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GoldenEye Resort, Jamaica
If you have a spy novel just itching to be written, head to GoldenEye (reopening 12 Nov.) for inspiration. This is where author Ian Fleming wrote his James Bond novels in the 1950s and 60s (while entertaining literary and silver screen greats from the era). What was once Fleming's holiday estate, divinely positioned in the crystal clear Caribbean, has been bought and expanded by Island Records' founder Chris Blackwell, and there are now a handful of smaller villas to rent alongside Fleming's original three-bedroom pad. Share your martini at the resort bar with a present-day guest list that has included Johnny Depp, Sting, Scarlett Johansson, Bono and Kate Moss. Would anyone mind if we packed Daniel Craig too...? Suave old James is a dab hand at leaving a phone receiver dangling while edging his latest love slowly bedwards - practice it yourself at Goldeneye Hotel.

Sveti Stefan, Montenegro
Early-adopter celebs take note: Montenegro became independent in 2006, and its sparkling coastline (think Croatia without the hype) is no longer a state secret. The tiny and impossibly picturesque Sveti Stefan island provides its biggest "wow" moment. For centuries it was a simple fishing community, until someone had the idea to buy the whole thing and turn it into a luxury hotel. It became a hit with Hollywood and European royalty (guests have included Sofia Loren and Queen Elizabeth II) but its appeal faded in the 1990s. Over the last few years tradespeople have replaced screen goddesses on its exclusive cobbled streets, and the resort reopened this summer, more glamorous than ever. Sveti Stefan is on the Budva Riviera, the heart of Montenegro's beach culture. The Mediterranean climate makes it a happening destination from March to September.

Ibiza is shorthand for clubbing - it is the island that gave the world the rave, and its famed megaclubs and bars (including Space, Pascha and Café del Mar) attract an international brand of hedonist. From June to September, this is a not a destination for those who like an early night. Fittingly, it is the young(ish), sun-seeking, party-hardy crowd that flocks here, from Leonardo DiCaprio to P Diddy, Kate Moss, Kylie Minogue, big-name DJs (natch) and European footballers and fashionistas. Still, despite its massive after-dark reputation, there is some striking scenery and deserted beaches, perfect for the postclub come-down or sunset drinks. Celebs do not slum it in Ibiza's hotels, oh no - the swankiest properties rent for more than 30,000 euros per week.

Côte d'Azur, France
Where to start? With towns such as Saint-Tropez, Cannes, Nice, Monte Carlo? Destinations so beautiful they inspired artists like Renoir, Picasso and Matisse? Or a roll-call of names from stage and screen, literary and art-world luminaries, socialites and aristocrats who have been drawn here since the 19th Century? Hire a yacht as the de rigueur mode of transport, lounge on a private beach, hit the blackjack tables, and dine and shop in style almost everywhere along the coast. Access to this lifestyle is why we envy the A-list.

The Hamptons, US
It was once widely held that if you had to make an appearance in the office on Monday, you were not rich enough to be in the Hamptons. The who's who of New York old money have used the southern fork of Long Island as their summer playground for aeons, but lately they have been joined by "new money", from NY designers and stockbrokers to LA movie stars. Mega-estates owned by the likes of Ralph Lauren, Steven Spielberg, Jerry Seinfeld, Martha Stewart and Billy Joel dot the coast, interspersed with tony townships. East Hampton is the reigning monarch of Hamptons 'burbs, where celeb spotting (or simply house ogling) is a cinch. For years the moneyed set has hung out at Nick & Toni's, chomping away on treats from the wood-fired stove.

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