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130 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
  • All towns
  • Grand Fond (10)
  • Lorient (2)
  • Morne Criquet (26)
  • Petit Cul de Sac (86)
  • Vitet (6)

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130 Results  |  
16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £218 /night

£1521 - £3568 / 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 | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £669 /night

£4679 - £10234 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Vigie (GRE) is a wonderful villa perched on the cliff promontory over the east end of St. Jean Bay. The cozy and comfortable living area opens onto the terrace, pool and view. Conveniently located between Lorient and St. Jean village, Villa GRE is in close prox...  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £560 /night

£3919 - £10527 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With a wrap-around terrace for taking in the view east over Marigot Bay and Tortue, and a refreshing pool to escape the heat, the outdoor space at Villa Eagle of the Sea (LSF) offers a great way to spend a day. The convenient Camaruche location means you're not far f...  …see more

11 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £293 /night

£2047 - £5848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Do Dragan (VDD) is a newly built home just steps from the pure, white sand of Flamand Beach. This lovely villa offers space and comfort. The living and dining areas open onto the pool, terrace and beachfront view. You can enjoy hearing the sound of the waves wh...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £485 /night

£3392 - £14036 / 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 | 4 Bedrooms | sleeps 5

5 Nights min stay

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from £878 /night

£6141 - £23392 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With exceptionally fine craftsmanship and top quality furnishings and appliances, Villa Valentina (VIP) makes every day of a St. Barth vacation even more pleasurable. Located in Pointe Milou overlooking the Atlantic to the east, this property is bathed in sunlight al...  …see more

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £3133 /night

£21930 - £29094 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Casa del Mar (CMA) is comprised of two connected villas in the Petit Cul de Sac area within the Domaine du Levant community on the east side of St Barth. The villas are situated on two adjacent plots of land totaling approximately 3 hectares/7.5 acres which spa...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1254 /night

£8772 - £17544 / 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £351 /night

£2457 - £8129 / 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

19 Photos

House | 1 Bedroom | sleeps 2

5 Nights min stay

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from £310 /night

£2164 - £4094 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Overlooking the bay of St. Jean, Villa Namaste (AUM) is spacious and comfortable with fabulous sunsets views. When you enter the house, on your right you find the large and open living area, nicely decorated with hardwood furniture and African art. The living room ov...  …see more

20 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £218 /night

£1521 - £4679 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ecoute les Vagues (VMG) is a lovely 3 bedroom beachfront villa, located on Flamands beach, just a few steps from the blue water and white sand. This charming property offers a peaceful retreat from everyday stress. You will enjoy taking a nap while hearing the song o...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £660 /night

£4620 - £16375 / week

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Key info:

  • Not suitable for children
  • No pets allowed
On a hilltop in the exclusive community of Domaine du Levant, Villa Le Roc (ROC) looks out over the azure waters of Petite Cul de Sac. Finely decorated in rattan and mahogany with white fabrics and accents, this home evokes a classic Caribbean feel while maximizing c...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1671 /night

£11696 - £17544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Papaye (AYE) is a truly elegant house in the Domaine de Levant located in Petit Cul de Sac. Lovely gardens in the front of the villa lead to an elegant interior which has been recently redecorated with hardwood flooring, pale wood furniture and off-white fabric...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £619 /night

£4328 - £16960 / 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 | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £3760 /night

£26316 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in the exclusive and secluded community of Domaine du Levant, Villa Indian Song (IND) is composed of seven separate units in a tropical hillside garden leading down to a secluded white sand beach. The centrally located main house offers comfortable and conven...  …see more

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £1838 /night

£12866 - £17544 / 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 | 5 Bedrooms | sleeps 7

5 Nights min stay

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from £1245 /night

£8714 - £11638 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Ideally located on the western Camaruche hillside over Lorient Bay, Villa Cumulus (CML) stands out as one of the most remarkable new properties on the island, combining high-quality craftsmanship and contemporary design with numerous ecological features and convenien...  …see more

