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107 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All towns
  • Camaruche (3)
  • Grand Cul de Sac (4)
  • Grand Fond (6)
  • Lorient (7)
  • Marigot (3)
  • Mont Jean (2)
  • Morne Criquet (14)
  • Petit Cul de Sac (51)
  • Pointe Milou (8)
  • Toiny (2)
  • Vitet (7)

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107 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2674 /night

£18714 - £93568 / week

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Key info:

  • Suitable for children of all ages
  • 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 £527 /night

£3689 - £20519 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • 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
  • Suitable for children of all ages
  • 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

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £335 /night

£2340 - £11696 / 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 £1019 /night

£7132 - £24965 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £230 /night

£1609 - £5848 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

23 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £168 /night

£1170 - £2632 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
Villa Ti Rêve, literally meaning "little dream", is a real haven of peace located in Grand Cul de Sac with undeniably everything to offer for a stylish, relaxing holiday.  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £508 /night

£3550 - £10234 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £627 /night

£4386 - £19503 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £258 /night

£1805 - £5884 / week

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Key info:

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

7 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £402 /night

£2808 - £14620 / week

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Key info:

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

24 Photos

Villa | 2 Bedrooms | sleeps 4

6 Nights min stay

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from £293 /night

£2047 - £2632 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

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

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 | 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

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

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 | 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

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 | 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

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 | 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 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

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £585 /night

£4094 - £22223 / 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

5 Nights min stay

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from £351 /night

£2457 - £8188 / 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

16 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £209 /night

£1462 - £5264 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa les Lataniers (REL) is located high above St. Jean, with a great view and a convenient location. The living area and bedrooms are decorated in a bright and airy style, with wood tones and with fabrics. This is a great house for families or two couples sharing a...  …see more

22 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £502 /night

£3509 - £11404 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bord de Mer (BDM) is an elegant, West Indies style villa surrounded by lush tropical flora, just a one-minute stroll via its own private path to the beautiful, white-sand beach of St Jean. The spacious interior is decorated with dark wood antiques and light fab...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £402 /night

£2808 - £20468 / week

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Key info:

  • Not suitable for children
  • No pets allowed
High on the hillside of St. Jean, hidden among frangipani and flambouyant trees, Villa Terre Indigo (BOR) offers well-appointed and smartly designed comfort for those in search of an island retreat with a magnificent view. You enter the villa straight into the breezy...  …see more

21 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £405 /night

£2831 - £11696 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From a high vantage point on the hillside of St. Jean, Villa Isia (LIS) looks out over a breathtaking expanse of clear, blue water to the islets in the distance. Chic and modern in design and decor, and with advantages like a well-equipped kitchen (wine cellar availa...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £410 /night

£2866 - £10819 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high on a St. Jean hilltop, the aptly named Villa Super Sky (BBA) provides rare character for a St. Barth home, partly for its blend of stone walls with all-natural fabrics and decor, and partly for its spacious terrace and two pools. All bedrooms are fairly ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £786 /night

£5498 - £16901 / 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