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389 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 (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  |  
20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £462 /night

£3234 - £9282 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Fabulous designer villa with one of the most beautiful views of St Barth looking over the bay of Lorient, St. Jean, Anse des Cayes and neighboring islands. The villa designed by the architect owner, was constructed out of Java teak in Bali and transported back to its Pointe Milou site in St. Barth.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £428 /night

£2995 - £11977 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From the vista of Villa Surf View (SUR), looking out over the Caribbean and the unspoiled hills of the island's Côte Sauvage, you can see a vision of St. Barth's simpler past while enjoying the creature comforts of the present. Decorated with an efficient yet imagina...  …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

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 | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £326 /night

£2276 - £3893 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Les Sables is a private 2 bedroom villa on the beach.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £300 /night

£2096 - £7186 / week

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Key info:

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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £240 /night

£1677 - £7725 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Kyody is a very private 2 bedroom villa with large living area and an astonishing ocean view.  …see more

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £565 /night

£3953 - £11378 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bliss (DKD) is an architectural jewel that stands out among the numerous exceptional homes in St. Barth. Ingeniously integrate into the natural environment of its Pointe Milou setting, this villa melds two characters: the high vista offering sweeping views and ...  …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

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1284 /night

£8983 - £17965 / week

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Key info:

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

24 Photos

House | 5 Bedrooms | sleeps 5

14 Nights min stay

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from £2310 /night

£16168 / 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

19 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £557 /night

£3893 - £9282 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £373 /night

£2605 - £5989 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Harry is a 2 bedroom villa with ocean views and is within walking distance of Saline beach.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £805 /night

£5629 - £16767 / 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

18 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
Villa Cap Fréhel (RLD3) offers an unbeatable location for a couple seeking a relaxing spot with an unbeatable view, along with a number of uncommon advantages. Just a short walk across a grassy lawn from the waters of St. Jean Bay, Villa RLD3 looks out at one of the ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £805 /night

£5629 - £17306 / week

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Key info:

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

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £488 /night

£3414 - £9581 / 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

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £300 /night

£2096 - £5689 / week

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Key info:

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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £385 /night

£2695 - £9581 / week

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Key info:

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

13 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £385 /night

£2695 - £4492 / week

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Key info:

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

24 Photos

House | 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

5 Nights min stay

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from £599 /night

£4192 - £14971 / week

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Key info:

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

24 Photos

House | 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £197 /night

£1378 - £6587 / week

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Key info:

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

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2396 /night

£16767 - £74851 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Anna is located on the hills of the private estate of Levant in Petit Cul-de-Sac in St Barths.  …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

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 | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £762 /night

£5330 - £17965 / 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

House | 4 Bedrooms | sleeps 4

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
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

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £522 /night

£3653 - £12515 / week

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Key info:

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

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £497 /night

£3474 - £12575 / 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 | 1 Bedroom | sleeps 2

5 Nights min stay

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from £317 /night

£2216 - £4192 / 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

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1049 /night

£7340 - £44911 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
7th Night Free Nov. 21 - Dec. 14, 2014 & Nov. 21 - Dec. 14, 2015. La Vie En Rose is a 5 bedroom waterfront villa with ocean views and access to 2 community tennis courts.  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £529 /night

£3698 - £5726 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Val André (RLD2) is one of those places that visitors to St. Barth gaze at and think, "I wish I were there." Located at the far end of St. Jean beach, this lovely retreat looks out over the expanse of the bay, the waves breaking on the reef and the Atlantic Oce...  …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

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £274 /night

£1917 - £3953 / 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

13 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £214 /night

£1498 - £4192 / 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 £1219 /night

£8533 - £23204 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £565 /night

£3953 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Cocoland is a 2 bedroom villa with ocean and sunset views.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £574 /night

£4012 - £11677 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
High on the hillside between St Jean and Saline, the villa is extremely well located: few minutes by car from St Jean beach and Saline beach, close to the geographic center of St Barth, and away from St Barth noisy roads.  …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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £308 /night

£2156 - £7186 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Mirande is a 3 bedroom villa offering ocean and sunset views.  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £557 /night

£3893 - £14971 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Diamond (DIA) welcomes its guests into a perfect world of thoughtful and stylish design. Built in 2012, this property benefits from the informed experience of an owner who knows exactly what visitors to St. Barth need. On a centrally located hillside overlookin...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £471 /night

£3294 - £4072 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Axis is a 3 bedroom villa with beautiful ocean and sunset views. One of the most beautiful ocean views of the island!  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £411 /night

£2875 - £20959 / 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

18 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £257 /night

£1797 - £3653 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alize D'Eden is a 2 bedroom house offering magnificient ocean and sunset views. Alizé d’Eden is a house rental in St Barts located on the hillside of the greatly prized estate of Pointe Milou.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £385 /night

£2695 - £11977 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Le Motu is a 2 bedroom villa with stunning views of the lagoon and is walking distance away from the beach and restaurants.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £565 /night

£3953 - £13174 / 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

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