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £485 /night

£3392 - £12281 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Petit Lagon (APL) enjoys breathtaking views of the bay of Petit Cul de Sac from its perfect vantage point in the gated community of Domaine du Levant. A colorful and stylish decor lends Villa APL a cheerful atmosphere, and the private beach only a two-minute st...  …see more

19 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £544 /night

£3802 - £9065 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa ZEN is a wonderfully romantic property with stunning grounds, fabulous views and great sunsets. The master bedroom has a small terrace which opens to the pool area and the second bedroom has a balcony that catches the morning sun. The terrace provides sheltered...  …see more

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £293 /night

£2047 - £5556 / 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 | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1254 /night

£8772 - £17544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Eternity (ETY) is a large and luxurious property on Flamands hillside, offering lovely views of the sea and conveniently situated just a short drive from the beach and its fabulous restaurants. The ideal vacation home for those who love to entertain in style, V...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £293 /night

£2047 - £7018 / 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 | 8 Bedrooms | sleeps 8

5 Nights min stay

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from £2089 /night

£14620 - £20468 / 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

24 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £209 /night

£1462 - £2837 / 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

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £919 /night

£6433 - £26316 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on the hillside between Camaruche and Marigot, with a sprawling view over the countryside and ocean, Villa Eclipse (JNM) is luxurious and architecturally innovative. Its design is based on clear-cut straight lines and angles, combined with the extensive use o...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

7 Nights min stay

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from £1170 /night

£8188 - £18714 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Created by the renowned St. Barth design firm of Olivier Dain Perspectives, Villa Six offers a truly masterful combination of contemporary lines and exquisite comfort in an ideal location. At the summit of the peninsula of Pointe Milou, this property is truly one of ...  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £268 /night

£1872 - £3860 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located above Lorient Bay and offering a dramatic view over the ocean and the surrounding islands, Villa Tortue (TOR) pampers its guests with contemporary design and elegant furnishings. The integrated living area and bedroom open onto the bright terrace, inviting in...  …see more

10 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £201 /night

£1404 - £3451 / week

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Key info:

  • Not suitable for children
  • No pets allowed
On a lush hillside overlooking Marigot Bay and its lovely beach, Villa Case et Cuisine blends island comfort with casual sophistication and provides a perfect vacation retreat for couples or families with children. The main terrace with its teak table and chairs is i...  …see more

13 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £209 /night

£1462 - £4094 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in exclusive community of Pointe Milou, Villa Little Caramba (BBE) is a charming, one-bedroom studio-style villa that can be rented individually or can be combined with the nearby two-bedroom Villa Caramba (MBA). Villa Little Caramba's integrated living and b...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £836 /night

£5848 - £19503 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The aptly named Villa Imagine looks out over a wide expanse of tropical sea and sky from near the crest of the hill over Marigot. This delightful home offers a rare blend of simplicity and style, with a layout that makes the most of a great location and tasteful furn...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1671 /night

£11696 - £23392 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With some of the most exquisite landscaping on the island, Villa ADO enjoys a feeling of serenity while being centrally located. The gardens, terraces and pool of this St. Jean hillside villa offer many places for quiet relaxation, as well as a view of St. Jean Bay, ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £594 /night

£4153 - £20176 / 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 | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £508 /night

£3550 - £11404 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Victoria (VTA) offers contemporary and elegant furnishings, thoughtful design, and a well-equipped kitchen. The landscaped outdoor space is divided into areas for sunbathing, relaxing, or even taking an early stroll to admire the sunrise admiring the sunrise. V...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £410 /night

£2866 - £7603 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched high on Colombier hillside, Villa Grain de Folie (GDF) offers a splendid view over Gustavia, the islands of Saba and St. Eustatius, and brilliant Caribbean sunsets. The villa is tastefully decorated in a contemporary style. From the living room and the kitche...  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £477 /night

