Villas in Windward: Rent luxury villas in Windward

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  • Caribbean
  • St. Barts
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  • Camaruche (10)
  • Lorient (14)
  • Marigot (18)
  • Mont Jean (12)
  • Petite Saline (7)
  • Pointe Milou (42)
  • Vitet (23)

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Also consider

Pointe Milou
42 properties
Vitet
30 properties
Morne Criquet
26 properties
Marigot
18 properties
Gites Lorient
14 properties
Mont Jean
12 properties
Camaruche
10 properties
Petite Saline
7 properties
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126 Holiday homes

Filters applied: Villa (126)

1 / 8

682-Bois Joli - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Bois Joli is a charming little Caribbean villa located on the heights of Vitet in St Barts.It offers a panoramic view on the bay of Marigot, Tortue island and Grand Cul de Sac lagoon is marvellous.A swimming pool, surrounded by large rocks, overlooks the ocean.This very  …see more

from £232 / night

£1620 / week

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from £232 / night

1 / 20

82-Milou - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Milou KID, located in Pointe Milou, has two bedrooms, two bathrooms and a pool. Stone steps lead to the villa that opens to a large living and dining area facing a spectacular view over the ocean and the surrounding islands. On the main level, to the left, a large  …see more

from £729 / night

£5100 - £8100 / week

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from £729 / night

(1) Excellent 

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41-Case et Cuisine - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuisine sensitively fuses contemporary style with traditional Caribbean elegance. The house is set dramatically on a series of terraces and is framed by l  …see more

from £369 / night

£2580 - £3480 / week

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from £369 / night

1 / 20

29-Beverly - Mont Jean villa sleeps 8

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Beverly BEV is an elegant and very private villa located on Mt. Jean, St Barts. This 4 bedroom villa offers privacy and an amazing view of the ocean, and the surrounding islands, with magnificent sunsets in the summer time. Mainly built on one level except steps leading  …see more

from £1500 / night

£10500 - £16800 / week

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from £1500 / night

1 / 18

622-Lorient Sunset - Lorient villa sleeps 2

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
St Barts Villa Lorient Sunset is located hillside in LorientThis roomy one bedroom villa is perfect for sun addictsFrom this villa you can enjoy views from every room as well as a dramatic sunset each evening of your St Barts vacationThe pool, the deck, and the terrace  …see more

from £583 / night

£4080 / week

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from £583 / night

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601-Sea Dream - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Sea Dream is located on the estate of villa Captiva in Marigot.This separate brand new bungalow is perfectly equipped and private from the main villa, with a separate entrance and parking.Sea Dream has a living room, a bedroom, a bathroom and an extra room for a child.T  …see more

from £579 / night

£4050 / week

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from £579 / night

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701-la Belle Epoque - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
La Belle Epoque is located in Marigot at a walking distance from the beautiful Grand Cul de Sac lagoon, and the beach of Marchale. The public access to these beaches is by the beautiful garden of the hotel Guanahani close by. The villa is surrounded by a very nice tro  …see more

from £840 / night

£5880 / week

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from £840 / night

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672-Kyody - Marigot villa sleeps 4

Windward / Marigot

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
Kyody is located on the height of Marigot, overhang the lagoon of Grand Cul de Sac at few minutes from the beaches of Grand Cul de Sac and Marigot.Kyody is a very private and spacious villa.Our customers like in this villa the ocean view from almost all the rooms, the l  …see more

from £240 / night

£1680 / week

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from £240 / night

1 / 14

336-Simplicity - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa BBE is a charming one bedroom villa that can be rented individually or can be combined with the adjacent Villa Caramba for the convenience of an additional 2 bedrooms both linked by a path through gardens. The living and bedroom areas share the same room with a pa  …see more

from £309 / night

£2160 - £4200 / week

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from £309 / night

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324-Belle Etoile - Camaruche villa sleeps 4

Windward / Camaruche

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient location. Sunset, the greatest show on Earth can be viewed from the covered dining area in the courtyard surrounded by lush tropical gardens. The wooden  …see more

from £257 / night

£1794 / week

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from £257 / night

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553-Cocoland - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Cocoland is located in one of the best spot of the island La Pointe Milou.This colonial style villa has a wonderful ocean view. The villa has a lot of assets like the ocean view, the sunset view, and a perfect privacy.A large deck with a pool is overlooking the ocean an  …see more

from £1569 / night

£10980 / week

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from £1569 / night

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125-Seaweed - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Seaweed SEA The ideas of Le Corbusier, Scarpa, Barragan and Mies Van der Rohe gave birth to the very first modern, contemporary, avantgarde villa on the island, just 10 years ago. Pure, minimalist lines harmonize perfectly with nature. Seaweed procures an unusual  …see more

