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383 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All towns
  • Anse de Lorient (10)
  • Camaruche (26)
  • Grand Cul de Sac (16)
  • Grand Fond (28)
  • Grande Saline (1)
  • Lorient (17)
  • 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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383 Results  |  
24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £454 /night

£3174 - £9282 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Casa Azul is a fully air-conditioned 3 bedroom villa offering panoramic views of the ocean and lagoon.  …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

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £411 /night

£2875 - £8384 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Bali is a 2 bedroom villa offering ocean and sunset views and a covered pool.  …see more

24 Photos

House | 1 Bedroom | sleeps 1

14 Nights min stay

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from £313 /night

£2186 / 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £471 /night

£3294 - £3893 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Splashes of color in the Asian-inspired decor and artworks enliven the serene atmosphere at Casa Zenial (Villa KAS). From its rare Saline location, Villa KAS looks out over swaying palm fronds at the valley of Grand Saline, the dunes beside the beach, and the blue Ca...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £565 /night

£3953 - £7486 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Luz is a 3 bedroom villa with a long lap pool and beautiful ocean and sunset views.  …see more

24 Photos

House | 4 Bedrooms | sleeps 5

5 Nights min stay

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from £1711 /night

£11977 - £23953 / 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 £326 /night

£2276 - £4731 / 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 £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

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

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

22 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £471 /night

£3294 - £9581 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Ever Sail (BOT) is a delightful modern villa sitting high above Grand Cul de Sac, with superb ocean views. The craftsmanship and the extensive use of teak along with the furnishings lend a unique nautical feel to this villa. In design and style, this home manag...  …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 | 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

23 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £574 /night

£4012 - £10779 / 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 £770 /night

£5390 - £5989 / 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

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £120 /night

£839 - £1677 / 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

12 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £343 /night

£2396 - £5989 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in the heights of St. Jean overlooking both the Bay of St. Jean and Saline, Villa La Pêche (JJB) offers a traditional West Indies style with a wide-open view of lush green hills and brilliant blue sky and sea. The living area is furnished in wicker and vibran...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £497 /night

£3474 - £14971 / 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

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

24 Photos

House | 4 Bedrooms | sleeps 4

14 Nights min stay

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from £3935 /night

£27545 / week

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Key info:

  • Not suitable for children
  • No pets allowed
High up in the hillside neighborhood of Vitet, overlooking Petite Cul de Sac to the north and Grand Fond to the south, Villa Angel (LHV) provides relaxing comfort with a modern, Caribbean flair. From the outside, the design reflects the simple lines of traditional We...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £471 /night

£3294 - £10779 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Located within walking distance from Marigot Beach, Marigot Bay has 2 bedrooms.  …see more

10 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £206 /night

£1438 - £3533 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £214 /night

£1498 - £4192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alta Vista is a very private 2 bedroom villa that offers stunning views of the ocean, lagoon and nearby islands.  …see more

20 Photos

House | 1 Bedroom | sleeps 2

5 Nights min stay

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from £411 /night

£2875 - £5689 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Newly built and stylishly decorated, Villa AMG, "La Magnifica," is situated at the far end of Vitet, offering a splendid view out over Petit Cul de Sac and Toiny. The loft-like living area and kitchen enjoys windows on three sides, looking out over the garden to one ...  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £154 /night

£1078 - £2276 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alouette offers wonderful ocean views and is very private with pool. The villa is overlooking a wonderful view on the ocean and the islands of Bonhomme, Tortue…  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £246 /night

£1719 - £26947 / 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

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £445 /night

£3114 - £9462 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
L'Abri Cotier is a 2 bedroom villa with ocean and sunset views.  …see more

20 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £223 /night

£1557 - £4791 / 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 | 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
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

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £989 /night

£6917 - £22006 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa "Oui" is a 4 bedroom villa with views of the ocean anf the sunset and is surrounded by tropical gardens.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £300 /night

£2096 - £5989 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alphane is a 1 bedroom extremely private home with a magnificient ocean view. It can also be rented with Arrowmarine to create a 5 bedroom vacation property. It has a magnificent view on Marigot bay and Turtle island.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £283 /night

£1977 - £4941 / week

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Key info:

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

20 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £424 /night

£2965 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £685 /night

£4791 - £10180 / 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

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 | 4 Bedrooms | sleeps 4

7 Nights min stay

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from £1190 /night

£8324 - £15509 / week

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Key info:

  • Not suitable for children
  • No pets allowed
At Villa Cap au Vent (MOZ), a relaxed, Mediterranean style combines with the most extraordinary of St. Barth locations to create a truly unique atmosphere. This home is at once both impressive and inviting: outside, the expansive view of the blue Atlantic will take y...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £420 /night

£2935 - £7785 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £217 /night

£1515 - £2995 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Face A La Mer is a 2 bedroom villa on the beach that is perfect for families or couples.  …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

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £2139 /night

£14971 - £41917 / 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

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £480 /night

£3354 - £9581 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched high on a west-facing hillside in Pointe Milou, Villa Safari (ARI) provides a panoramic view of the Atlantic coast of St. Barth all the way from Lorient Bay to Anse de Cayes as well as the island of St. Maarten in the distance. And while the view may be capti...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £685 /night

£4791 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Captain Cook is a 4 bedroom (suites) villa with ocean views and heated pool and jacuzzi.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £471 /night

£3294 - £7486 / 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

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £642 /night

£4492 - £15569 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Sous la Falaise (SOU) is nestled just above the water at the eastern end of St. Jean Beach. Separate cottages offer a superb view of the white-sand beach, the bay, and the islets farther off the coast. This private and well-situated villa is within easy walking...  …see more

21 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £349 /night

£2440 - £3798 / 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

11 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £300 /night

£2096 - £5989 / 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

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £3422 /night

£23953 - £62875 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Indian Song is a 5 bedroom villa with ocean views and tennis and beach nearby.  …see more

13 Photos

House | 1 Bedroom | sleeps 1

14 Nights min stay

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from £471 /night

£3294 / 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 | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £796 /night

£5569 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa La Desirade (THI) provides a variety of indoor and outdoor spaces for enjoying sun, seclusion or social life, depending on your mood. Located on the hillside of St. Jean and furnished in a pleasant tropical style with rattan, wood and white cotton fabric, Villa...  …see more