Browse 394 Villas

From $557.14 Per Night

Callisto, Terres Basses

A hillside tropical oasis with gorgeous sunset views, Callisto is the perfect hideaway. This three bedroom villa is located in Terres Basses, and just a short drive from the beautiful beaches of Plum Bay and Baie Longue. Open, airy and bright, you will find yourself drifting from inside to outside with ease. The large open-plan living room and kitchen leads you onto an extensive covered terrace for outside dining beside ...

St. Martin, Hillside, Terres Basses
3 Bedrooms , 3 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 6


View Villa Details
From $312.00 Per Night

Calypso, Grand Casa

Located on Grand Case beach this wonderful 3 bedrooms condo is on the last floor of a nice and new residence.Easy living : you will park your car in the underground parking and then take your private elevator to go to your unit.The condo is perfectly maintained and decorated, fully air conditioned,with 3 bedrooms with en suite bathroom. In this amazing condo you will feel like a cruise ship in ...

St. Martin, Beachfront, Grand Casa
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $392.86 Per Night

Calypso Cove, Fish Bay

Nestled by the water's edge, this delightful 3-bedroom, 2-bath home sits less than thirty feet from the sea - the sights and sounds of the ocean can be enjoyed from almost every room in the home. This colorful house is artfully decorated with gingerbread and pastel hues inside and out. It is surrounded by palms, bananas, papaya, and brilliant tropical flowers. The master bedroom has a comfortable queen-sized bed with ...

St. John, Waterfront, Fish Bay
3 Bedrooms , 2 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $514.29 Per Night

Calypso Del Sol, Chocolate Hole

Inside, past Mahogany entryway, lays a casual great room with nautical accents. Fully air conditioned, this beautiful Chocolate Hole home has a huge pool, a spa, Wi-Fi, and is an easy walk to a beach in a convenient location! Calypso Del Sol has a drive-through driveway with just one step up into the great room. Air conditioned, screened in, or open air comfort - there are comfortable spots for everyone ...

St. John, Hillside, Chocolate Hole
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $657.00 Per Night

Canefield House , Greenbank Estate, northwest

Accepting reservations June 1, 2018 The moment you drive into the gated, magical grounds of Canefield House, you'll be enchanted by its glorious gardens set on 10 lush acres, encompassing a very private park-like setting. This estate home was built about 17 years ago where sugar cane was once grown during plantation days. Stunning gardens were planted which today beautifully showcase the three pavilions comprising Canefield House. Gently tiered across a ...

Tortola, Oceanfront, Greenbank Estate, northwest
3 Bedrooms , 3 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 8


View Villa Details
From $700.00 Per Night

Capri, Fitches Creek Bay

Villa Capri is a charming three-bedroom ocean front villa nestled in a cove. This is an executive home, each room elegantly appointed 'en suite' in the nautical style. The arrival is through the courtyard garden into the living room, and jalousied dining room, and onto the den with a mock fireplace and to the open pool deck with a tranquil and relaxing view of the ocean, coved shoreline and outlying ...

Antigua, Hillside, Fitches Creek Bay
3 Bedrooms , 4 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $785.71 Per Night

Caribbean Breeze, Anse de Cayes

Caribbean Breeze villa is located in Anse des Cayes in Saint Bart. The closest hotel in St Bart is the Manapany. This Caribbean villa for rent, has a gorgeous view on the ocean and the islands of Fregate and Toc Vert. You will enjoy its large garden and long pool. The living room opens onto the terrace, the garden, the pool and the view. The decoration and the architecture of ...

St. Barts, Hillside, Anse de Cayes
3 Bedrooms , 2 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $0.00 Per Night

Caribbean Paradise #9, Grand Cayman, South Side

This beachfront villa is part of a resort situated on a sandy beach just a 5 minute drive from George Town, restaurants, shopping and watersports. The view from the living room is of the sparkling clear waters of the Caribbean and the reef for unlimited excellent snorkeling. A fresh water pool and tennis court are steps away from your villa.

Cayman Islands, Beachfront, Grand Cayman, South Side
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $400.00 Per Night

Caribbean Pearl, North Shore, East End

If you love coastal cottage charm, abundant outdoor living space, and unforgettable views, pick Caribbean Pearl for your next St. Croix vacation. Located on the north side of the island’s elite east end, this gingerbread-trimmed West Indian style villa rises above the coast to directly face the sea and Buck Island Reef National Monument. Pass through twin pillars up a hibiscus-lined drive to the crest of the hill and pull into ...