Pricing unknown

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Pricing unknown

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708-Alta Vista - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
One of our two bedroom villas the most rented A full privacy A very attractive budgetAlta Vista is a villa nestled on the hillside of Vitet.A stunning ocean view, a full privacy, a pool overlooking the ocean, a perfect villa to recharge ones batteries.BEDROOMView: Ocean  …see more

from £600 / night

£4200 / week

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from £600 / night

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683-Alouette - Vitet villa sleeps 2

Windward / Vitet

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Alouette is a villa perched on the hillside of Vitet, overlooking the ocean.This one bedroom villa with a pool is a very affordable budget for a vacation on the island.BEDROOMView: Ocean Equipment: air conditioning, fan, safe, bathroom with shower Bed Size: King 6.56 ×  …see more

from £300 / night

£2100 / week

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from £300 / night

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130-Indigo Orchid - Lorient villa sleeps 2

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individually or can be combined with its neighbor villa, La Carette to make a total of 3 bedrooms. When rented separately, both villas maintain complete priva  …see more

from £360 / night

£2520 - £9900 / week

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from £360 / night

1 / 19

584-Blue Indies - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Blue Indies is a brand new villa ideally located within a walking distance to Marechale beach, a very private beach near the Guanahani Hotel and Spa. The lagoon of Grand Cul de Sac. The beach restaurant of the Guanahani Hotel. The tennis court of the Guanahani Hotel.Thi  …see more

from £3429 / night

£24000 / week

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from £3429 / night

1 / 18

188-Les Amis du Vent - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Les Amis Du Vent JAY A sweet sea of finesse and delicacy immediately submerges you when you enter for the first time into Villa Les Amis Du Vent. A magnificent garden literally leads into this sumptuous villa, adorned with white columns. The materials are noble na  …see more

from £2400 / night

£16800 - £33000 / week

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from £2400 / night

1 / 14

721-Phoenix - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Phoenix is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large open living room open onto a terrace and a pool.The two bedrooms have an ocean view.BEDROOMView: Ocean Equipment: air conditioning, mosquito net, TV, French sat  …see more

from £558 / night

£3900 / week

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from £558 / night

1 / 20

100-Caramba - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Caramba MBA is a delightful villa located at the end of Pt. Milou, with dramatic ocean views. It has been decorated with a wonderful use of both overstuffed wicker with white fabrics and mahogany beds with crisp white fabrics. The rooms are very bright and airy wi  …see more

from £669 / night

£4680 - £8400 / week

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from £669 / night

1 / 20

69-Eden House - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Air conditioning;
Villa Eden House GRO Eden House was one of the very first villas on the island. It has now become one of the finest contemporary achievements of the island. It also boasts an exceptional location with a path directly accessing the sea and double exposure both to Marigot  …see more

from £1372 / night

£9600 - £20010 / week

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from £1372 / night

1 / 20

662-Avenstar - Camaruche villa sleeps 10

Windward / Camaruche

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa Avenstar St Barts is made of five bedrooms, five bathrooms, and two pools. This amazing villa is located in the hillside of Camaruche and offers a stunning view over Lorient bay, St Maarten and the ocean. This newly built fully airconditionned villa has three leve  …see more

from £6858 / night

£48000 / week

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from £6858 / night

1 / 15

153-Adore - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Air conditioning;
Villa Adore ADR is simple beachfront villa under one roof in Lorient, St Barts. There is a great yard and easy access to the beach. There is a combination livingdining area with a counter separating the kitchen from the living room. The bedrooms are located off living a  …see more

from £378 / night

£2640 - £3360 / week

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from £378 / night

1 / 11

747-Harry - Petite Saline villa sleeps 4

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa Harry is a brand new 2 bedroom, 2 bathroom villa located in Saline, overlooking the ocean and hillside area.This tastefully decorated villa features the living room, dining room, fully equipped kitchen, two bedrooms with its ensuite bathrooms, spacious terrace and  …see more

from £772 / night

£5400 / week

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from £772 / night

1 / 15

Villa 3 bedrooms St Barts Montjean Pool Jacuzzi

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 2 km; Child friendly ; Air conditioning;
The villa measures 2691 ft2 interior surface and 1.2 acresTotal surface on a private and gated propertyEntrance to the property only with an entry codeThe villa is composed of two separate buildingsLarge outside space with covered patios and open terracesBreathtaking vi  …see more

from £720 / night

£5039 / week

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from £720 / night

1 / 20

629-Cumulus - Camaruche villa sleeps 14

Windward / Camaruche

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
This spacious property offers an incomparable ocean view on the bay of Lorient, as well as on a multitude of Islands Fourchue, Bonhomme, Frgate, Saint Martin et Anguilla...The villa is located at a short drive two minutes from the beautiful beach of Lorient.Cumulus com  …see more

from £6678 / night

£46740 / week

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from £6678 / night

1 / 13

318-Safari - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Perched above the ocean with panoramic views of the bays of Lorient, St. Jean, Anse des Cayes, and St. Maarten, sits Villa Safari ARI. This magnificent onebedroom villa located in Pointe Milou is on the north side of the island facing to the west.To create a warm atmosp  …see more

