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389 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (10)
  • Camaruche (26)
  • Grand Cul de Sac (16)
  • Grand Fond (28)
  • Grande Saline (1)
  • Lorient (23)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petit Cul de Sac (102)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Toiny (6)
  • Vitet (33)

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389 Results  |  
24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £255 /night

£1783 - £27951 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Bonbonniere is a fully air-conditioned 1 bedroom villa with an ocean view.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

14 Nights min stay

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from £1331 /night

£9317 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high in the hilltop neighborhood of Petite Saline, Villa GEA offers the charm of traditional West Indies design with dramatic views of Lorient Bay and the blue ocean beyond. A wide, stone-tile terrace with a shimmering infinity pool provides chaises for sunni...  …see more

24 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £222 /night

£1553 - £3013 / 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

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Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £13665 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Sea Bird is a 3 bedroom villa located on the exclusive estate "Montjean". It offers ocean views, pool and jacuzzi.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £906 /night

£6336 - £19876 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Domingue is a 4 bedroom villa with ocean and sunset views.  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1331 /night

£9317 - £18634 / 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 £577 /night

£4038 - £13292 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From up in the hills of the secluded neighborhood of Vitet, Villa Abby (ABB) looks out over the islets of Tortue, Toc Vert, and Fregate, as well as Marigot Bay and Petit and Grand Cul de Sac. Comfortable indoor and outdoor living and dining areas make this villa an i...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £400 /night

£2796 - £9938 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
C'est La Vue is a 2 bedroom villa that offers beautiful ocean and sunset views.  …see more

19 Photos

House | 1 Bedroom | sleeps 2

5 Nights min stay

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from £329 /night

£2299 - £4348 / 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

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £870 /night

£6087 - £24845 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Blues Indies is a 3 bedroom villa with ocean views and all the hotel's advantages such as room service, spa and tennis court access.  …see more

22 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £533 /night

£3727 - £12112 / 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

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £400 /night

£2796 - £7454 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Lin is a 3 bedroom villa surrounded by a garden. It offers ocean and sunset views and a pool.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £790 /night

£5528 - £18634 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
La Rose Des Vents is a 4 bedroom villa offering ocean views and beach restaurants and lagoon are nearby.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £515 /night

£3603 - £14907 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Mapou is a 2 bedroom villa with ocean views.  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1265 /night

£8851 - £24069 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Named for the Hindu goddess of wealth, love and spiritual prosperity, who is believed to be the embodiment of beauty, Villa Lakshmi (LLA) is itself a temple of beauty, a place where guests will marvel at their good fortune of having landed in this lovely corner of St...  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £317 /night

£2215 - £9938 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Villa Ted located in the beautiful surroundings of Dévé, has a stunning panoramic view of the over Grand Cul de Sac and the island of Tortue.  …see more

24 Photos

House | 2 Bedrooms | sleeps 3

5 Nights min stay

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from £586 /night

£4100 - £10373 / week

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Key info:

  • Not suitable for children
  • No pets allowed
One of the real gems of Pointe Milou, Villa Mandarine Bleue (LEA) is provides a 270-degree view, affording its guests the rare opportunity to enjoy both sunrise and sunset. With a color scheme of blue and white, the villa is cheerful and extremely comfortable. Villa ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £489 /night

£3417 - £7764 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Luz was built with privacy and relaxation in mind. Perfect for families and groups of friends, it is built on three different levels with views over beautiful Lorient Bay. A large built-in BBQ and dining area is perfect for entertaining at lunch or dinner. Gorg...  …see more

13 Photos

House | 1 Bedroom | sleeps 1

14 Nights min stay

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from £489 /night

£3417 / week

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Key info:

  • Not suitable for children
  • No pets allowed
On a hillside overlooking the picturesque bay of Grand Cul de Sac, Villa Bamboo (AAA) brings you a little bit of paradise in a traditional St. Barth way. Open and breezy, this home is perfectly suited to unwinding and enjoying a true escape from reality. From the ope...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £799 /night

£5591 - £6212 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the private and gated community of Domaine du Levant in Petit Cul de Sac, Villa Lagon Vert (LAV) is a brand new construction with sophisticated design and an exceptional view. Furnished in a clean, contemporary style, this 3-bedroom home provides its gues...  …see more

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £1849 /night

£12943 - £17976 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The aptly-named Villa Seascape (SEE) sits right on Pointe-Milou hillside with a breathtaking 180-degree ocean view and a private access to the beach in the cove below. This luxurious and chic property is designed with living areas and bedrooms on two levels, providin...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £400 /night

£2796 - £7454 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Carmen is a spacious, contemporary 3 bedroom villa with ocean views.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £435 /night

£3044 - £11491 / 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 | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £1243 /night

£8696 - £27951 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Fleur de Cactus (FLE) is a brand-new property high on the Lurin hillside offering a spendid view over the ocean with year-round sunsets. This home incorporates a number of glamourous features of design and architecture, such as a wall-size Michelangelo detail a...  …see more

