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Offer for all Caribbean villas

Claim your free Amazon Fire tablet with Caribbean bookings >>

Luxury Caribbean Villas

The Caribbean has a special place in our hearts and we’ve spent the past ten years searching for it's best villas. From secluded palm-fringed colonial luxury to sumptuous beach-side huts, our collection has the highest standard:

 - All our villas are walkable to the beach or come with private pool (or both)!
 - All our villas have air-conditioning.
 - All our villas are available with a cook and maid service.
 - All our villas come with a lowest price guarantee.

Popular Caribbean 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 right away!
Tell us about your dream Caribbean villa 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 >

Read our Blog

Read our Blog

Head to our blog and get inspired for your next Caribbean holiday! From the Top 10 Caribbean Villas to insiders tips to the islands, we've got it all
View the Caribbean posts >

Beachfront Properties

Beachfront Properties

Prefer the waves at your doorstep? Stay cool in a luxury Caribbean villa that's right on the beach!
View all Caribbean beachfront villas >

Feel Pampered with Pool & Jacuzzi

Feel Pampered with Pool & Jacuzzi

Relax and unwind in one of our handpicked villas with a private swimming pool... and a Jacuzzi!
View all villas with pool and jacuzzi >

Nearby golf course

Anyone for a Round of Golf?

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

We send over 30,000 happy customers on holiday every year, but don't just take our word for it!

I was impressed by the speed and efficiency of service from enquiry through to booking. Our concierge, Flora, was friendly, helpful and knowledgeable. I would definitely recommend Oliver's Travels to friends and family.

Sam R, Manoir Clement (South of France)

I absolutely loved the stay there, Helen was lovely and a great host. I was knocked back a little by the sheer size of the place, the location right by the lake is fantastic and the outdoor hot tub is a nice touch.

Ibrahim, Waterside House (Sussex)

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!