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388 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 (22)
  • 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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Also consider

Petit Cul de Sac
101 properties
Pointe Milou
57 properties
Saint Jean
47 properties
Flamands
45 properties
Gouverneur
44 properties
Gustavia
41 properties
Morne Criquet
34 properties
Vitet
32 properties
Grand Fond
28 properties
Camaruche
26 properties
Colombier
25 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Marigot
20 properties
Lurin
18 properties
Grand Cul de Sac
16 properties
Anse des Cayes
15 properties
Anse de Lorient
10 properties
Petite Saline
9 properties
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388 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2840 /night

£19876 - £99379 / week

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Key info:

  • Great 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

Excellent 5/5 

7 Nights min stay

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from £602 /night

£4214 - £21793 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great 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 £519 /night

£3630 / week

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Key info:

  • Swimming pool
  • Great 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

15 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £692 /night

£4838 - £16129 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Main level : Infinity pool, Terrace, Living-room, Dining-room, Fully-equipped kitchen, Master bedroom #1, Ensuite bathroom with rain shower, Dressing-room, Master bedroom #2, Ensuite bathroom with rain shower, Dressing-room.  …see more

9 Photos

Villa | 1 Bedroom | sleeps 3

5 Nights min stay

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from £283 /night

£1976 - £4355 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This private Balinese-style villa is located Toiny on the "wild side" of St. Barth and after a small path that winds through the heart of high tropical grasses (5 minutes walk from the luxurious Le Toiny - Relay & Châteaux).  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £245 /night

£1709 - £6212 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £274 /night

£1917 - £6250 / week

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Key info:

  • Swimming pool
  • Great 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

23 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £178 /night

£1243 - £2796 / week

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Key info:

  • Swimming pool
  • Great 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 £539 /night

£3771 - £10870 / week

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Key info:

  • Swimming pool
  • Great 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

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £355 /night

£2485 - £12423 / 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 | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £435 /night

£3044 - £9814 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on the heights of Pointe Milou, one of the most popular areas of St Barth, Villa Mandarine offers an amazing panoramic view on the sea toward Lorient and St Jean bays and the exceptional opportunity to enjoy both sunrise and sunset  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

6 Nights min stay

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from £311 /night

£2174 - £2796 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1083 /night

£7575 - £26516 / week

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Key info:

  • Swimming pool
  • Great 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £666 /night

£4659 - £20715 / week

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Key info:

  • Swimming pool
  • Great 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 | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £163 /night

£1140 - £3044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Coral is a lovely 2 bedroom villa, ideal for a couple with a child.  …see more

7 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £426 /night

£2982 - £15528 / week

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Key info:

  • Swimming pool
  • Great 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

8 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

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from £102 /night

£712 - £901 / week

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Key info:

  • Not suitable for children
  • Pets welcome

3-room house 135 m2, nice and tasteful furnishings: entrance hall. Living/dining room 60 m2 with open fireplace, satellite-TV and stereo unit. Exit to the terrace. Open gallery 17 m2 with 1 sofa bed and library. 1 room 12 m2 with 1 french bed (160 cm). 1 room 12 m2 with 2 beds. Kitchen (4  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £595 /night

£4162 - £12112 / 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 | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1003 /night

£7019 - £18634 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Desirade is a 4 bedroom villa with views of all of Saint Jean Bay and is only a short walk to the beach.  …see more

24 Photos

House | 4 Bedrooms | sleeps 5

5 Nights min stay

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from £932 /night

£6522 - £24845 / 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

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £320 /night

£2237 - £4224 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Lorient Sunset is a 1 bedroom villa with beautiful ocean and sunset views.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1025 /night

£7174 - £22827 / 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

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

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £366 /night

£2556 - £9566 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Pay 6 Nights Stay 7. Apr. 16 - Dec. 14, 2014 & 2015. Escape is a very private 3 bedroom villa just a few steps from the beach and has a pool and jacuzzi surrounded by a tropical garden.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2485 /night

£17392 - £77640 / 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

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £373 /night

£2609 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
La Belle Epoque is a 1 bedroom villa with ocean views and within walking to beaches and restaurants.  …see more

24 Photos

House | 4 Bedrooms | sleeps 5

5 Nights min stay

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from £1775 /night

£12423 - £24845 / 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

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 | 4 Bedrooms | sleeps 4

7 Nights min stay

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from £1234 /night

£8634 - £16087 / 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

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

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £471 /night

£3292 - £12174 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Nestled on the tranquil hillside of St. Jean, Villa Kir Royal (KRL) is a recently renovated property within walking distance of the village's beach, shops and restaurants. Set amid a verdant tropical garden and looking out over the bay of St. Jean and the Atlantic Oc...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £444 /night

£3106 - £12423 / 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

24 Photos

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £977 /night

£6833 - £27951 / week

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Key info:

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

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £497 /night

£3479 - £9938 / 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

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £826 /night

£5777 - £18634 / 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £577 /night

£4038 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Casa Zenial is a 3 bedroom villa with views of Saline Beach.  …see more

14 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £205 /night

£1429 - £6833 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Surrounded by flowering purple bougainvillea and yellow frangipani, Villa VEL answers this tropical profusion of colors with bursts of blue: turquoise, azure, powder, and sky. With a view over St. Barth's green hillsides and the Atlantic in the distance, this relaxed...  …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

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £258 /night

£1802 - £8075 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Pay 6 Nights Stay 7 May 11 - Jul 10, 2015. Heloa is a 3 bedroom villa that gets lots of sun and offers ocean and sunset views.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £790 /night

£5528 - £19255 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Khajuraho is a 3 bedroom villa offering ocean and sunset views.  …see more

24 Photos

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 | 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

19 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £293 /night

£2050 - £5280 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa CHO commands spectacular views of St. Barth's eastern end from its vantage point high on a hillside in Vitet. From nearly every room in this house you can look out over the bays of Grand and Petit Cul de Sac and the open ocean beyond. The villa is painted and d...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £293 /night

£2050 - £6709 / 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 | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1598 /night

£11181 - £12423 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Vie en Rose (Villa SUN) provides the best of both worlds for its guests: vast, sun-drenched outdoor spaces balanced by cool and shaded interiors. Located in Petite Cul de Sac, this property is perfect for entertaining, offering plentiful seating around the large p...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £249 /night

£1740 - £8013 / week

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Key info:

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

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £338 /night

£2361 - £4038 / week

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Key info:

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

7 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £386 /night

£2702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Villa Casa Blanca is a charming 2 bedroom villa located on the top of the hill offering a view over the both Grand Cul de Sac and Petit Cul de Sac, St. Barth.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £267 /night

£1864 - £3789 / 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