St. Croix, Hillside, North Shore, East End
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $342.86 Per Night

Caribbean Riviera 3 , Village d'Orient Baie

St. Martin, Neighborhood, Village d'Orient Baie
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $257.14 Per Night

Caribbean Riviera 4, Orient Bay

Caribbean Riviera luxury, beachfront apartments are the newest properties in our collection. #4 is a three bedroom, two bath garden apartment with exceptional amenities including tasteful furnishings and modern kitchen. Caribbean Riviera #4 is ideal for a relaxing week in total comfort, enjoy the large pool, direct beach access, satellite TV and all the comforts of home in the heart of Orient Bay. Wonderful ocean view from the bedroom terrace.

St. Martin, Village, Orient Bay
3 Bedrooms , 2 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $357.14 Per Night

Carpe Diem, Grace Bay

Carpe Diem a 3 bedroom condo unit located on the third floor is located across the road from the Salt Mills outdoor mall just steps a range of high quality shopping, dining and entertainment options. Public beach access to Grace Bay is right around the corner between the Renaissance and Regent Grand resorts.The master bedroom features a King size bed and large en-suite bathroom and dressing room.The second bedroom also ...

Turks and Caicos, Inland, Grace Bay
3 Bedrooms , 2 Bathrooms


View Villa Details
From $707.14 Per Night

Casa Ananas, Chalk Sound

Casa Ananas is a spacious 3 bedroom villa, nestled within lush tropical vegetation at the tip of Ocean Point. Located between the beautiful beaches of Sunset Bay and Sapodilla Bay, Ocean Point is one of the most secluded communities in a busy tourism environment. Here your family and friends can enjoy the most simple of pleasures, sun, sea and sand; extravagant sunsets; chilled cocktails with the aroma of the barbecue ...

Turks and Caicos, Waterfront, Chalk Sound
3 Bedrooms , 3 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 6


View Villa Details
From $385.71 Per Night

Casa Branca, Anse Marcel

Beautiful 3 bedroom villa nestled in the hills of Anse Marcel with spectacular ocean view. Surrounded by lush tropical vegetation the villa has a large infinity pool, a spacious terrace with outdoor dining area and a charming gazebo built into the hillside. Fully air-conditioned the villa has a large living /dining area with an open plan gourmet kitchen. Very stylish and comfortable the living area is filled with objets d’art ...

St. Martin, Hillside, Anse Marcel
3 Bedrooms , 3 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 6


View Villa Details
From $279.00 Per Night

Casa de Bella (previously Casella), Simpson Bay

Casa de Bella is a beautiful 3 bedroom and 2 ½ bath condo overlooking the Simpson Bay Lagoon. It is conveniently located minutes away from shopping, beaches, casinos and restaurants. Here you get the feeling of a home away from home. This newly built unit, sleeps 6 people, comes fully furnished with all the comforts for a perfect vacation. The 2 main bedrooms lead to your own private pool. The ...

St. Martin, Hillside, Simpson Bay
3 Bedrooms , 2 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 6


View Villa Details
From $428.57 Per Night

Casa Linda, Oyster Pond, Dutch Side

Casa Linda, an Italian-designed villa, is located on the Dutch side of the island, close to the French border. Experience these two unique worlds as they blend together, offering the best of both diverse cultures. Wake up to the sunrise overlooking St. Barths, the Atlantic Ocean, and beautiful Oyster Bay Marina. This 3 bedroom, 3 bathroom villa is nestled in the prestigious Oyster Pond Hillside. You are only minutes away ...

St. Martin, Hillside, Oyster Pond, Dutch Side
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $1285.71 Per Night

Casaprima, Corossol

Casaprima is a high end luxury contemporary villa with stunning views of the blue Caribbean Sea. Casaprima is located on the hillside of Corossol, close to Colombier. This modern villa has perfectly integrated a minimalist architectural style with the simplicity of exotic wood. With the large living room, and the gourmet kitchen, the outside terrace during the day, and at night showing the lights of the yachts anchored in the ...

