Windward Apartments, Estates and cottages

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  • Caribbean
  • St. Barts
  • Windward
  • All locations
  • 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

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

18

Tortue (TOR) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Located above Lorient Bay and offering a dramatic view over the ocean and the surrounding islands, Villa Tortue (TOR) pampers its guests with contemporary design and elegant furnishings. The integrated living area and bedroom open onto the bright terrace, inviting infin  …see more

from £352 / night

£2462 / week

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from £352 / night

24

Cumulus (CML) - Morne Criquet house sleeps 7

Windward / Morne Criquet

5 7 Min stay varies

  • 5 bedrooms
  • Sleeps 7
  • Min stay varies
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 £1637 / night

£11462 / week

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from £1637 / night

20

681-la Plage - Lorient villa sleeps 10

Windward / Lorient

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Right on the very beautiful beach of Lorient, in a garden of 0.74 acre with big coconut palms swinging with the trade winds, this roomy brand new villa on the beach is one of more beautiful architectural success of the island.BEDROOMView: Garden Equipment: air condition  …see more

from £10286 / night

£72000 / week

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from £10286 / night

24

Eclipse (JNM) - Morne Criquet house sleeps 6

Windward / Morne Criquet

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
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 of n  …see more

from £1209 / night

£8462 / week

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from £1209 / night

14

691-Plein Ciel - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Plein Ciel is a villa located on the hillside of Marigot, facing the ocean. The villa has a fantastic view on Marigot Bay, the ocean and the small island of Tortue. This large open villa belongs to a traveller who brought decoration ideas from all over the world  …see more

from £1355 / night

£9480 / week

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from £1355 / night

12

La P�che (JJB) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Located in the heights of St. Jean overlooking both the Bay of St. Jean and Saline, Villa La Pêche (JJB) offers a traditional West Indies style with a wide-open view of lush green hills and brilliant blue sky and sea. The living area is furnished in wicker and vibrant  …see more

from £440 / night

£3077 - £7693 / week

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from £440 / night

24

Coco (REP) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
The entrance to Villa REP is the kind where you kick off your shoes before going in. Perhaps you've stopped off at the fish market in the nearby village of Lorient, so you're headed for the kitchen. Or maybe you're just back from an afternoon at Saline be  …see more

from £780 / night

£5462 / week

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from £780 / night

24

On the Rocks (JIM) - Morne Criquet house sleeps 2

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Villa On the Rocks (JIM) welcomes its guests with a delightful combination of smart design, quality furnishings, and a picture-perfect view. You enter the property onto a secluded hardwood deck bordered by cashew and palm trees, a vantage point overlooking the blue wate  …see more

from £1979 / night

£13847 / week

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from £1979 / night

20

674-les Sables - Lorient villa sleeps 4

Windward / Lorient

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Les Sables is a very nice villa extreamly well located on Lorient beach.It has a nice pool and offers a great privany.Perfect to go and see the turtles on the morning.BEDROOMView: Garden Equipment: air conditioning, fan, safe, bathroom with shower Bed Size: Queen 5.00  …see more

from £326 / night

£2280 / week

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from £326 / night

23

Eagle of the Sea (LSF) - Morne Criquet house sleeps 4

Windward / Morne Criquet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
With a wrap-around terrace for taking in the view east over Marigot Bay and Tortue, and a refreshing pool to escape the heat, the outdoor space at Villa Eagle of the Sea (LSF) offers a great way to spend a day. The convenient Camaruche location means you're not far  …see more

from £737 / night

£5154 / week

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from £737 / night

24

Super Sky (BBA) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Located high on a St. Jean hilltop, the aptly named Villa Super Sky (BBA) provides rare character for a St. Barth home, partly for its blend of stone walls with all-natural fabrics and decor, and partly for its spacious terrace and two pools. All bedrooms are fairly equ  …see more

from £539 / night

£3770 / week

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from £539 / night

16

700-Bonbonnire - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Entering through an heavy tropical wood door into a patio with lush tropical garden, and discover one of a perfect one bedroom villa quotBonbonnirequot.Located in Pointe Milou, facing the ocean view and the island of Tortue, this villa offers everything you need for a  …see more

from £3172 / night

£22200 / week

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from £3172 / 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

24

Isa (RGR) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
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 £934 / night

£6539 / week

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from £934 / 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

19

Les Terrasses (HAL) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Part of the centrally located Les Terrasses (HAL) apartment complex, the comfortably furnished HAL is a spacious ground floor unit with views from its private terrace of the lush hillsides surrounding St. Jean and of the Atlantic Ocean from the communal pool and sun dec  …see more

from £198 / night

£1385 / week

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from £198 / night

13

628-Indonesia - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our two bedroom villas the most requested a perfect villa for honeymooners Villa Indonesia is located in Pointe Milou, just a few feet from the sea. The villa is in a perfect condition and is very well maintained.The villa is overlooking the ocean and has a fa  …see more

from £1060 / night

£7416 / week

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from £1060 / night

24

Ker Anna (AKA) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
With a wonderful panoramic view over St. Jean Bay, Villa Ker Anna (AKA) is a color-filled dream both inside and out. The blue Atlantic Ocean stretches off toward St. Maarten on the horizon, the green leaves of palm and gaiac sway in the breeze, and the interior of this  …see more

from £462 / night

£3231 / week

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from £462 / night

14

587-Au Coeur du Rocher - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Au Cur du Rocher is a brand new two bedroom villa located on the hillside in Marigot.The villa has a living open on a large terrace with a pool overlooking the ocean.The two bedrooms are very private. Each one has an ocean view.Both bedrooms have a very well equipped  …see more

from £1372 / night

£9600 / week

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from £1372 / 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

