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109 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All towns
  • Camaruche (6)
  • Grand Cul de Sac (5)
  • Grand Fond (4)
  • Lorient (11)
  • Marigot (5)
  • Mont Jean (4)
  • Morne Criquet (10)
  • Petit Cul de Sac (37)
  • Pointe Milou (14)
  • Toiny (3)
  • Vitet (10)

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109 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2738 /night

£19162 - £95809 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa La Plage on St. Barts is one of the most sought after beachfront estates on the island. Located directly on Lorient Beach, this stunning villa offers 7 bedrooms, each with an ensuite bath. Discounts may apply for 2 week bookings or longer  …see more

8 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £540 /night

£3777 - £21010 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Summer Breeze; Villaminou; Villa minou; Summer Breeze; St barth; St barths; Saint barthelemy, St bart; villa rental; Summerbreeze; Villa st barths; villa st barthelemy; villa st bart  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £515 /night

£3601 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Located on the hills of Vitet where it overlooks the Atlantic Ocean, Villa Kiara will seduce you at first glance with its very welcoming environment. 5 minutes drive from the beaches of Lorient and Marigot,  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £686 /night

£4800 - £16000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Main level : Infinity pool, Terrace, Living-room, Dining-room, Fully-equipped kitchen, Master bedroom #1, Ensuite bathroom with rain shower, Dressing-room, Master bedroom #2, Ensuite bathroom with rain shower, Dressing-room.  …see more

7 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £411 /night

£2875 - £14971 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Makasi offers a chic, secluded and serene retreat on St Barth.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £264 /night

£1848 - £6025 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Villa Kermao is a fantastic 5 bedrooms / 4 bathrooms villa, with lots of charm, privacy and peacefulness.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £420 /night

£2935 - £9462 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Located on the heights of Pointe Milou, one of the most popular areas of St Barth, Villa Mandarine offers an amazing panoramic view on the sea toward Lorient and St Jean bays and the exceptional opportunity to enjoy both sunrise and sunset  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £520 /night

£3635 - £10480 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Located on the heights of Vitet, with a nice sea view, Villa Victoria is a sumptuous 2 bedroom villa offers contemporary design and a particularly neat decoration.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £236 /night

£1647 - £5989 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Located on the heights of Grand Cul de Sac, Villa Nilmath is a beautiful 2 bedroom villa with a gorgeous view over the lagoon of Grand Cul de Sac.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £157 /night

£1099 - £2935 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Villa Coral is a lovely 2 bedroom villa, ideal for a couple with a child.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

6 Nights min stay

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from £300 /night

£2096 - £2695 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Kiara, recently renovated, is an elegant 2 bedroom* villa located on the secluded neighbourhood of Vitet.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £642 /night

£4492 - £19971 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Hillside of Marigot, Villa Imagine is a luxurious and brand-new 3 bedroom villa with gorgeous sea views over the Grand Cul de Sac lagoon and its turquoise waters that you can enjoy from both inside and out.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £343 /night

£2396 - £11977 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
It features 3 large and private beautiful bedrooms, all with their own well-designed bathrooms  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1044 /night

£7303 - £25563 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Aureve is a gorgeous 4 bedroom villa is without a doubt a luxury villa that offers all the high end standards and much more.  …see more

21 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £599 /night

£4192 - £11977 / week

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Key info:

  • Not suitable for children
  • No pets allowed
KAM named villa Amelie perched on the Marigot hillside offers a splendid view over Marigot bay. It features two bedrooms, two bathrooms, a solar heated pool and a heated Jacuzzi. This lovely villa has a charming character thanks to a chic and ethnic style mixed with ...  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £163 /night

£1138 - £2815 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa BRO - This recently renovated 1 bedroom, 1 bathroom apartment is part of "Les Terrasses" condominium complex, located on the top of St-Jean. This lovely property is ideally located between the beautiful beaches of St-Jean and Saline. Just two minute drive away ...  …see more

13 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £385 /night

£2695 - £4492 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Bathed in sunlight at its Pointe Milou vantage point over the sea, Villa C'est la Vue (CLV) celebrates St. Barth's Caribbean beauty in a lighthearted explosion of color. Comfortably furnished and well appointed, Villa CLV will lift your spirits the moment you enter. ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £497 /night

£3474 - £14372 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Tucked away in the quiet St. Barth neighborhood of Petite Saline, Villa Mapou (MAP) is a secluded retreat elegantly decorated in colonial style. It offers great views of Lorient Bay, the Atlantic, and the islands of St. Maartin and Anguilla. Built on different levels...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1284 /night