St. Barts, Hillside, Corossol
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $350.00 Per Night

Cassia B, Lowlands, Condo 1, Tobago Plantations, South-West

A second floor and penthouse condo unit in the Tobago Plantations development with views over the golf course and small lakes.The upstairs unit is on two floors. A 2-bedroom, 3-bathroom unit with full kitchen and living room leading out to a verandah. There are internal stairs leading to a self contained bedroom and bathroom above.Cassia BBedroom 1: 2 QueensBedroom 2: 2 QueensBedroom 3: 1 King

Tobago, Lowlands, Condo 1, Tobago Plantations, South-West
3 Bedrooms , 4 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $571.43 Per Night

Catch a Wave , Shoys

A prime location on the sixth hole of the Buccaneer golf course, an extensive art collection and a baby grand piano in the living room sets this villa apart. The walls in Catch A Wave are covered in original works by well known local artists. Features include central air, 3 lovely bedroom suites each with private bath. An expansive great room is complete with charming island inspired furnishings and antiques; several conversation areas, 2 reading ...

St. Croix, Golf Course, Shoys
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $1050.00 Per Night

CeBlue, Crocus Bay

At CéBlue Villas & Beach Resort, wellness happens outside as well as in; when you tire of whipping up hometown favorites in your in-villa kitchen, frequent da’Vida, the adjacent fine dining restaurant specializes in international and local plates. The on-site Beach Bar and Restaurant is ideal for a light lunch, while the main restaurant sets the atmosphere for delicious dining and unforgettable memories under the stars. Pamper yourself at The ...

Anguilla, Hillside, Crocus Bay
3 Bedrooms
Maximum Occupancy: 6


View Villa Details
From $720.00 Per Night

Chambord, Petit Cul de Sac

“Chambord” is one of our favourite villas which we advise you if you wish a total privacy, with a magnificent view on the ocean, surrounded with greenery… This very spacious villa overhangs the bay of Petit Cul de Sac and the ocean. The ocean view is there magnificent, in particular when the swell of the Atlantic Ocean comes to break on the coral reef and the island of “Tortue” in ...

St. Barts, Hillside, Petit Cul de Sac
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $561.00 Per Night

Church Point 2 , Folkstone, St. James

Bright, breezy, and each set in its own gloriously lush and tropical garden, these delightful villas promise a truly carefree holiday experience. The two properties are part of the privately owned Church Point Villas, a charming set of detached vacation residence all especially designed to accommodate the needs of a vacationing group or family. Decor is casual, colourful and geared towards comfort. Guests can gather in the spacious living areas, ...

Barbados, Garden, Folkstone, St. James
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $228.57 Per Night

Coakley Bay N3, East End

This unit offers beautiful island views. Convenient to the Divi Casino, fine dining, beaches, tennis & golf. Charming tropical decor!

St. Croix, Hillside, Ocean View, East End
3 Bedrooms , 2 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $1014.29 Per Night

Coco, Lorient

Coco” is a perfect villa to celebrate! Up high on Lorient, it overlooks the ocean and the sunset. White, elegant, roomy and very private, “Coco” will let your imagination carry you in an exceptional tropical world! The followings make this villa special as we particularly love: - The large reception room opened on the pool and the view. - The exceptional view on the ocean with shaded of blue - The ...

St. Barts, Hillside, Ocean View, Lorient
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details
From $380.00 Per Night

Cocolobo, Reef Bay

Cocolobo in St John is a 3 bedroom, 3 bath home located in a very private, romantic and exceptionally picturesque spot high atop the hill separating Fish Bay from Reef Bay. The magnificent 330 degree views are the finest examples of a pristine coastal landscape to be found anywhere in the Caribbean. The views include virgin rain forest to the North, the "Big Sur" like shoreline of the National Park ...

St. John, Hilltop, Oceanview, Reef Bay
3 Bedrooms , 3 Bathrooms
Maximum Occupancy: 6


View Villa Details

Website Design & Development by Ironistic

Contact a Villa Specialist

Not sure where to start your search for a Caribbean villa rental?

Contact a CaribbeanDays villa specialist today! Having visited each and every Caribbean island many times, our specialist can guide you in choosing the right island and villa for your getaway. Fill out the form below to contact a specialist and get started.

  • This field is for validation purposes and should be left unchanged.

Call Now
Contact