to find something to relate to in it. The impressive star cast featuring Hugh Grant, Colin Firth, Alan Rickman, Kiera Knightley, and many more do a fabulous job striking those emotional chords.

Watch it on: Amazon Prime

10. Her

This one’s for the tech lovers and intellectuals who love puzzling over the future of relationships in an AI-driven world. Her is the story of how Theodore, a lonely, heartbroken man, falls in love with a virtual voice assistant that comes as part of an operating system upgrade.

Fascinated by the AI’s ability to learn and grow psychologically, Theodore forms an emotional connection with her, which leads him down a rather weird and wild path. This romance is mind-bending and thought-provoking in ways you haven’t experienced before, which makes it perfect for a solitary Valentine’s Day watch.

Watch it on: Amazon Prime

11. Holidate

One of the most annoying things about being single is well-meaning friends and family constantly encouraging you to find a significant other. And it tends to reach a peak around occasions like the holidays or Valentine’s Day. If you’ve experienced this before, Holidate will make you laugh out loud and kindle a spark of hope that maybe something will eventually work out for you.

This Netflix movie stars Emma Roberts and Luke Bracey, who effectively work their charms to keep you hooked despite a somewhat cliched plot. It has its shining moments and makes for an ideal distraction from the couples all around you as you spend Valentine’s night snuggled in your favorite pajamas sipping on your drink of choice.

Watch it on: Netflix

12. Silver Linings Playbook

If you like keeping it real in matters of the heart, Silver Linings Playbook is as real as it gets. It tells the realistic, gritty, yet uplifting story of a man working through his mental health issues and dealing with his relationship problems along the way.

It makes you reflect on how we’re all a little crazy and looking for someone whose crazy matches ours. I appreciate how the film highlights the difficulties that the characters face without overly romanticizing any aspects.

Watch it on: Amazon Prime

13. The Wrong Missy

Who hasn’t accidentally texted the wrong person at some point and felt like the embarrassment will kill us? This movie is all about how sometimes a mistake like that can lead to unexpected fun. Missy is wild and crazy and not at all who Tine wants as a company on his important business trip to Hawaii. But a texting mistake turns a dream trip into a teetering disaster.

Or at least, that’s what it seems like at first. Soon, it turns into a sidesplitting tale about finding love in unexpected ways, places, and people. It made me realize that once we let go of our expectations and judgments, we learn to enjoy the moments that life brings us! This Valentine’s Day movie is sure to appeal to your wild and weird side.

Watch it on: Netflix

14. Love, Guaranteed

Ah, if only love was guaranteed in the way that dating apps and websites would have us believe, right? Well, here’s a movie in which the protagonist takes on one such website and hires a lawyer to sue a dating website. All evidence, of course, points to romance brewing.

The typical love story plot works because of the beautiful scenes, the snappy dialog, and relatable performances from the lead actors. It’s cute, cheesy, and guaranteed to evoke those warm fuzzy feels that we all need on Valentine’s Day.

Watch it on: Netflix

15. He’s Just Not That Into You

Here’s a bonus for the fellow single people out there. This is one of my all-time faves and something I keep going back to every time I’m feeling blue about matters of the heart. It features a few different stories and character arcs, but my favorite is the leading pair of Gigi and Alex. It wittily delves into how we obsess over “reading signals” from people of the opposite sex and how that jeopardizes our chances rather than lead to romance.

Some moments will have you nodding your head in agreement and ones that will make you cringe in embarrassment as you remember that one time you made the same stupid mistake as the characters. And then some scenes will make you laugh with joy and smile with resignation that no matter what happens, it’s worth it to keep your hopes up about finding the one for you!

Stellar performances from big names like Jennifer Anniston, Justin Long, Drew Barrymore, Bradley Cooper, Ben Affleck, Scarlett Johansson, and more will leave an impression on you long after the credits have rolled.

Watch it on: Amazon Prime

Which is your best Valentine’s Day movie to watch on  Prime or Netflix?

So, which is your favorite romantic movie for Valentine’s Day? Share it with me in the comments below because I’m always looking for new recommendations. And don’t forget to check out our roundup of the best Valentine’s Day apps that’ll make your day special.

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