Browse 183 Villas

From $450.00 Per Night

DeBolina, Coral Bay

DeBolina or “Sailing Into The Wind” suggests more than the beauty of this magnificent view.  While sitting on one of the many decks with the Trade Winds blowing from the East and looking at Coral Bay 1,000 feet below, the sensation is reminiscent of riding the bow of a sailing ship on an upwind reach. DeBolina is nestled among brilliant colors of floral tapestry on a backdrop of luscious greenery ...

St. John, Hillside, Coral Bay
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $725.00 Per Night

Decaj, Golf Park, Cap Estate

Villa Decaj is situated on an elevated site at Cap Estate, overlooking an 18 hole championship golf course, Cas En Bas beach and the Atlantic Ocean on the left and Reduit Beach and the Caribbean Sea to the right. The house is cooled by the Atlantic breeze.Villa Decaj is built on two levels. You enter the house on the first floor through a spacious dining room with seating for 8 ...

St. Lucia, Hillside, Golf Park, Cap Estate
5 Bedrooms , 4 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $786.00 Per Night

Del Mar, Anse Marcel

A luxurious, 5 bedroom home in the locale of Anse Marcel, commanding stunning views over the bay and marina, Del Mar has a contemporary décor with a retro touch. There are 5 spacious bedrooms each with an en-suite designer bathroom, walk-in closet and flat screen TV and DVD. Ideal for families the villa has 4 of the 5 bedrooms that are accessible from the main house and one of these ...

St. Martin, Hillside, Anse Marcel
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $2042.00 Per Night

Delfina, Peter Bay

Utterly spectacular, Villa Delfina is exclusive Peter Bay's most fabulously-equipped luxury villa! Sequestered behind Peter Bay's electronic gate, Delfina is distinguished by five beautiful bedroom/bath suites, a gourmet kitchen, an entire level devoted to family entertainment, with the entire residence fully screened and cooled by central air-conditioning. Stone pillars invite you into the large, brick entry courtyard and parking area of this exceptional residence. A few coralstone steps open to the ...

St. John, Hillside, Peter Bay
5 Bedrooms , 6 Bathrooms , 2 Half Bathrooms
Maximum Occupancy: 14


View Villa Details
From $900.00 Per Night

Dene Court, Sandy Lane Estate, St. James

Nestling amongst an acre of lush tropical gardens, this exquisite villa is located on the exclusive Sandy Lane Estate. The upstairs houses a minstrel's gallery as well as four double bedrooms, of which the Master bedroom has the luxuries of a private balcony and dressing room. If this is not enough, there is an additional fifth double bedroom on the ground floor which contains an ensuite bathroom and private balcony ...

Barbados, Garden, Sandy Lane Estate, St. James
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $771.43 Per Night

Diamond Chateau , Diamond Hill Estate, Cole Bay

Welcome to Diamond Hill Estate and Villa Diamond Chateau...This villa offers unparalleled privacy, breathtaking views of Simpson Bay Lagoon, Juliana Airport, the Caribbean Sea and Anguilla in the distance.  The villa is at a central location overlooking the Simpson Bay harbor with easy access to various points of the island. A private and gated entrance welcomes you to the property including a full time property care taker. This beautiful 5 ...

St. Martin, Hillside waterview, Diamond Hill Estate, Cole Bay
5 Bedrooms , 6 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $742.86 Per Night

Elysium, Simpson Bay Lagoon, Lowlands

This gorgeous, very secluded and peaceful 5 bedroom villa kisses the shore of Simpson Bay Lagoon and has its own little beach from which to soak up the sun - that is if you can pull yourself out of the hammock! If you are looking for a place to completely rejuvenate body soul and mind, this is it. Greek for heaven, or a blissful place, Elysium lives up to its ...

St. Martin, Waterfront, Simpson Bay Lagoon, Lowlands
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $-2.00 Per Night

Emerald Reef, Sandy Hill bay at Seafeathers

Located on the breezy and cool hilltop of Sandy Hill bay at Seafeathers, you’ll find an oasis of tranquillity. Here you can truly enjoy nature from the sound of the waves crashing to the singing of birds surrounded by the lush local surroundings complimented by beautiful flowers , is Emerald Reef Villa.This is a great location to watch and enjoy the boat races, Large windows and glass doors in all the rooms open ...

Anguilla, Hilltop, Sandy Hill bay at Seafeathers
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $1121.43 Per Night

Encore, Terres Basses

Encore is without any doubt an outstanding hillside villa. The tasteful decoration, very spacious and equal size bedrooms, vast swimming pool, and lovely outdoor areas are just some of the features in this fully air-conditioned new house. The absolute tranquillity and magnificent views in late afternoon hours make this gorgeous, spacious and beautifully decorated house an extremely attractive choice for anyone seeking serenity in a contemporary yet classic family home.