£3334 - £9357 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa L'Abricotier (DOR) combines the picture-postcard image of a Caribbean holiday--a sunny terrace, shimmering pool, and blue ocean--with a rare and inviting interior design accentuating warm and welcoming colors and a relaxing, suffuse light. Located in the presti...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £276 /night

£1930 - £6316 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bijou (HBV) opens up onto large front and back entertaining terraces, gardens, decks and a heated pool. With its elegant decor, artwork and antiques, ocean breezes, and nights with the sound of the surf, Villa HBV is sure to please. Recently renovated to offer ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £3342 /night

£23392 - £28071 / 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

5 Nights min stay

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from £1128 /night

£7895 - £10234 / 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 5

5 Nights min stay

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from £1671 /night

£11696 - £23392 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just steps from the beach in the village of Lorient, Villa MNR is a hidden treasure, a masterpiece of interior design and tropical landscaping. Ideal for families with children or a group of friends sharing the St. Barth experience together, this home offers places t...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £364 /night

£2544 - £5848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From the terrace of Villa Harry (Villa KPB) you look out over the most iconic view in the history of St. Barth images: the valley of Grand Saline stretching past the salt ponds to pristine dunes and then the blue waters of the Caribbean Sea. This exceptionally well-d...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £397 /night

£2778 - £10819 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Maracuja (MJA) blends the beauty of Caribbean surroundings with the peaceful ambience of Asian decor. Looking east over the Atlantic from high on a hillside in Vitet, this home is a favorite of many Sibarth's guests who have fallen in love with its unique charm...  …see more

20 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £101 /night

£702 - £1433 / 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 | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £485 /night

£3392 - £14620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Makasi brings a new level of design sophistication to the peaceful and little-known St. Barth neighborhood of Grand Fond. Located just a ten-minute stroll from the island's dramatic "côte sauvage," this home offers its guests exceptional levels of comfort and a...  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £117 /night

£819 - £1638 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just a one-minute stroll from the white sands of St. Jean Beach, you will find Villa CAP among the palms, a quaint island bungalow that invites you to relax and dream of simpler times. Surrounded by flowering gardens, the ambiance of this villa is one of classic West...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

14 Nights min stay

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from £2256 /night

£15790 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Sammartini (PES) brings touches of Tuscany to the exclusive island neighborhood of Domaine du Levant. This magnificent property's Italian owner sought to bring a little of his home country and transplant it here in St. Barth, and the result is a charming and co...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £318 /night

£2223 - £4620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Les Sables (CHL) indulges its guests with best of all worlds: a terrace just steps from the sea, green lawns and swaying palms, a refreshing pool, and classic Caribbean comfort. This property's charm and convenient Lorient location make it ideal for both couple...  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £376 /night

£2632 - £10527 / 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 £477 /night

£3337 - £6018 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From the wrap-around balcony of Villa Vialenc (VIA), guests enjoy the iconic St. Barth view of the harbor with all its charm and fascination for boat-lovers. Named for its mid-20th-century resident, the islands first doctor, Villa VIA is a piece of St. Barth history,...  …see more

24 Photos

House | 2 Bedrooms | sleeps 3

5 Nights min stay

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from £569 /night

£3977 - £18714 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the quiet hillside neighborhood of Petite Saline, looking out over the picturesque Lorient Bay, Villa Sea Dreams (AXS) offers modern comfort and stunning views. From this high vista, you can see the far western end of St. Barth as well as the islands of S...  …see more

24 Photos

House | 3 Bedrooms | sleeps 4

5 Nights min stay

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from £627 /night

£4386 - £14620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Light and bright, wide open interior spaces and a large and uniquely shaped pool make Villa MEL perfect for kids or for anyone who feels like smiling and having fun. Surrounded by royal palms and drenched in sun all day long, this home is the kind of villa that famil...  …see more