High Stakes and High Glamour: Celebrity-Owned Casinos
Celebs Who Took Their Gambling Habits Straight to the Deed Office

Betting? Try Buying the Casino 🤑
What do George Clooney, Spider-Man, and the Terminator have in common? No, it’s not an Ocean’s 11 remake. It’s casinos. That’s right—some of your favorite A-listers have taken their talents from red carpets to roulette wheels, and we need to talk about it.
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George Clooney
Let’s start with the biggest “what could’ve been”: George Clooney’s Las Ramblas Resort, aka the $3 billion mirage. Back in 2005, Clooney and his Casamigos buddy Rande Gerber dreamed up a luxury Vegas resort so posh it practically came with its own espresso-sipping paparazzi.
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Brad Pitt and George Clooney at the Casino pier during the 81st Venice International Film Festival pic.twitter.com/7Vx9Iripnc
— cinesthetic. (@TheCinesthetic) September 1, 2024
Clooney said at the time, “We have this romantic notion of a place where you put on a jacket or a dress to go to dinner… so that it will feel like you are walking into a more formal Las Vegas of a different age or a classic Monte Carlo casino.” It was giving Rat Pack revival. But like most things born in 2005, it didn’t survive. Financing flopped, and the project was scrapped by 2006.
Robert De Niro
Robert De Niro’s Nobu Hotel at Caesars Palace actually exists and it’s a total vibe. Their Hearts of Palm Salad with a side of Texas Hold’em? Um, yes. De Niro teamed up with chef Nobu Matsuhisa to create a hotel-within-a-hotel that’s sleek, serene, and stacked with gamblers who probably have SAG cards.
Hollywood Legend, Robert De Niro has built a luxury hotel called Nobu Hotel in Marrakech, Morocco.
The hotel will be opened on January 23.
It includes 71 suites, 3 swimming pools, a luxury pearl spa that covers 2,000 square metres with 14 private treatment rooms. pic.twitter.com/Zu9JivDxZ3
— Africa Facts Zone (@AfricaFactsZone) January 14, 2023
Come for the black cod miso, stay because you accidentally lost $600 on poker games. And to be completely honest, I had no idea we have Vito Corleone to thank for the masterpiece that is Nobu. So, from all of us: thank you, Bobby D, for your contribution to cinema and gastronomy.
Bruce Willis, Sly Stallone, and Arnold Schwarzenegger
Planet Hollywood Resort & Casino, formerly the Aladdin, got a full action-hero glow-up thanks to Bruce Willis, Sly Stallone, and Arnold Schwarzenegger.
Arnold Schwarzenegger, Sylvester Stallone, and Bruce Willis promoting Planet Hollywood in 1991. pic.twitter.com/Eq8C5J99q2
— All The Right Movies’ Podcast (@ATRMPodcast) January 30, 2023
Think slot machines, movie memorabilia, and enough testosterone to power the Strip. Their ownership faded, but their beefcake legacy remains.
Tobey Maguire
This man cannot stay out of casino news. Tobey Maguire briefly co-owned Hollywood Park Casino and, let’s not forget, was the not-so-subtle villain in Molly’s Game. Yes, that guy.
Tobey Maguire showing up just so he can take Timothee Chalamet’s money at a poker table is a God-tier degenerate gambler move. https://t.co/NysVrsMrnC
— Sonny Bunch (@SonnyBunch) February 25, 2025
Poker shark energy with a Peter Parker face—and a reputation that still gets whispered about in high-stakes circles.
Ben Affleck
Ben Affleck and the Hard Rock Hotel & Casino were basically in a situationship. He didn’t officially own it, but he was always there so often playing high-stakes blackjack for money that for years, there were whispers about some sort of investment on his part, but nothing was ever confirmed.
Hollywood actor by day, high-stakes card shark by night—Ben Affleck was obsessed with high-stakes casino games.
He won over $2 million playing blackjack and poker.
Everyone thought he was a master of the game.
Until one night, his luck ran out. Here’s the wild story: 🧵 pic.twitter.com/rTlYoydvZq
— Monkey Tilt (@MonkeyTiltPlay) April 9, 2025
What was confirmed? That iconic 2014 moment when the Hard Rock banned him for counting cards. King behavior, honestly. Whether he had skin in the game or was just there for the comps, Affleck’s casino lore lives rent-free in the Vegas rumor mill.
So there ya have it—the celebs who were so obsessed with gambling, they either became casino moguls or at least attempted to be. Now go forth and enjoy the online casino. There may not be a Nobu nearby, but hey, there’s always a big win lurking around the digital corner.
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