• Island View Beach House
  • Kishti
  • Rockspray
  • La Bagatelle
  • The Taylor House
  • South Bay Beach Club
  • Coral Shore

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Newly Added Villas

Chianti, St. Martin

Chianti, St. Martin Villa Chianti - Luxury 3 Bedroom, 2.5 bathroom villa located in the gated community of Pointe Pirouette...This is truly a very unique villa with the feel of Italy on St. Maarten!From the moment you...

Mersole, Dominican Republic

Mersole, Dominican Republic Mersole Villa is located in the exciting beachfront town of Sosua, Dominican Republic. This villa offers six (6) spacious bedrooms with an additional "bonus" bed located in the private villa...

Villa Sunrise, Grenada

Villa Sunrise, Grenada Sunrise Villa is a luxurious home with spectacular views of the Atlantic Ocean, bay and mountainous terrain of unspoiled Grenada. The villa is beautifully designed and furnished with an open living...

L'Esperance, St. Thomas

L'Esperance, St. Thomas You're the king of the hill with all of Charlotte Amalie, cruise ships, seaplanes, and St. Thomas's harbor spread at your feet from the floor-to-ceiling windows in the Great Room of this stunning...

Le Rocher, St. Martin

Le Rocher, St. Martin Discover high-concept design and unrivaled luxury in the lush hills of St. Martin’s Terres Basses. Experience true tropical bliss at Le Rocher, a resplendent four-bedroom completely renovated...

Guest Comments

" Hi Rachel, Sorry for late reply, but we wanted to thank you and Debbie for finding us accommodation. We were very pleased with the appartment, its location and its amenities. Thank You!"

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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Meet Lisa Ayotte

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