St. Martin, Hillside, Terres Basses
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $742.86 Per Night

EnSea, Little Bay, Philipsburg

Nestled into the hillside of Little Bay in Philipsburg, Villa En’Sea boasts breathtaking views of Great Bay Harbor, Philipsburg, St. Barths, St. Kitts, Nevis and Saba. What was once a family home and a Governor’s Residence, Villa En’Sea has recently been transformed into a fabulous 5 bedroom,5 bathroom Modern-Caribbean vacation villa. Take in the breezy morning air while sipping your fresh cup of coffee on the terrace overlooking the harbor. ...

St. Martin, Hillside, Little Bay, Philipsburg
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $2700.00 Per Night

Eos, Long Bay Beach

 Villa Eos - is the goddess of the dawn. Eos leaves her home, which was at the edge of ocean every morning to wake her brother, Helios. She opens the gates of heaven that Helios can ride his chariot across the sky each day.  Long Bay Beach – ranked by Condé Naste as one of the “10 Best Island Beaches Around the World”   Enjoy three floors of luxury contemporary indoor ...

Turks and Caicos, Providenciales, Long Bay Beach
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 12


View Villa Details
From $1000.00 Per Night

Esprit de la Mer, Terres Basses

Esprit de la Mer is set on a dramatic cliff top and enjoys breathtaking views of the ocean and surrounding coastline.Mediterranean in style, the villa offers tasteful interiors that feature a mixture of tile, iron and warm woods. There is a spacious living room with formal dining area. Additionally, there is a fabulous gourmet kitchen that opens onto a terrace with oversized infinity styled pool and spectacular views of the ...

St. Martin, Clifftop, Terres Basses
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $1300.00 Per Night

Evergreen, Sandy Lane, St. James

Nestled in the heart of three acres of lush, rolling tropical gardens is Evergreen, a private and secluded estate. This elegant villa, beautifully furnished with a unique mix of antiques and contemporary Art pieces, is located on the exclusive Sandy Lane Estate. The property features four sprawling air conditioned bedrooms with the possibility of using an additional room for two children, and five exquisitely designed bathrooms. Each bedroom has its ...

Barbados, Garden, Sandy Lane, St. James
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 8


View Villa Details
From $5000.00 Per Night

Exclusivity, Captain's Bay, East End

This 15,000 square foot luxury home is located in Captain's Bay, Anguilla. This five bedroom villa comes with a full staff, including a chef, and round the clock security. There is a heated Olympic-sized pool, a tennis court and a helicopter pad, a high tech music system, two bars (one inside, one poolside) and air-conditioning. Excellent chef prepare all your meals as you desire, served in the privacy of your ...

Anguilla, Beachfront, Captain's Bay, East End
5 Bedrooms , 12 Bathrooms
Maximum Occupancy: 12


View Villa Details
From $2135.71 Per Night

FootPrints on The Beach, Grace Bay, Providenciales

Footprints on the beach was completed in May 2007, this contemporary mansion sits directly on Grace Bay. Privately set in an acre of tropical landscaped grounds, the house enjoys 100 feet of stunning beach frontage, with the purest of fine sand and assure blue ocean, stretching to the west and east. With no condo's, this area of beach has only 6 other high-end residences, providing peace, quite and privacy. Why ...

Turks and Caicos, Beachfront, Grace Bay, Providenciales
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms


View Villa Details
From $1128.57 Per Night

Francis Bay Estate, Francis Bay

Francis Bay Estate - is a magnificent new 5 bedroom, 5.5 bath villa perched above Francis Bay on the beautiful North Shore of St. John. This wonderful two level stone villa is included in the unspoiled natural beauty of the Virgin Islands National Park and is an easy walk to the soft sand of Francis Bay beach! Beautifully decorated and landscaped the owner's love and care is clear in every ...

St. John, Hillside, Francis Bay
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $1000.00 Per Night

Gardenia, East end, Sandy Hill Bay

Perched on the breezy and cool hilltop of Sandy Hill bay, and overlooking the blue Caribbean, Villa Gardenia sits on 0.65 acres of a luscious and colorful garden. Villa Gardenia consists of two villas, 40 feet apart. A patio and a 56x14 ft lap swimming pool connect them. All living and sleeping rooms have gorgeous views of the Caribbean through large windows and glass doors. Villa Gardenia, located on the ...

