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Home | Elegant Traveller | Stylish Villa Living in the Caribbean

Elegant Traveller

Stylish Villa Living in the Caribbean

schedule6 Minute Read

Layla Crocker

We can handpick the perfect villa from our sought-after collection, with private pools, beaches and a full team of staff to cater to your every whim.

If you're dreaming of a laid-back lifestyle in a stylish tropical retreat, there is a collection of luxury Caribbean villas that will more than hit the spot. If, however, you seek a little more celebrity to your stay, or seek a secret crash pad with a celebrated past, then we have a few highlights for lavish lounging in, or out, of the spotlight. The Caribbean as a destination is blatantly infectious and luxurious villa living is unashamedly addictive.

Caribbean Villas With Bajan Beauty

Basking in the sunshine and the star-quality of their prestigious location, we've picked out a few Barbados villas which undoubtedly shine. Nestled in the glory of St. James are Tradewinds and the, aptly-named, The Dream. Given their desirable location - often referred to as 'the playground of the rich and famous' - these prominent villas radiate a grandiose style to match their prestigious surroundings. An established haven for the sun-starved elite, Tradewinds is located on Cooper Hill, on the famous Sandy Lane Estate. Providing views across the fairway, plus gardens and boasting a stunning Master Suite which takes the entire top floor, the villa also offers a state-of-the-art music centre, swimming pool, deck and gazebo, plus its guests can also enjoy access to the beach, tennis and golf at Sandy Lane.
Alternatively, The Dream celebrates a contemporary style, with a heavenly beachfront location, and welcomes up to ten guests at a time. Boasting direct access to the sea, a Master Suite with blissful sea views, tropical gardens, open-plan living and sumptuous interiors, this is a true wish list wonder. Its private infinity-edge swimming pool, pizza oven, two bars and generous indoor and outdoor entertaining areas make it an inviting haven to chill and play - with the added bonus of restaurants and golf nearby, too. This is a Caribbean villa certainly worth waking up for!
The Dream
The Dream
Conveniently located next to historic Speightstown, and close to the harbourside town of Holetown, Godings Beach House in St. Peter is an exceptional five-bedroom property that has been designed with modern luxury in mind. Boasting easy access to popular polo clubs, bars, restaurants and golf, this perfectly private retreat is extremely well-appointed, with a cinema room, gym, swimming pool and yoga pavilion, a picturesque poolside, beautiful beach and bounty of water toys. From sumptuous relaxation amongst the Ralph Lauren furnishings inside, to the thrill of jet-skiing outside, this villa holds a great deal of allure and boasts superb hospitality services to match.
Godings Beach House

An Established Anguilla Attraction

From the well-known attributes of 'Little England', to the lesser-known eastern Caribbean and its secluded island of Anguilla. If you're aching for long sandy stretches of beach and wish to find a luxurious hideaway, Anguilla offers Rendezvous Bay, secluded coves such as Little Bay, protected areas such as Big Spring Cave, known for its prehistoric petroglyphs, and East End Pond, a wildlife conservation site. Synonymous with white-sand beaches, coconut palms and sea grape trees, it is every inch the quintessential Caribbean idyll. Set within its own two-acre paradise, with sublime sea views, is Le Bleu - a striking, ten-bedroom, gem that overlooks the sparkling Caribbean Sea. With two large swimming pools, a beach pavilion, tennis court, cinema room, Jacuzzi by the sea, water toys and landscaped gardens, it is a stunning sanctuary for family gatherings, intimate weddings and year-round beach seduction.
Le Bleu

Jammin' in Jamaica

From the remote sanctuary of Anguilla, to the fourth-largest island country in the Caribbean Sea - Jamaica. With its lush mountains, rainforests and reef-lined beaches, it is crying out to be explored. From Montego Bay and its British-Colonial architecture, to Negril with its diving and snorkelling sites and vibrant capital, Kingston, Jamaica has plenty of attractions to jam about. Famous as the birthplace of reggae music and home to the Bob Marley Museum, the island is rich with a rhythm and soundtrack all of its own. Striking a unique chord is The Fleming Villa, situated within the celebrated GoldenEye Resort - itself the brainchild of the founder of Island Records, Chris Blackwell. Located on the edge of a tranquil lagoon in Oracabessa Bay, Ian Fleming's former home is where he wrote all fourteen James Bond books and remains very much a place of intrigue. Built in 1946, this inspired three-bedroom villa provided a relaxing retreat for his creative talent, and today, guests can experience the same fishing, bird-watching and snorkelling pursuits, which he also once enjoyed.
GoldenEye - The Fleming Villa

Living like a Rockstar

For guests hoping to create their very own legendary stay, Villa Rockstar at Eden Rock in St Barths cuts a suitably glamorous tune. A sensational private island favoured by the famous and synonymous with celebrity, St Barths is home to Villa Rockstar, a stylish pad that has attracted such stars as Freddie Mercury, John Lennon and Bob Dylan - to name just a few. Offering a 24-hour butler service and boasting brilliant-white interiors, the villa includes a recording studio, home cinema, media room and games room - quite in addition to the swimming pool, spa pool, Jacuzzi, an alfresco dining area and direct access to the fashionable St. Jean Beach! Epitomising glamorous beachfront living, this six-bedroom villa is an entertaining place in itself - a place to be seen and heard!
Villa Rockstar at Eden Rock

A Must-Stay in Mustique

With a stunning hillside location and an exclusive address in prestigious Mustique, the seven-bedroom Hummingbird is a luxury villa promising privacy and delivering sublime elevated views. Ideal for large families and entertaining, the villa has a bar, gym, games arcade and media room, along with expansive tiered terraces, a pond and separate detached cottage within the grounds. The Master Suite has its own spa-like rock pool and there are three Kawasaki Mules for exploring the island. Embrace island activities such as sailing, snorkelling, scuba-diving, horse-riding and tennis (Mustique has a tennis club and equestrian centre), or simply visit the spa at nearby Cotton House hotel.
Mustique - Hummingbird

Layla Crocker


At just three months old I began a lifelong love affair with travel. Since that first holiday to Barbados, I've since visited over 50 countries. My favourite travel memories are an incredible safari in Botswana and sipping Champagne at the top of the Eiffel Tower.

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