Caribbean Luxury Villas

Enjoying prime locations on some of the most coveted Caribbean islands, our selection of extraordinary villas offer the discerning traveller the utmost in privacy, exclusivity and luxury.

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At the Inspiring Travel Company we’ve been sending discerning holidaymakers to the Caribbean for over 40 years and our staff still visit the region each year, so we are confident to call ourselves Caribbean experts. Our selection of Caribbean luxury villas extends beyond those you’ll find on these pages, so if you’d like to find something in a different location don’t hesitate to contact our experienced Travel Specialists.

Those choosing a Barbados luxury villa will enjoy the services of on-the-ground staff in our Barbados overseas office, with a dedicated Destination Manager on hand should you need further assistance during your stay.  We also have an overseas office on Antigua.

Our variety of private Caribbean villas offers an exclusive selection; the ultimate secluded, luxury experience. If you’ve been to the region many times before then a luxury villa holiday can let you experience island life in a new setting, with the flexibility of your own schedule. It’s also a great option for multi-generational travel, with the added comfort of knowing your children can safely wander the grounds in their own private space.

What’s more, the British winter is the best time to visit; with beautiful weather and an escape from the cold. Here you’ll find just a taste of what we can offer, so if you’re after a villa holiday with all the ITC wow-factor, call one of our Travel Specialists who can ensure you find the perfect spot.

All of our holidays are tailor-made to your requirements by an expert Travel Specialist
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The Villa at Sandy Lane
Villa
Barbados
    Located adjacent to the Spa at the legendary Sandy Lane Hotel, this beautifully designed property is the only one in the world that can combine the pr...
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The Villas at Four Seasons Anguilla Resort & Residences
Villa
Anguilla
    This resort is perfectly placed in 35 lush and secluded acres, with more than 3,200 feet of beach front. The two white sand beaches and glimmering sun...
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Jumby Bay Estate Homes
Villa
Antigua
    Set on a 300-acre private island, Jumby Bay Island is nestled two miles off the coast of Antigua. The island features three pristine white-sand beache...
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Rock Cottage at Blue Waters
Villa
Antigua
    Rock Cottage is an award winning villa intricately crafted to perch on the end of its own rocky promontory in the grounds of Blue Waters hotel on Anti...
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Rosewood Little Dix Bay - Villas
Villa
British Virgin Islands
    Rosewood Little Dix Bay is a timeless boutique resort on the island of Virgin Gorda, offering a tranquillity that's found nowhere else in the Caribbea...
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Calabash - Villas
Villa
Grenada
    The Calabash presents two exclusive villas; Hummingbird Villa, located at the exclusive Amber Belair development and Swallow Villa, located close to C...
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Laluna Villas
Villa
Grenada
    Perfect for those travelling with extended family, or in a large group, the exquisite resort villas at Laluna offer privacy and ample space on a luxur...
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Rose Hall Villas at Half Moon
Villa
Jamaica
    Nestled among 400 acres of tropical landscape on Jamaica's northern coast, the colonial-style Half Moon has been welcoming distinguished guests for ov...
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Round Hill Villas
Villa
Jamaica
    Round Hill Hotel and Villas is a resort located on a 110 acre peninsula overlooking its private beach and bay. These 27 stylish villas, each surrounde...
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Rockstar & Nina at Eden Rock
Villa
St Barths
    In their own words, Eden Rock describes Rockstar and Nina as 'Ultra Beach Villas', an assessment echoed by their many high-profile guests. Rockstar is...
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