£8983 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on the Camaruche hillside overlooking Lorient bay, Villa Avenstar (STR) offers its guests the ideal combination of elegant, modern design and a picture-perfect ocean view. From the hardwood terrace around the heated infinity pool and Jacuzzi, a broad vista of...  …see more

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £300 /night

£2096 - £5689 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Anais (AIA) is nestled high on a north-facing Vitet hillside, where the views, warm ambience and rejuvenating ocean breeze can be enjoyed from several lounging areas. This property is perfect for a family with small children or for friends traveling together wh...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1155 /night

£8084 - £10480 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated at the top of the hill overlooking Flamands Bay, Villa Arte (ATT) is a newly constructed villa that offers its guests a high degree of luxury and comfort along with sensible design perfectly suited for the vacation lifestyle. From the property's ample and pa...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £582 /night

£4072 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Rose des Vents (Villa LRV) offers a sensational view of the lagoon at Grand Cul de Sac. The white decor and open-air feel add to its ambiance. This home's recent renovation reflects the vibrant blue and green hues of the sea, an idyllic atmosphere for relaxation. ...  …see more

24 Photos

House | 8 Bedrooms | sleeps 8

5 Nights min stay

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from £2139 /night

£14971 - £20959 / week

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Key info:

  • Not suitable for children
  • No pets allowed
There are places you don't happen upon just by chance. Undreamt of places, concealed somewhere at the other end of the world. Places whose secrecy alone justifies the journey, where warm and welcoming serenity, appreciable discretion and endless sunshine make crossin...  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £385 /night

£2695 - £10779 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located a few steps from the secluded beach and calm waters of Petit Cul-de-Sac, Princess X boasts an unabashedly modern and unique design, one that sets it apart from the majority of other St. Barth villas. This home takes its name from a work by Constantin Brancusi...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £360 /night

£2515 - £8324 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With a wonderful panoramic view over St. Jean Bay, Villa Ker Anna (AKA) is a color-filled dream both inside and out. The blue Atlantic Ocean stretches off toward St. Maarten on the horizon, the green leaves of palm and gaiac sway in the breeze, and the interior of th...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £480 /night

£3354 - £5330 / week

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Key info:

  • Not suitable for children
  • No pets allowed
On the west-facing hillside of Pointe Milou, Villa Samsara (AMA) is perfectly situated for indulging in sun-filled days and spectacular sunsets. Decor of honey-colored Java teak and thoughtfully selected artwork and fabrics lends Villa AMA a particularly warm ambienc...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £2738 /night

£19162 - £25150 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Danse des Etoiles (Villa DOL) is an extraordinary achievement of design and craftsmanship. The exquisite melding of wood and stone throughout this home creates a cool and relaxing atmosphere and combines with the carefully selected furnishings to make Villa DOL on...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £300 /night

£2096 - £7186 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Beautiful grounds, an awesome view, and a fabulous location close to the beach just begin to describe the advantages of "the good life" at Villa Maribart (BAR). From the mahogany furnishings to the beautiful tiled floors, antiques, and original lithographs, the list ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £3422 /night

£23953 - £28743 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With its fabulous location directly on the beach at Flamands and its exquisite yet understated style, Villa Ela is a study in the beautiful simplicity of Caribbean living. Overlooking the multi-tiered hardwood terrace and large pool, the property's main house compris...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

14 Nights min stay

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from £2396 /night

£16767 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Looking out over the blue Atlantic from the prestigious peninsula neighborhood of Pointe Milou, Villa Sea Breeze brings refined elegance to the dramatic setting of St. Barth's Côte Sauvage. Decorated in a comfortable and yet sophisticated colonial style, this propert...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £779 /night

£5450 - £19162 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With white plaster walls, terra cotta and blue ceramic tiles, and furnishings providing orange and yellow accents, Villa Domingue (CEO) is a friendly mix of the modern and the Mediterranean. From a fine vantage point in Pointe Milou, Villa CEO looks out over a wide p...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £291 /night

£2036 - £5689 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Adama (ADM) looks out over the blue Atlantic from high up on the hillside of St. Jean. This brand new villa is a model of clean, efficient design, offering its guests the ease of an uncluttered and well-balanced layout combined with aesthetic touches that make ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £599 /night

£4192 - £14971 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Cocoland (LAN) is a spectacular Pointe Milou property with dramatic sunset views, one of the most popular two-bedroom villas on St. Barth. Thoughtfully designed and maintained to very high standards, this is an ideal villa for two couples desiring equal bedroom...  …see more

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £1882 /night

£13174 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated on the western side of the peninsula of Pointe Milou, Villa Bon Temps (BTR) offers a gracious lifestyle in the perfect Caribbean setting, amid lush tropical foliage and with unparalleled sunset views. From the vantage point of the expansive and elegantly des...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £608 /night

