Movies Like Playboy: Sex on the Beach

If you liked Playboy: Sex on the Beach (1998), a movie directed by Styx Jones, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to…
2
A League of Their Own (1992)
★ 7.2/10
As America's stock of athletic young men is depleted during World War II, a professional all-female baseball league springs up in the Midwest, funded by publicity-hungry candy maker Walter Harvey. Competitive sisters…
3
Scooby-Doo! and the Beach Beastie (2015)
★ 8.2/10
Scooby-Doo and the gang investigates a new ghost at a water park resort.
4
Mr. Hobbs Takes a Vacation (1962)
★ 6.5/10
Banker Roger Hobbs wants to spend his vacation alone with his wife, Peggy, but she insists on a family vacation at a California beach house that turns out to be ugly and broken down. Daughter Katey, embarrassed by her…
5
Top Secret! (1984)
★ 7.1/10
Popular and dashing American singer Nick Rivers travels to East Germany to perform in a music festival. When he loses his heart to the gorgeous Hillary Flammond, he finds himself caught up in an underground resistance…
6
Paint Your Wagon (1969)
★ 6.3/10
A Michigan farmer and a prospector form a partnership in the California gold country. Their adventures include buying and sharing a wife, hijacking a stage, kidnapping six prostitutes, and turning their mining camp…
7
Gypsy (1962)
★ 6.4/10
Gypsy's mother Rose dreams of a life in show business for her daughters, but Louise becomes a huge burlesque star. Stage musical loosely based on the memoirs of Gypsy Rose Lee.
8
Love in the Afternoon (1957)
★ 7/10
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with a client's wife.
9
Failure to Launch (2006)
★ 5.9/10
At 35, Tripp has an interesting job, a hip car, a passion for sailing, an active dating life, and a great house - trouble is, he still lives with his parents, Al and Sue, who are not happy about it. Al and Sue are…
10
Father Goose (1964)
★ 7/10
During World War II, South Sea beachcomber Walter Eckland is persuaded to spy on planes passing over his island. He gets more than he bargained for as schoolteacher Catherine Frenau arrives on the run from the Japanese…
11
Breakin' All the Rules (2004)
★ 6/10
After being dumped by his model girlfriend, aspiring writer Quincy Watson quits his job and is inspired to pen the ultimate how-to book on breaking up. When it becomes a smash bestseller, he starts giving his player…
12
Pillow Talk (1959)
★ 7.1/10
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routines. After Jan unsuccessfully lodges a…
13
Along Came Polly (2004)
★ 6/10
Reuben Feffer is a guy who's spent his entire life playing it safe. Polly Prince is irresistible as a free-spirit who lives for the thrill of the moment. When these two comically mismatched souls collide, Reuben's…
14
LEGO Star Wars Summer Vacation (2022)
★ 6.3/10
Looking for a much-needed break, Finn arranges a surprise vacation for his friends Rey, Poe, Rose, Chewie, BB-8, R2-D2, and C-3PO, aboard the luxurious Halcyon. However, Finn's plan to have one last hurrah together…
15
My Life in Ruins (2009)
★ 6.1/10
A Greek tour guide named Georgia attempts to recapture her kefi (Greek for mojo) by guiding a ragtag group of tourists around Greece and showing them the beauty of her native land. Along the way, she manages to open…
16
Don't Tell Mom the Babysitter's Dead (1991)
★ 6.2/10
Sue Ellen Crandell is a teenager eagerly awaiting her mother's summer-long absence. While the babysitter looks after her rambunctious younger siblings, Sue Ellen can party and have fun. But then the babysitter abruptly…
17
Palm Swings (2017)
★ 5.9/10
After moving to Palm Springs, a young married couple puts their love to the test when they discover that their neighbors are swingers.
18
Diary of a Wimpy Kid: Dog Days (2012)
★ 6.4/10
It's summertime, and Greg Heffley is looking forward to playing video games and spending time with his friends. However, Greg's dad has other plans: He's decided that some father-son bonding time is in order. Desperate…
19
Meatballs (1979)
★ 5.8/10
Tripper is the head counselor at a budget summer camp called Camp Northstar. In truth, he's young at heart and only marginally more mature than the campers themselves. Tripper befriends Rudy, a loner camper who has…
20
The Spy Next Door (2010)
★ 5.9/10
Former CIA spy Bob Ho takes on his toughest assignment to date: looking after his girlfriend's three kids, who haven't exactly warmed to their mom's beau. And when one of the youngsters accidentally downloads a…