from £412 / night

£2880 / week

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from £412 / night

1 / 10

696-Sea Nymph - Mont Jean villa sleeps 2

Windward / Mont Jean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone is perfect for a couple. A large living offers a panoramic ocean view on the ocean and the bay of Marigot.The bedroom also has a panoramic ocean view.B  …see more

from £686 / night

£4800 / week

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from £686 / night

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293-Villa Les Jardins - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa Les Jardins dEmmanuel EMM has two bedrooms, two bathrooms and a pool. Located in Lorient, this villa offers a spendid view over the ocean and the surrounding islands. This newly built villa is spacious and contemporary. It offers a large livingdining room that ope  …see more

from £643 / night

£4500 - £7200 / week

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from £643 / night

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704-Oceana - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
St Barts Villa Oceana is a very private villa, located hillside at the far end of Vitet.This villa is perfect for the nature lovers and the amateurs of full privacy The villa has an unspoiled view on Toiny bay and the ocean.Nearest beach Marigot, Lorient, Petit Cul de S  …see more

from £708 / night

£4950 / week

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from £708 / night

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50-Hidden Treasures - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood could not have done better. Located in prestigious Pointe Milou, St Barts, newly renovated Villa Hidden Treasures is a tiny jewel that offers qualities r  …see more

from £540 / night

£3780 / week

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from £540 / night

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663-Villa 21 - Petite Saline villa sleeps 4

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa 21 is a villa located on the hillside of Lorient, close to Petite Saline.This very private villa has a stunned ocean view of Lorient Bay and the islands of quotFrgatequot, quotToc Vertquot and quotBonhommequot.BEDROOMView: Lorient bay Equipment: air conditioning,  …see more

from £789 / night

£5520 / week

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from £789 / night

1 / 20

144-Parsifal - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Parsifal PAF is a small new villa in the Carenage area of Pointe Milou, a few steps from the Christopher Hotel. This charming villa has one bedroom, one bathroom and a pool.The living area is very open and nicely decorated in a contemporary style with modern ameni  …see more

from £600 / night

£4200 - £6900 / week

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from £600 / night

1 / 12

546-Alize DEden - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Aliz dEden is located on the hillside of Pointe Milou.The villa has an ocean view of the ocean and the sunset.The living room and the two bedrooms open onto the pool and terrace, offering an ocean view from all rooms.BEDROOMView: Ocean Equipment: air conditioning, mosqu  …see more

from £480 / night

£3360 / week

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from £480 / night

1 / 20

114-La Vue Panoramique - Mont Jean villa sleeps 4

Windward / Mont Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
La Vue Panoramique PAT Located on exclusive Mont Jean, this villa enjoys 300 degree breathtaking views. Sint. Maarten, Anguilla, Marigot Bay and Grand Cul de Sac are included in the sight. The large black bottom overflow pool, heated during the winter season, as well as  …see more

from £935 / night

£6540 - £12000 / week

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from £935 / night

1 / 20

51-La Danse Des Etoiles - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
At first glance the alchemy of raw materials, mineral rock and rigorous concrete are palpable as they harmonize with the warmth and the nobility of wood and give birth to this unique and spectacular villa located in Pointe Milou. It took nearly two years for a team of s  …see more

from £6429 / night

£45000 / week

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from £6429 / night

1 / 16

87-Mandarine Bleue - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Mandarine Bleue LEA is one the real gems of Pointe Milou. From this villa, there is a 270 degree view and you will enjoy both sunrise and sunset. The villa is gaily decorated in blue and white and is extremely comfortable. Each bedroom is situated for privacy and  …see more

from £763 / night

£5340 - £9300 / week

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from £763 / night

1 / 20

702-Roy - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
The villa Roy is a 4 bedroom villa located in the hillside of Vitet. The villa has an amazing view on the lagoon of Grand Cul de Sac.This villa recently redone and refurnished has a new deck on which two palm trees are swinging by the trade winds.You will enjoy the kitc  …see more

from £849 / night

£5940 / week

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from £849 / night

1 / 17

115-Les Mouettes - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Les Mouttes PAY is a charming villa with heated pool, located in a private area in Vitet. With all of the rooms are under the same roof, it is a perfect family house.The spacious master bedroom is located on the first floor, with the other 2 small bedrooms located  …see more

from £360 / night

£2520 - £4200 / week

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from £360 / night

1 / 17

48-La Corniche - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
La Corniche DAY is located 150 feet above the water at the tip of Pointe Milou, St Barts, with panoramic views all the way to St. Martin. This breathtaking villa has large rooms with privacy and charm and provides both sunrise and sunset vistas. There are two bedrooms o  …see more

from £1200 / night

£8400 - £10200 / week

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from £1200 / night

1 / 20

315-Amelie - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
Villa Amelie KAM 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 Swedish de  …see more

from £1012 / night

£7080 - £10200 / week

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from £1012 / night

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