Villas in Windward: Rent luxury villas in Windward

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  • Caribbean
  • St. Barts
  • Windward
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  • Camaruche (6)
  • Lorient (4)
  • Marigot (2)
  • Mont Jean (5)
  • Pointe Milou (19)
  • Vitet (7)

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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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43 Holiday homes

Filters applied: Private pool (43)

13

130-Indigo Orchid - Lorient villa sleeps 2

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

5

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £385 / night

£2308 - £9231 / week

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from £385 / night

20

29-Beverly - Mont Jean villa sleeps 8

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

33

BelAmour, a St. Barths Luxury Villa for Lovers - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
- Are you looking for a place where to celebrate your love for a special someone?- Are you the kind of person who want the best they can get, not for boasting, but for their own, private enjoyment?Then, let the magic of BelAmour help your couple create lifelong memories  …see more

from £654 / night

£4572 - £10693 / week

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from £654 / night

(1) Excellent 

6

41-Case et Cuisine - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

13

318-Safari - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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

20

315-Amelie - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

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
  • Swimming pool
  • Child friendly
  • Air conditioning
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

19

125-Seaweed - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

20

96-Kaiteki - Camaruche villa sleeps 6

Windward / Camaruche

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Kaiteki LUZ was built with privacy and relaxation in mind. Perfect for families and large groups, it is built on three different levels with views over beautiful Lorient Bay. The main terrace includes a covered outdoor living area, the primary dining area, as well  …see more

from £566 / night

£3960 / week

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from £566 / night

15

122-Raia - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Raia RIA is located directly on Lorient Beach, one can hear the sound of the waves lapping against the shore. The beach is quite calm and there are constant breezes. With mosquito netting in both bedrooms, it is possible to sleep with just the breezes. This villa  …see more

from £643 / night

£4500 - £9900 / week

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from £643 / night

20

82-Milou - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

17

48-La Corniche - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

20

144-Parsifal - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

17

45-Cheyenne - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand Petit Cul de Sac and the open ocean beyond. The villa is painted in a very soft pastel pink stucco. Openair hallways and numerous tropical plantings  …see more

from £729 / night

£5100 / week

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from £729 / night

14

336-Simplicity - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

10

50-Hidden Treasures - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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

20

100-Caramba - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

9

53-Villa Pastel - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style, the villa has been constructed using modern materials such as wood, polished concrete, steel and glass, while at the same time keeping a traditional i  …see more

from £986 / night

£6900 - £13200 / week

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from £986 / night

17

115-Les Mouettes - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

10

132-Marisa - Camaruche villa sleeps 4

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harmonious colors and antique furniture. An extremely private villa with many areas for sitting in the shade or in the sun. The extensive gardens have som  …see more

from £549 / night

£3840 - £6600 / week

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from £549 / night

16

87-Mandarine Bleue - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

15

316-Anais - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The beautiful Villa Anais AIA in Vitet, at the center of the eastern half of St. Barts, offers guests spectacular views of Grand Cul de Sac, Petit Cul de Sac, and St. Martin. Nestled high on a hillside facing north, the views, the warm Caribbean ambience, the sun and re  …see more

from £495 / night

£3465 - £5700 / week

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from £495 / night

8

162-Sea Breeze - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping and St. Martin in the distance. It is only a few meters from Lorient Beach. There is an indoor and outdoor dining and a nice deck on two levels with a  …see more

from £498 / night

£3480 - £5040 / week

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from £498 / night

20

227-Cap Au Vent - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Cap Au Vent MOZ Located on a cliff at the very tip of Pointe Milou, St Barts chicest neighborhood, Villa Cap au Vent MOZ is truly one of the most deluxe and extraordinary villas on St. Barts. Totally private, surrounded by the ocean and its breezes, Villa Cap au V  …see more

from £2550 / night

£17850 - £46500 / week

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from £2550 / night

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
  • Swimming pool
  • Child friendly
  • Air conditioning
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

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
  • Swimming pool
  • Child friendly
  • Air conditioning
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

20

324-Belle Etoile - Camaruche villa sleeps 4

Windward / Camaruche

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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

