Windward Apartments, Estates and cottages

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  • Caribbean
  • St. Barts
  • Windward
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  • Camaruche (10)
  • Lorient (14)
  • Marigot (18)
  • Mont Jean (12)
  • Morne Criquet (26)
  • Petite Saline (7)
  • Pointe Milou (42)
  • Vitet (29)

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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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158 Holiday homes

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Reef Point (RFP) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa Reef Point (RFP) boasts one of the finest locations on the island. At the very farthest point of the end end of St. Jean Bay, Villa RFP looks down over the clear blue water and out over the curve of the white sand beach. Recently built and decorated in contemporar  …see more

from £1418 / night

£9924 / week

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from £1418 / 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 / 19

Namaste (AUM) - Morne Criquet house sleeps 2

Windward / Morne Criquet

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
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 overl  …see more

from £404 / night

£2825 / week

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from £404 / night

1 / 19

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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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 / 10

Case et Cuisine (CEC) - Vitet house sleeps 2

Windward / Vitet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
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 idea  …see more

from £262 / night

£1833 / week

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from £262 / 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 / 24

Imagine (AME) - Vitet house sleeps 3

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
The aptly named Villa Imagine looks out over a wide expanse of tropical sea and sky from near the crest of the hill over Marigot. This delightful home offers a rare blend of simplicity and style, with a layout that makes the most of a great location and tasteful furnish  …see more

from £1091 / night

£7634 / week

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from £1091 / 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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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

(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

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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 / 24

La Carette (CAR) - Morne Criquet house sleeps 2

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Surrounded by a garden of hibiscus, cactus, and flambouyant trees, Villa La Carette (CAR) is a place for a true tropical escapism. The colorful exterior and magnificent wide ocean view are balanced by a soothing interior decor of rattan, dark hardwoods, and smooth terra  …see more

from £464 / night

£3245 / week

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from £464 / night

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Avenstar (STR) - Morne Criquet house sleeps 5

Windward / Morne Criquet

5 5 Min stay varies

  • 5 bedrooms
  • Sleeps 5
  • Min stay varies
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 th  …see more

from £1636 / night

£11451 / week

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from £1636 / night

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Kyody (KDY) - Vitet house sleeps 2

Windward / Vitet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa Kyody (KDY) is a very attractive South American style villa located on the Marigot hillside. It has lovely views over all Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with the  …see more

from £284 / night

£1985 / week

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from £284 / night

1 / 14

VEL (VEL) - Morne Criquet house sleeps 2

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
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 relax  …see more

from £251 / night

£1756 / week

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from £251 / night

1 / 18

BRO (BRO) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa BRO - This recently renovated 1 bedroom, 1 bathroom apartment is part of "Les Terrasses" condominium complex, located on the top of St-Jean.This lovely property is ideally located between the beautiful beaches of St-Jean and Saline. Just two minute drive  …see more

from £207 / night

£1451 / week

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from £207 / night

1 / 24

Hill House (BOW) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
The stone path at the entryway to Villa Hill House (BOW) leads to a choice: On your right, a jaw-dropping view of the Atlantic, the islands of Tintamarre and Anguilla visible in the distance. On your left, a home so inviting and elegant that it rivals the natural beauty  …see more

from £1636 / night

£11451 / week

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from £1636 / 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

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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

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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

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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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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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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 / 24

La Vigie (GRE) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Villa Vigie (GRE) is a wonderful villa perched on the cliff promontory over the east end of St. Jean Bay. The cozy and comfortable living area opens onto the terrace, pool and view. Conveniently located between Lorient and St. Jean village, Villa GRE is in close proximi  …see more

from £872 / night

£6107 / week

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from £872 / night

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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

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Cumulus (CML) - Morne Criquet house sleeps 7

Windward / Morne Criquet

5 7 Min stay varies

  • 5 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Ideally located on the western Camaruche hillside over Lorient Bay, Villa Cumulus (CML) stands out as one of the most remarkable new properties on the island, combining high-quality craftsmanship and contemporary design with numerous ecological features and conveniences  …see more

from £1625 / night

£11375 / week

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from £1625 / 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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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 / 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

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

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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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122-Raia - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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

1 / 10

132-Marisa - Camaruche villa sleeps 4

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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

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 / 18

Cap Plage (CAP) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Just a one-minute stroll from the white sands of St. Jean Beach, you will find Villa CAP among the palms, a quaint island bungalow that invites you to relax and dream of simpler times. Surrounded by flowering gardens, the ambiance of this villa is one of classic West In  …see more

from £153 / night

£1069 / week

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from £153 / night

1 / 24

Isa (RGR) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
The entrance to Villa RGR leads you up a teak staircase to a manicured lawn, a wide teak deck and shimmering infinity pool, and the magnificent view from this home's vantage point high on the hillside of St. Jean. From here you can see the broad expanse of St. Jean  …see more

from £927 / night

£6489 / week

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from £927 / 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 / 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

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