13 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £400 /night

£2796 - £4659 / 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 4

5 Nights min stay

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from £666 /night

£4659 - £15528 / 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

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £515 /night

£3603 - £13044 / 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

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £435 /night

£3044 - £8075 / 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £440 /night

£3075 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A beautiful contemporary villa located in Pointe Milou. Just recently renovated the villa has a lovely light filled living area opening to an infinity pool and the magnificent sunset and ocean views.  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £169 /night

£1181 - £2920 / 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

24 Photos

House | 1 Bedroom | sleeps 1

14 Nights min stay

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from £324 /night

£2268 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in the apartment complex of Les Terrasses on the hillside of St. Jean, ARD offers a wonderful view of the bay of St. Jean, convenience to the shops and restaurants in St. Jean Village, and the enjoyment of the large communal pool and sun deck. This one-bedroo...  …see more

21 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £622 /night

£4348 - £12423 / 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

10 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1065 /night

£7454 - £27951 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Arrowmarine is a 4 bedroom villa that offers ocean views and private steps leading down to a dock and the sea.  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £657 /night

£4597 - £18013 / 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

21 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £362 /night

£2531 - £3940 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Similar in design and furnishings to its neighboring bungalows, Villa Val André and Villa Cap Frehél, Villa Dahouët (RLD1) is the ideal spot for those seeking a picture-perfect spot for a St. Barth idyll. Right on the beach at the far end of St. Jean Bay, Villa RLD1 ...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £835 /night

£5839 - £17392 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Le Roc is a 3 bedroom villa with private access to beach and offers ocean views and a pool.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £1154 /night

£8075 - £15528 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Reef Point (RFP) boasts one of the finest locations on the island. At the very farthest point of the end end of St. Jean Bay, Villa RFP looks down over the clear blue water and out over the curve of the white sand beach. Recently built and decorated in contempo...  …see more

15 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £932 /night

£6522 - £20187 / week

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Key info:

  • Not suitable for children
  • No pets allowed
As St. Barth neighbors go, you could not be in better company than you will find here. At the eastern end of the gleaming crescent of Flamands Beach, you are among some of the finest villas and hotels on the island. When you enter Villa TCK you are presented with a b...  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £710 /night

£4969 - £10560 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
La Vigie is a 4 bedroom villa located on the cliffs with a fabulous view over St. Jean bay. The villa has a lovely terrace with a pool and plenty of areas for relaxation and enjoying the view. The interior spaces include a large and fully air-conditioned dining area opening onto the covered terrace and a well-equipped kitchen leading from the living area, also with access to the terrace.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £542 /night

£3789 - £12982 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Bel Ombre is a 3 bedroom villa that overlooks the ocean and is only a few minutes drive away from restaurants and water sports.  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £506 /night

£3541 - £9938 / 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £400 /night

£2796 - £9938 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
"Au Coeur du Rocher" is a luxurious, 2 bedroom villa, located on the hillside of Vitet, overlooking Marigot and Pointe-Milou. Very elegant & private the villa offers a dramatic view over the ocean and surrounding landscape.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £507 /night

£3544 - £6392 / 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £205 /night

£1429 - £6833 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Flora is a charming French Caribbean home located in Camaruche with a beautiful view over Marigot Bay. Very comfortable and tastefully decorated the villa has 2 bedrooms with en-suite bathrooms completely independent of each other, a living room opening to the terrace and the view and an outdoor, covered living area and terrace with large pool. Surrounded by lush tropical gardens, the villa is extremely private and just a 5 minute drive to Lorient Beach.  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £666 /night

£4659 - £8696 / week

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Key info:

  • Not suitable for children
  • No pets allowed
At the crest of the hill that tops the exclusive Pointe Milou neighborhood, Villa Seaweed (SEA) expresses itself in unique and thoughtful designs in every way possible: landscaping, architecture and decor. The path to the house is flanked by a sea of fountain plants ...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £2219 /night

£15528 - £43479 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Le Manoir de Lorient is a 5 bedroom villa and is only steps away from Lorient Beach.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £3106 /night

£21740 - £27951 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Like its celebrated cousin property, The Peak, Teman (Villa TMN) is the brainchild of designer Wolfgang Ludes in cooperation with architect Johannes Zingerle. Located near a hilltop ridge overlooking St. Jean, the vantage point of Villa TMN provides stunning views of...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £422 /night

£2951 - £11491 / 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

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1198 /night

£8386 - £10870 / 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 £1331 /night

£9317 - £18634 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The stone path at the entryway to Villa Hill House (BOW) leads to a choice: On your right, a jaw-dropping view of the Atlantic, the islands of Tintamarre and Anguilla visible in the distance. On your left, a home so inviting and elegant that it rivals the natural bea...  …see more