• Karma
  • Tequilla Sunrise
  • Dawn Beach Villa
  • Maison des 'Etoiles
  • Castellamonte
  • Ella
  • Coccinelle


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Newly Added Villas

Janus on Round Hill , Jamaica

Janus on Round Hill , Jamaica Located at the highest point on one of the largest individual tracts of land on Round Hill, Janus is one of the most stylish additions to this collection. A stunning four-bedroom villa, Janus has been...

Hummingbird House at Tryall, Jamaica

Hummingbird House at Tryall, Jamaica Hummingbird House has recently undergone a two year renovation and expansion, becoming one of the finest properties within the Tryall Club! Premier 7 bedroom private villa on 4 acres of...

Hidden Bay by the Sea, Jamaica

Hidden Bay by the Sea, Jamaica HIDDEN BAY by the SEA perches dramatically on one of the most remarkable sites on Jamaica’s renowned North Coast. Completed in 2014, the property captures both the drama of an extraordinary...

Elsewhere by the Sea, Jamaica

Elsewhere by the Sea, Jamaica ELSEWHERE by the SEA is an immaculate new contemporary villa in the upscale gated community of Lagoons, just 20 minutes from Montego Bay’s international airport. Its views of the sea, sunset and...

Allamanda, Jamaica

Allamanda, Jamaica ALLAMANDA is a brilliant new contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby memberships at Round Hill and the Tryall Golf, Tennis &...

Guest Comments

"Dear Maria, not sure if you'll remember me, but you helped my family rent Ohana for a week in December. I have meant to write many times. I want to thank you for making this trip possible and for showing every kindness to my family that you did.... (more)"
- Kirsten, Ohana, Tobago

Why choose CaribbeanDays?



  • Our experience - we have been renting Caribbean villas since 1979
  • Better Business Bureau approved with an A+ rating
  • Prompt responses, also in evenings and on weekends
  • Personalized attention
  • Complimentary concierge services for all Caribbean bookings
  • 1300+ carefully selected villas

Specialists in Luxury Caribbean Villa Rentals

At CaribbeanDays we have been renting luxury Caribbean villas for more than thirty years. Rely on our expert team of villa specialists to assist you in searching for the perfect Caribbean villa. Our promise is to work with you - based on your needs, your tastes and your criteria - to create a personalized Caribbean holiday unlike any other travel experience.

Complimentary Concierge Service

To ensure the ultimate villa rental experience, CaribbeanDays offers complementary concierge service to all its guests renting villas in the Caribbean.

This exclusive service saves you time by allowing our concierges to arrange for car rentals, airport transfers, personal chefs, private spa treatments, reservations at the finest restaurants, yacht charters, baby sitters and much, much more.

Our guest service coordinators make it their priority to ensure that your needs are met from the time you make a reservation until you return home from the Caribbean– relaxed and rejuvenated. We call it concierge service … you’ll call it exceptional!

BBB Online reliability program

CaribbeanDays was founded in 1978 and has been renting villas in the Caribbean ever since.

We are Better Business Bureau approved with an A+ rating.

Destinations Caribbean Villa Specialists

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President

Meet Lisa Ayotte

Toll Free: 1.800.942.6725
Int'l: 1.908.832.6655 sales@caribbeandays.com