16

78-Jane - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Jane JMS is a unique hideaway perched in complete privacy on a beautiful hillside in Pointe Milou, St Barts. The villas look is sophisticated, yet casual glamorous and easy calming and serene. Come to Villa Jane and prepare to do absolutely nothing, with one of th  …see more

from £690 / night

£4830 - £10500 / week

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from £690 / night

15

52-LAbricotier - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa LAbricotier DOR is located in Pointe Milou, St Barts, with a spectacular view of the ocean. This villa is tastefully decorated in shades of periwinkle blue, beige and off white. As you enter in the front door you have a large, wideopen space, which splits, as a li  …see more

from £738 / night

£5160 - £9480 / week

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from £738 / night

20

28-Festival - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Festival BEN is a very private and spectacular villa situated on Pointe Milou. There is a infinity pool with large spaheated dramatically nestled into the cliffside landscape with views looking out over the ocean. There is a lot of outdoor space with a covered din  …see more

from £1158 / night

£8100 - £11400 / week

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from £1158 / night

20

30-Bibi - Vitet villa sleeps 8

Windward / Vitet

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
There is a resident cat on this property.Villa Bibi BIB is perfection in every detail. Located high in Vitet, St Barts, with an incredible view over Cul de Sac and Tortue island, this villa offers peace, privacy, serenity and beauty. The villa has been built using natur  …see more

from £1158 / night

£8100 - £17400 / week

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from £1158 / night

8

135-Kokono - Camaruche villa sleeps 6

Windward / Camaruche

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Kokono VKA is nestled in the hillside of Camaruche and offers a beautiful view over Lorient bay and the surroundings islands. It features beautiful sunsets year round. Road noise can be heard due to proximity of the road.Recently built, this new villa is lovely. I  …see more

from £849 / night

£5940 - £12000 / week

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from £849 / night

19

312-Abby - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Abby ABB is a very private and sensational villa set high in Vitet, St Barts. Abby offers guests some of St. Barths most dramatic sea views, including the islands of Tortue, Toc Vert, Fregate and Anguilla, as well as the Bay of Marigot. Petit and Grand Cul de Sac  …see more

from £840 / night

£5880 - £11700 / week

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from £840 / night

20

327-Om - Mont Jean villa sleeps 8

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Om AOM is located in the exclusive private gated community of Mont Jean on the north side of the island. The impressive villa offers stunning views of Tortue Island and Marigot Bay. The large infinity pool gives the illusion of merging with the gin clear waters of  …see more

from £3858 / night

£27000 / week

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from £3858 / night

16

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £330 / night

£2304 - £12659 / week

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from £330 / night

20

113-Elevation - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming and private, Villa SIB PAR is located on the Mont Jean hillside, St Barts. The villa has 3 bedrooms and can be combined with a separate cottage at the entrance of the property.The villa is built mainly on one level and has views in both directions, toward Point  …see more

from £1543 / night

£10800 - £27000 / week

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from £1543 / night

20

36-Bon Temps - Pointe Milou villa sleeps 12

Windward / Pointe Milou

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bon Temps BTR Built in Palladianstyle adapted to the tropics, Bon Temps BTR is a six bedroom villa located on the west side of Pointe Milou, St Barts, with broad sunset views of Chevreaux, Fourchue, Toc Vers, St Martin and Anguilla. Elegant openair living is enjoyed fro  …see more

from £2143 / night

£15000 / week

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from £2143 / night

20

340-La Banane - Lorient villa sleeps 18

Windward / Lorient

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Banane BAN A secret estate, a confidential address, a unique intimate atmosphere. A privileged place where you unpack your suitcase with a deepset feeling of having found the right place. An exceptional hideout where you come to lose yourself, the better to find yoursel  …see more

from £5572 / night

£39000 / week

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from £5572 / night

18

Villa Tranquille - Vitet villa sleeps 6

Windward / Vitet

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled in the hillside of Vitet, “Villa Tranquille” is a very private, very quiet three-bedroom villa surrounded by tropical gardens with breathtaking views over the turquoise lagoon of Grand Cul de Sac, Petit Cul de Sac, Mont Jean and the surrounding islands. The  …see more

from £272 / night

£1900 - £9800 / week

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from £272 / night

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