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

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

(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

12

293-Villa Les Jardins - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • 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

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

20

La Plage - Lorient villa sleeps 14

Windward / Lorient

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Villa La Plage is an architectural gem designed by Patrick Benaben to capture the romance of the perfect seaside location. Guests at aptly named La Plage (the Beach) will enjoy sweeping views of the Caribbean Sea. A curved swimming pool echoes the curve of the horizon,  …see more

from £3215 / night

£22500 - £112500 / week

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from £3215 / night

24

Hill House (BOW) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
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 £1648 / night

£11539 / week

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from £1648 / night

20

662-Avenstar - Camaruche villa sleeps 10

Windward / Camaruche

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • 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

18

Cap Plage (CAP) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
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 £154 / night

£1077 / week

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from £154 / 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

24

La Carette (CAR) - Morne Criquet house sleeps 2

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
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 £467 / night

£3270 / week

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from £467 / 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

16

701-la Belle Epoque - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • 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

8

682-Bois Joli - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • 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

20

688-Soleimane - Vitet villa sleeps 8

Windward / Vitet

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
Soleimane is a brand new villa located on Vitet hillside.This elegant contemporary villa has a panoramic ocean view. The owner which is an architect has successfully combined the contemporary design with the exotic wood. The villa has all the assets for a perfect stay  …see more

from £643 / night

£4500 / week

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from £643 / night

18

569-Eclipse - Vitet villa sleeps 12

Windward / Vitet

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotEclipsequot is an exceptional property situated on the heights of Vitet a few minutes away from the beautiful beach of Lorient and the bay of Marigot.This contemporary roomy villa which offers an exceptional ocean view. It has a lot of privacy, and has a maximum of  …see more

from £3858 / night

£27000 / week

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from £3858 / night

11

747-Harry - Petite Saline villa sleeps 4

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • 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

19

Namaste (AUM) - Morne Criquet house sleeps 2

Windward / Morne Criquet

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
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 £407 / night

£2847 / week

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from £407 / night

20

553-Cocoland - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • 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

10

696-Sea Nymph - Mont Jean villa sleeps 2

Windward / Mont Jean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • 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

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

20

731-Seascape - Pointe Milou villa sleeps 12

Windward / Pointe Milou

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea just below. Seascape is a roomy brand new contemporary villa offering more than 7 000 sqf of living space... With exotic wood in profusion, a spaciou  …see more

from £9000 / night

£63000 / week

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from £9000 / 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

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

9

703-Bougainvillier - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Bougainvilliers is located hillside, at few steps from Marigot bay.This private villa has lovely views of Marigot Bay and the ocean.This two bedroom villa is perfect for a couple, or a family. The pool is surrounded by a terrace and the living room.Marigot Bay at a walk  …see more

from £703 / night

£4920 / week

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from £703 / 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

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

12

601-Sea Dream - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • 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

14

672-Kyody - Marigot villa sleeps 4

Windward / Marigot

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • 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

20

702-Roy - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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

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

24

Reef Point (RFP) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
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 £1429 / night

£10000 / week

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from £1429 / night

10

Case et Cuisine (CEC) - Vitet house sleeps 2

Windward / Vitet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
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 £264 / night

£1847 / week

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from £264 / 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

20

629-Cumulus - Camaruche villa sleeps 14

Windward / Camaruche

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • 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

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

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

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

15

603-Victoria - Vitet villa sleeps 4

Windward / Vitet

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Victoria is a brand new villa located on the hillside of Vitet.This manicured contemporary chic villa has a central island surrounded by a pool.A spacious living room is open on one side on the pool and the ocean view and on the back on an outside dining and Jacuzzi.T  …see more

from £564 / night

£3942 / week

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from £564 / night

12

686-Buddha Bay - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Marigot is a small area on the eastern end of St Barts with a small beach. Marigot has some famous residents and is also close to Grand Cul de Sac which has several beach restaurants and watersports.BEDROOMView: Marigot beach Equipment: air conditioning, fan, mosquito n  …see more

from £858 / night

£6000 / week

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from £858 / night

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