Caribbean beach

Caribbean Villas

Find your Extraordinary

in the Caribbean

Famous for its vivid blue sea, endless beaches and tropical temperatures, the Caribbean is a true paradise. Depending on which island you choose, or if you decide to go island-hopping, there are plenty of activities to check off your bucket list. Climb up Dunn’s River Falls in Jamaica, or visit Santo Domingo, the Caribbean’s oldest colonial region. To make your stay even better, we’ve got a truly unique selection of Caribbean villas for you to choose from. Spoilt for choice? Don’t worry – our concierge team is always available to ease your trip research!

Perfect for

  • White sand beaches

  • Outdoor adventures and activities

  • Delicious fresh food and drinks

  • Snorkelling and crystal clear waters

  • Island hopping

View of villa with a pool overlooking the beach, St Lucia
Villas With Pools

Relax in one of our villas with a private pool

Beachfront villas, Caribbean
Beachfront Villas

Stay in a villa right on the beach!

Underwater Photo. Happy Family Snorkelling In Tropical Sea
Ideal For Kids

The best for families and children

Popular Caribbean Islands

Inspiring ideas

White sand beach with palm trees, Caribbean
Ask Oliver

No time to browse? Just fill in this simple form and our expert team will send you your Caribbean villa shortlist straight away!

Two Bahamian Conch Salads On A Green Table
Oliver Recommends

Our favourite villas in the Caribbean – picked for their stunning views, unique character or their great value for money (or all of the above)!

Caribbean villa with pool
Villas For Two

Looking for a romantic week away to the Caribbean? Check out our villas that are best suited for couples.

Seaside Restaurant
Villas Near Restaurants

If you put food pretty high on your travel priority list, you’ll want to make sure you hire one of our villas near restaurants.

Green turtle in Barbados
Special Offers

Check out all the latest deals and offers – From huge discounts to magical little extras, there’s always something to find!

Tennis Racket And Ball On A Tennis Court
Anyone For Tennis?

Check out our range of luxury Caribbean villa rentals with tennis courts nearby.

Aerial Drone View Of Beautiful Caribbean Tropical Island Cayo Levantado Beach With Palms And Boat. Bacardi Island, Dominican Republic. Vacation Background.
Get Inspired

Read our blog for expert travel advice and ideas

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. Every Caribbean villa in our collection comes with the following as standard:

– Air conditioning
– Wi-Fi and TV
– Chef, housekeeper and babysitting services available
– Lowest price guarantee

Crane beach, Barbados
Quiz: – Which Caribbean Island is Right for you?

06 September 2017

Everyone dreams of a Caribbean holiday. With those perfect beaches, crystal clear blue waters and weather so toasty you could spread marmalade on it – these paradise islands really are dreamboats. Although there are over 7,000 islands in the Caribbean, at least 30 of those are island nations, which means you’ve got a bumper crop […]

From the blog…

Loading reviews...