Movies like Playboy: Fantasies II (1990)
The best movies like Playboy: Fantasies II (1990) are Holiday Date (2019), Free Rein: Valentine's Day (2019) and Chateau Christmas (2020). If Playboy: Fantasies II hooked you with its romance, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest ratedEvery Day (2018)7.2/10 from 2,334 votes
- NewestIt Was Always You (2021)Released 2021
Holiday Date (2019)
When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisFree Rein: Valentine's Day (2019)
Love is in the air as Zoe and friends go on a quest to find a fabled Maid's Stone. But when rivalry blinds them to danger, it's Raven to the rescue!
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisChateau Christmas (2020)
Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisEvery Day (2018)
16-year old Rhiannon falls in love with a mysterious spirit named “A” that inhabits a different body every day. Feeling an unmatched connection, Rhiannon and “A” work each day to find each other, not knowing what the next day will bring.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisIt Was Always You (2021)
Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisLove in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisSailing Into Love (2019)
A biology teacher’s crusade to save a nearby island from development leads to unexpected romance with the handsome and mysterious young sea captain who is new to the seaside town of Willow Bay.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAll of My Heart: The Wedding (2018)
Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to save their beloved Inn or risk having to sell.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisWinter Love Story (2019)
When new author Cassie is paired with successful author Elliot on a promotional book tour, she learns to believe in her talent. She also finds truth in the old adage “you can’t judge a book by its cover” as she falls for the guy she once thought to be pompous and full of himself.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMarry Me at Christmas (2017)
Organizing a Christmas wedding is a true treat for bridal boutique owner Madeline Krug. She loves the challenge of finding the perfect dress for the bride and orchestrating an exquisite event. What Madeline didn’t expect was to be swept off her feet by the bride’s gorgeous brother, movie star, Jonny Blaze. Jonny came to the quirky town of Fool’s Gold to support his sister -- not to fall in love. Yet Madeline is the most extraordinary woman he’s ever met, and she finds the real Jonny even more captivating than her celebrity crush. Will the action star be brave enough to take on the role of a lifetime?
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Gift to Remember (2017)
After colliding with a pedestrian on her bicycle who loses his memory following the accident, Darcy Archer becomes determined to help the handsome guy figure out who he is. In the process, she finds out a lot more about who she is, what she wants from life, and how this too-good-to-be-true guy might just be the man she’s been waiting to bump into all her life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisScaramouche (1952)
In 18th-century France, a young man masquerades as an actor to avenge his friend's murder.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisNot Cinderella's Type (2018)
Indy lives with her aunt and uncle and believes her life is fine until an accident brings a new guy into her life. Bryant Bailey is not Indy's type - she's never been into guys like him. But then again, she's never really known anyone so stubborn and caring that can also help her discover who she is and what she's worth. A modern telling of Cinderella, based on the novel by Jenni James.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisSense, Sensibility & Snowmen (2019)
Christmas enthusiast party planners Ella and her sister, Marianne, clash with their client, Edward, who is a not-so-jolly toy company CEO.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisRome in Love (2019)
An unknown actress lands the role of a lifetime in Rome. Paired with an American journalist writing a profile, she will discover surprises about love and life in the eternal city.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisMidnight Masquerade (2014)
Young businesswoman Elyse Samford's life takes a turn when she inherits Samford Candy, a multi-billion dollar corporation, from her retired father. A trademark infringement lawsuit against a rival company brings Elyse to Higgins Attorneys and Sons, where Rob Carelli, a young, too-nice-for-his-own-good lawyer, is bullied by his boss, firm founder Carter Higgins, and his two arrogant sons. Despite his workplace woes, Rob becomes instantly smitten with Elyse. With Halloween just around the corner, Elyse invites the Higgins law firm staff to an opulent masked Halloween costume ball. Rob obeys an order to remain in the office working that night, but has a change of heart when his spunky, 12-year old niece Ruby, convinces him to attend the ball wearing a prince costume. After a magnificent waltz and magical exchange with the handsome "prince," Elyse yearns to locate this mysterious man and hopefully find the romance her life has been missing.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Christmas Prince (2017)
When a reporter goes undercover as a nanny to get the inside scoop on a playboy prince, she gets tangled in some royal intrigue and ends up finding love - but will she be able to keep up her lie?
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Brush with Love (2019)
As she considers giving up on her artistic dreams, Jamie paints a vision board that brings her success and love—only to discover that the mystery man in her painting isn't who she thinks.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisA Little Christmas Charm (2020)
Holly, a jewelry designer finds a lost charm bracelet and teams up with investigative reporter Greg in hopes of finding the owner and returning it by Christmas Eve.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisValentine Ever After (2016)
Big city girls Julia and her best friend Sydney take a trip to a dude ranch in Wyoming for a fun weekend getaway, but after a brawl at the local bar, the girls are sentenced to stay in town and perform community service. Along the way, Julia finds love and her true calling in life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like this
Like Playboy: Fantasies II and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like Playboy: Fantasies II?
The closest matches to Playboy: Fantasies II are Holiday Date (2019), Free Rein: Valentine's Day (2019) and Chateau Christmas (2020). Below are 17 more, each with the reason it matches.
What should I watch after Playboy: Fantasies II?
Start with Holiday Date (2019), the closest match to Playboy: Fantasies II.
What is the highest-rated movie like Playboy: Fantasies II?
Every Day (2018), rated 7.2/10 by 2,334 TMDB users.
What is the newest movie like Playboy: Fantasies II?
It Was Always You (2021) is the most recent release on this list.
Are there English movies like Playboy: Fantasies II?
Yes: Holiday Date (2019), Free Rein: Valentine's Day (2019) and Chateau Christmas (2020).
How are movies similar to Playboy: Fantasies II chosen?
First come films that Trakt’s viewers watch alongside Playboy: Fantasies II, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.



