£4252 - £20659 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The entrance to Villa REP is the kind where you kick off your shoes before going in. Perhaps you've stopped off at the fish market in the nearby village of Lorient, so you're headed for the kitchen. Or maybe you're just back from an afternoon at Saline beach, ready f...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £685 /night

£4791 - £23953 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Ocean's 5 (CEL) is clean and crisp with modern elegance and charm, offering spectacular views over the ocean and the nearby island of Bonhomme. Located on the hillside above the Flamands Bay, this home is convenient to town as well as to the nearby beach's fabu...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £385 /night

£2695 - £9581 / week

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Key info:

  • Not suitable for children
  • No pets allowed
High in the hills of Vitet, Villa Au Coeur du Rocher (ACR) offers the kind of simple sophistication that can make a St. Barth vacation comfortable, relaxing and carefree. With a magnificent view over the surrounding landscape and the wide Atlantic, this newly built p...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1968 /night

£13773 - £22156 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The route to Villa VNS takes you through a blessedly off-the-beaten-track St. Barth neighborhood, the hilltop region of Petite Saline. You approach the property by ascending a road from the island's interior, so when you arrive at Villa VNS you are stunned to see tha...  …see more

23 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £668 /night

£4671 - £18563 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Khajuraho (KHA), situated in Pointe Milou, features splendid views over the surrounding islands, the ocean and St. Barth's famous sunsets. This home takes full advantage of its great hillside location by offering ocean views from all the rooms. The large living...  …see more

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £223 /night

£1557 - £3653 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Alizee d'Eden (JCC) is located just above the Christopher Hotel, and has spectacular sunset views over Lorient & St. Jean Bay, St. Barth. The living room is bright and comfortable with terracotta floors. All of the rooms open directly onto the pool. The dining ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £1070 /night

£7486 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Plantation (GAN) is a superb villa with many amenities located in Petite Saline in St Barth. The interior design combines both antiques and modern furniture with granite floors throughout. There is a separate wood paneled den off the living room. Large wooden deck...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £360 /night

£2515 - £8384 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Caramba (MBA) is a delightful home located at the end of the peninsula neighborhood of Pointe Milou, offering sun and sea breezes and magnificent views. Though modern in layout, its decor evokes West Indies tradition with wicker, white upholstery and mahogany b...  …see more

24 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £214 /night

£1498 - £2905 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located at the entrance to Pointe Milou is the charming Villa Colibri (COL). The bedroom overlooks the ocean and comes furnished with a 4-poster bed with mosquito netting. The small living area is separated from the kitchen by a counter. Guests spend more time on the...  …see more

20 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £103 /night

£719 - £1468 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa SJA's unique situation creates a rare opportunity for those looking for the ultimate in convenience. Just yards away from a white-sand beach, and easy walking distance from the supermarkets and bakery in Lorient, this home allows you to spend your days the way ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £223 /night

£1557 - £7725 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Kyody (KDY) is a very attractive South American style villa located on the Marigot hillside. It has lovely views over all Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with t...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £634 /night

£4432 - £17366 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high in Vitet, with an incredible view over Cul de Sac and Tortue island, Villa Bibi (BIB) offers peace, privacy, and beauty. Built and furnished using natural materials such as dark Brazilian wood and white cotton canvas, the overall effect gives Villa BIB a...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £805 /night

£5629 - £17306 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With its main living area open on three sides to the sun and breezes and panoramic view, Villa Blue Heaven (FUN) envelops you in the essence of St. Barth living. Decorated in classic West Indies blue and white, this is the iconic island home. The layout of this spaci...  …see more

19 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £154 /night

£1078 - £2635 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Part of the centrally located Les Terrasses (HAL) apartment complex, the comfortably furnished HAL is a spacious ground floor unit with views from its private terrace of the lush hillsides surrounding St. Jean and of the Atlantic Ocean from the communal pool and sun ...  …see more

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £599 /night

£4192 - £22755 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa C'est ma vue (DSA) has three bedrooms, three bathrooms and a heated pool. Ideally located on St Jean hillside, DSA offers an amazing view over the Bay of St Jean and surrounding islands. This villa has been recently rebuilt, and is on different levels. The main...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

14 Nights min stay

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from £1540 /night

£10779 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa On the Rocks (JIM) welcomes its guests with a delightful combination of smart design, quality furnishings, and a picture-perfect view. You enter the property onto a secluded hardwood deck bordered by cashew and palm trees, a vantage point overlooking the blue w...  …see more