Sleep in Leo’s Bed & Crash with the Obamas: 7 Celebrity Homes You Can Actually Rent

What better way to truly break away from your everyday routine than spending your next vacation at the home of a celebrity? On top of A-list amenities like cocktail bars, tennis courts and private beaches, you also get the added bonus of saying you slept in Leonardo DiCaprio’s bed (without looking completely crazy). So whether you want to party like the president in Hawaii this summer or kick back in the Caribbean like a rock star, these cool celeb-owned rentals will bring you one step closer to living a lifestyle like the rich and famous.

For starting at $4,500 a night, you can actually stay the night inside Leonardo DiCaprio’s swanky estate in Palm Springs. Filled with lavish luxuries like a grand piano, heated pool, tennis court and cocktail bar, it appears the only thing really missing from the mega-mansion is a supermodel housemate.

Why stay at a measly mansion when you can lease a whole dang British Virgin Island? And not just any old tropical island here, we’re talking Necker Island, Sir Richard Branson’s private Caribbean paradise, complete with a Bali-style beach house, five restaurants and, if you’re lucky, maybe even a lemur or two.

Not only do the Obamas have a beachfront property in Hawaii that they stay at every Christmas, it’s also totally available for average folk to rent, too! Paradise Point in Kailua Bay—lovingly dubbed “The Winter White House” by the first fam— is a private plantation estate that accepts year-round reservations from (gasp!) the public. Book early to avoid the waitlist; just don’t count on any openings during the holidays.

Turns out that all you really need to rent actress Brooke Shields’ secluded hideout in the SoCal canyons is $30k a month and internet. In addition to the rustic three-story residential cabin—with terraces overlooking the surrounding mountains on every single floor—you’ll be treated to awesome amenities such as private walking trails, sunbathing patios, and most appropriately, a super dreamy blue lagoon hidden in the backyard.

What has six bedrooms, two gardeners, a butler and a personal chef specializing in French and Moroccan cuisine? Mick Jagger’s Stargroves Villa (on the private Caribbean Island of Mustique) obviously! Even cooler? It’s 100-percent rentable, starting at just $16,500 a week—Pathfinder Jeep and 25-ft swimming pool included.

Bing Crosby’s landmark property in Palm Springs is oozing with Old Hollywood glamour. Along with decadent details like an indoor movie theater, backyard ping pong table and poolside cantina lounge, the iconic hacienda has hosted a slew of famous houseguests including Marilyn Monroe, JFK, Frank Sinatra and, hopefully someday, you!

Known locally as “The Gingerbread House,” this adorable bungalow in Hana, Hawaii, also happens to be where legendary musician Jimi Hendrix lived for a short time in the 1970s. Surrounded by several lush gardens, fruit trees and an organic nursery, it’s also a great way to get lost in the romantic local greenery.