Anguilla, Hilltop, East end, Sandy Hill Bay
5 Bedrooms , 5 Bathrooms
Maximum Occupancy: 10


View Villa Details
From $7000.00 Per Night

Giselle, Terres Basses

This beautiful 5 bedroom, 5 ½ bath Terres Basses home enjoys captivating 180 degree views of the Caribbean Sea. Featuring an expansive terrace, a gourmet kitchen, five spacious bedrooms and a fabulous heated pool and hot tub. The spacious indoor and outdoor living areas offer ideal opportunities for relaxing and entertaining, complete with the gourmet kitchen and covered outdoor dining area with gas BBQ. Connection to reality is maintained with a ...

St. Martin, Hillside, Terres Basses
5 Bedrooms , 4 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 8


View Villa Details
From $2285.00 Per Night

Golden Pavilion, Little Bay

Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards amongst Tortola's portfolio of villas. Artfully constructed in Asian-Indonesian style in this dramatic locale, this just-completed four-bedroom luxury estate offers complete privacy behind its electronic gate, and an accomplished resident staff of chef and boat captain. A pagoda-roofed portal ushers you into Golden Pavilion's ...

Tortola, Hillside, Little Bay
5 Bedrooms , 5 Bathrooms , 2 Half Bathrooms
Maximum Occupancy: 12


View Villa Details
From $2395.00 Per Night

Grand Villa 5, CoveCastles Community

Grand Villa #5 at Covecastles provides nearly 6,000 square feet of living space and a host of amenities to make your stay comfortable and pleasant. The interior features a cool white and terracotta color scheme and relaxing tropical atmosphere. On the main floor, there is a fully-equipped modern kitchen with Cuisinart and Krups appliances, living and dining areas and sunny atrium. The master suite, located on the first floor, offers ...

Anguilla, Beachfront, CoveCastles Community
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms


View Villa Details
From $1080.00 Per Night

Grendon House, Sandy Lane Estate, St. James

Grendon House is an exquisite five bedroom villa set within the breathtaking Sandy Lane Estate. This lovely home embraces you the minute you drive through the beautiful wrought-iron gates and into its lush, manicured grounds. No detail has been spared: this home features many striking eating areas including the breakfast nook, which has a lovely vantage point over the pool, what a way to start the day. Dinner al-fresco is ...

Barbados, Garden, Sandy Lane Estate, St. James
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $1086.00 Per Night

Happy Days, Sandy Lane, St. James

Overlooking the fourth fairway of The Old Nine at Sandy Lane, Happy Days is gracious in every aspect. This privately owned villa was completed in 1990, and is let complete with all equipment and utilities. While the owners' first floor suite is retained for their use only, the entire ground floor of the house is available for rental. A sweeping drive through manicured gardens leads to the portico front entrance. ...

Barbados, Hillside, Sandy Lane, St. James
5 Bedrooms , 5 Bathrooms , 2 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $2700.00 Per Night

Helios, Long Bay Beach

 Villa Helios Helios was described as a handsome Titan crowned with the shining aureole of the Sun, who drove the chariot of the sun across the sky each day to earth-circling Oceanus and through the world-ocean returned to the East at night. Long Bay Beach – ranked by Condé Naste as one of the “10 Best Island Beaches Around the World”  Enjoy three floors of luxury contemporary indoor and outdoor ...

Turks and Caicos, Providenciales, Long Bay Beach
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 12


View Villa Details
From $1500.00 Per Night

Heronetta, Sandy Lane, St. James

Heronetta is directly on the Sandy Lane Beach in Barbados.  One of the very few beachfront properties on sandy Lane Beach. The house is surrounded by 4 acres of garden on a long stretch of the Sandy Lane beach. This offers the perfect setting for Wellness/Yoga Retreats.  Also very suitable for hosting Celebration Dinners of up to 30 people, as the amenities are in place to comfortably accommodate gatherings of ...

Barbados, Beachfront, Sandy Lane, St. James
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details
From $1500.00 Per Night

Horizons -Sandy Lane, South Road, Sandy Lane, St. James

Horizons is located in the prestigious Sandy Lane Estate and is situated on South Road adjoining the eighth fairway of the old nine golf course. It is a very private location as it is at the end of a cul-de-sac but is only two minutes drive from the famous Sandy Lane Hotel and Property Owners Beach Facility. The location offers privacy but has easy access to all the fine dining ...

Barbados, Neighborhood, South Road, Sandy Lane, St. James
5 Bedrooms , 5 Bathrooms , 1 Half Bathrooms
Maximum Occupancy: 10


View Villa Details

Website Design & Development by Ironistic.com

Contact a Villa Specialist
X

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