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Great Caribbean Villa vacations

Milord, Barbados
3 BR, 4 Bath
Beachfront, A/C

Lotus, St. Martin
3 BR, 3½ Bath
Hillside, Pool, A/C

Nirvana, Barbados
4 BR, 4 Bath
Beachfront, Pool, A/C

Sunset Reach , Barbados
2 BR, 2 Bath
Beachfront, A/C

Coco's Beach Club 4 - CocoBelle, St. Martin
1 BR, 1 Bath
Beachfront, Pool, A/C

Mermaid Falls, St. John
5 BR, 5½ Bath
Hillside, Pool, A/C

La Favorita, St. Martin
3 BR, 3½ Bath
Hillside, Pool, A/C

Nid d'Amour, St. Martin
2 BR, 2 Bath
Hillside, Pool, A/C

La Perla Bianca, St. Martin
1 BR, 1 Bath
Beachfront, Pool, A/C

Bella Vita, Turks and Caicos
7 BR, 5½ Bath
Beachfront, Pool, A/C

Callaloo Cottage, Turks and Caicos
1 BR, 1 Bath
Beachfront, Pool, A/C

Breezy Palms, Turks and Caicos
4 BR, 3½ Bath
Waterfront, Pool, A/C

Barefoot, St. Martin
2 BR, 2½ Bath
Beachfront, Pool, A/C

Casa Varnishkes, Turks and Caicos
9 BR, 10½ Bath
Beachfront, Pool, A/C

Cinnamon Breeze, St. John
5 BR, 5½ Bath
Hillside, Pool, A/C

Dragon's Lair, Antigua
5 BR, 2½ Bath
Beachfront, Pool, A/C

La Perla Classic, St. Martin
1 BR, 1 Bath
Beachfront, Pool, A/C

Newly Added Villas

Colibri, Anguilla

Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. Five minutes’ drive from the half mile of beach at Sandy Hill Bay. It's elevated position...

Acquablu, St. John

AcquaBlu has all the luxuries of a villa but it feels like a home, because it was a private home before becoming a rental villa! It’s 4800 square feet, with 7 porches and balconies, a...

Red Hawk, St. John

This charming 3 bedroom, 2 bathroom has a cozy villa living area (including a TV, dishwasher, washer/dryer, and a fully equipped kitchen). There’s also a roofed outdoor patio with constant...

Reef Tides, Turks and Caicos

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Azur , St. Martin

Coming Soon... Beautiful new 4 bedroom in Terres Basses..Brand new to the rental market. Private pool & tennis court. Floodlit Tennis Court, Ping Pong Table, Jacuzzi tub in master, and...

Guest Comments

"Mark and I just wanted to thank you for a wonderful ten days at Meritage Cottage! The cottage was wonderful. We thoroughly enjoyed the hot tub (which we frequently used as a cool tub) each day! Gus was terrific--could not have asked for a nicer... (more)"

- Debbie & Mark, Meritage Cottage, St. John

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!