• The Caribbean

     Luxury Caribbean Villas

Luxury Caribbean Villas

The Caribbean is one of those postcard destinations that chisels envy onto the faces of your friends and family back home (all the more reason to go, we say.) What more could you ask for on a relaxation wish list than clear waters, perfect blue skies and a laid back vibe? You’ll literally feel the stress draining out of you with each step.

The Caribbean has a special place in our hearts at Oliver’s Travels and we’ve spent the past ten years searching for the best properties. From secluded palm-fringed colonial luxury villas to sumptuous beach-side huts where you wake up to the sound of water lapping beneath you, our collection of truly remarkable places to stay are unlike anywhere else in the world.

Why choose Oliver’s Travels?

Every property on our website has been hand-picked for its individuality. We don’t do ordinary – we excel at the exceptional. Our goal is to help you plan the sort of holiday that stays etched on your mind for years to come – and that starts by finding you the perfect property.

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Popular Caribbean Regions

Inspiring Ideas

Concierge Service

Ask Oliver

No time to browse? Let us do the work for you.
Just fill in this simple form and our expert team will send you a shortlist and help you tailor your holiday to the last detail.
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Caribbean Special offers

Special Offers

Check out all the latest deals and offers - From huge discounts to magical little extras, there's always something to find!
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Oliver recommends

Oliver Recommends

At Oliver's Travels we have our favourite Villas, most of which we've personally inspected and think are just stunning, unique and great value. Trust us, you'll have a perfect holiday in any of these!
View our favourite Caribbean villas >

Feel Pampered with a Private Pool and Jacuzzi

Feel Pampered with a Private Pool and Jacuzzi

Relax and unwind in one of our handpicked villas with a private swimming pool and Jacuzzi.
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Nearby golf course

Anyone for a Round of Golf?

Browse our range of luxury villa rentals with a nearby golf course.
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Beachfront Properties

Beachfront Properties

Stay cool in a luxury villa with right on the beach!
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Concierge Service

Don't know where to start planning your next luxury villa holiday? Our Concierge Team is here to help. Just provide us with any details of how you're imagining your trip and we'll find the best luxury villa for you and your group.

Let us do the work for you – It’s FREE! ›

Become a VIP Member

We invite you to join Oliver's VIP, the members’ area where you can earn VIP Money to discount future bookings. It also entitles you to other exclusive benefits, including shortlisting properties and easy-to-use chat-rooms for you and your party.

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Olivers' Journal

Some great reviews...

Our customers rate our excellent service read more >
95%
out of based on ratings. user reviews.
Very smooth booking and all the staff were extremely helpful. Mainly dealt with Flora but spoke to Zara and Finola who were also fantastic, will definitely book through them again! Thank you.