24

Plein Ciel (CLI) - Vitet house sleeps 3

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa (CLI) is located on the peak of Camaruche, St Barts, hillside with a view over Marigot, Cul de Sac and Mont Jean. A very open villa combining Asian, Chinese and African styles.The living area has a beautiful dark rattan weaved sofa with rich reddish brown overstuf  …see more

from £484 / night

£3385 / week

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from £484 / 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

18

737-Heloa - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Heloa is a villa situated on the heights of the Pointe Milou. Due to its situation, the villa benefits from a maximum of sun.Villa Heloa is also a perfect sunset villa.The villa offers a magnificent view on the ocean.It has three bedrooms, each with a pri  …see more

from £1115 / night

£7800 / week

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from £1115 / night

4

595-Alphane - Mont Jean villa sleeps 2

Windward / Mont Jean

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa Alphane is located on the estate of villa Arrowmarine in Mont Jean.This separate brand new bungalow is perfectly equipped and private from the main villa, with a separate parking.The bungalow has a private pool, and terrace overlooking the sea.This villa is perfec  …see more

from £300 / night

£2100 / week

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from £300 / night

24

La Palmeraie (VPB) - Vitet house sleeps 3

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
This newly renovated villa offers a superb 180-degree view over the ocean, Marigot bay and Isle Tortue. The spacious living room opens onto the a terrace and heated pool overlooking the sea. Caressed by the ocean breezes, Villa VPB is well-exposed to the sun all day lon  …see more

from £3297 / night

£23077 / week

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from £3297 / night

21

Amelie (KAM) - Vitet house sleeps 2

Windward / Vitet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
KAM named villa Amelie 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 Swed  …see more

from £770 / night

£5385 / week

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from £770 / night

20

571-Domingue - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
Domingue is located on the sunset side ocean view of La Pointe Milou .This villa has all the assets to seduce you The view is dramatic, the villa has a complete privacy, the heated pool has a panoramic ocean view, the living has a double ocean view, and the four bedr  …see more

from £875 / night

£6120 / week

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from £875 / night

24

Luz (LUZ) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa Luz was built with privacy and relaxation in mind. Perfect for families and groups of friends, it is built on three different levels with views over beautiful Lorient Bay. A large built-in BBQ and dining area is perfect for entertaining at lunch or dinner. Gorgeou  …see more

from £604 / night

£4231 / week

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from £604 / 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

24

Blue Heaven (FUN) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
With its main living area open on three sides to the sun and breezes and panoramic view, Villa Blue Heaven (FUN) envelops you in the essence of St. Barth living. Decorated in classic West Indies blue and white, this is the iconic island home.The layout of this spacious  …see more

from £1033 / night

£7231 / week

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from £1033 / night

24

ARD (ARD) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Located in the apartment complex of Les Terrasses on the hillside of St. Jean, ARD offers a wonderful view of the bay of St. Jean, convenience to the shops and restaurants in St. Jean Village, and the enjoyment of the large communal pool and sun deck. This one-bedroom a  …see more

from £402 / night

£2808 / week

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from £402 / 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

20

39-La Carette - Camaruche villa sleeps 4

Windward / Camaruche

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
La Carette CAR is a very private and spectacular villa with a large pool and excellent views of Lorient, St Barts. Bedrooms are located in a separate bungalow. They are both large with king beds, ceiling fans and air conditioning. Each opens up onto a terrace and there  …see more

from £489 / night

£3420 / week

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from £489 / night

20

650-Florence - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Florence is a roomy villa located on the hillside of Marigot.The villa has a spacious living and onto a terrace and the ocean view.The large pool is located between the living and the master bedroom.The second bedroom is connected to the living room.The third bedroom is  …see more

from £1629 / night

£11400 / week

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from £1629 / night

14

298-Casa Nomada - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Casa Nomada NOM is a charming villa located in Vitet with 2 bedrooms, 2 bathrooms and a pool. This villa offers a partial ocean view over the hillside of Vitet.The villa is built with three traditional St Barts bungalows that offer privacy, comfort and pleasant decor. T  …see more

from £438 / night

£3060 - £5700 / week

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from £438 / night

18

561-Casa Azul - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotCasa Azulquot has a superb ocean viewThis renovation project villa is located on the top of Vitet and has a panoramic view on the ocean and the lagoon of Grand Cul de Sac.A large deck with a Gazebo is surrounding a pool overhanging the ocean view.A spacious fully ai  …see more

from £1158 / night

£8100 / week

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from £1158 / 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

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

9

239-Le Reve Realise - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
St Barts Villa Le Reve Realise SFO is a beautiful villa located in Pointe Milou, St Barts. This villa is equipped with every comfort and gives the feeling of a real home. Upon entering the villa, you come into the atrium with a central garden and a fountain. All the bed  …see more

from £2915 / night

£20400 / week

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from £2915 / night

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