• 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.

Why book with us
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.

So even if it's your first adventure to the Caribbean or you are a regular in the white sand beaches, we are here to help

Get Inspired

Head to our blog to view the Top 10 Caribbean Villas and insiders tips to the islands! >>

Oliver’s Journal

 
...Don't know where to start?

    1. View a snapshot Introduction to the Islands
    2. Check our guide according to Your Interests
    3. Ask for a shortlist from our Concierge Team

Popular Islands

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.
Tell us about your dream holiday >

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!
View all the latest offers >

Villas for 2

Villas for 2

Check out our most romantic Villas - ideal for honeymoons, babymoons and all-kind-of-moons!
View all our Caribbean Romantic 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.
View all villas with a private pool and Jacuzzi >

Nearby golf course

Anyone for a Round of Golf?

Browse our range of luxury villa rentals with a nearby golf course.
View all villas with a nearby golf course >

Beachfront Properties

Beachfront Properties

Stay cool in a luxury villa with right on the beach!
View all beachfront villas>

Need help finding the right property?

Free Concierge Service

We can help tailor your perfect holiday

  • We'll shortlist villas we think you'll love
  • We can recommend local restaurants, attractions and things to do
  • We'll help you organise catering, childcare or any extras that you need

We'll email you our suggestions - if you decide to book, we can do that for you

Free wedding consultant

Our resident wedding expert can help you organize the wedding of your dreams

  • We can assist with everything from arranging suppliers and catering to hotel bookings for guests
  • We'll help you with the booking process from start to finish
  • This service is absolutely free!