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 (41)
  • Vitet (29)

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Also consider

Pointe Milou
41 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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157 Holiday homes

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

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

24

Avenstar (STR) - Morne Criquet house sleeps 5

Windward / Morne Criquet

5 5 Min stay varies

  • 5 bedrooms
  • Sleeps 5
  • Min stay varies
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 £1648 / night

£11539 / week

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from £1648 / 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

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

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

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

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

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

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

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

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

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

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

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

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

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

(2) Very Good 

18

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £443 / night

£3098 - £12659 / week

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from £443 / 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

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

14

721-Phoenix - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

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

from £558 / night

£3900 / week

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from £558 / night

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

13

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £547 / night

£3829 - £18031 / week

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from £547 / 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

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

9

683-Alouette - Vitet villa sleeps 2

Windward / Vitet

1 2 Min stay varies

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

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

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

24

La Vigie (GRE) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
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 £879 / night

£6154 / week

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from £879 / 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

18

BRO (BRO) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
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 £209 / night

£1462 / week

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from £209 / night

11

708-Alta Vista - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

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

from £600 / night

£4200 / week

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from £600 / night

24

Imagine (AME) - Vitet house sleeps 3

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
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 £1099 / night

£7693 / week

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from £1099 / night

9

663-Villa 21 - 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 21 is a villa located on the hillside of Lorient, close to Petite Saline.This very private villa has a stunned ocean view of Lorient Bay and the islands of quotFrgatequot, quotToc Vertquot and quotBonhommequot.BEDROOMView: Lorient bay Equipment: air conditioning,  …see more

from £789 / night

£5520 / week

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from £789 / night

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

12

546-Alize DEden - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

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

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

11

669-Grand Carenage - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Grand Carenage is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large open living room open onto a terrace and a pool.BEDROOMView: Sea Equipment: air conditioning, mosquito net, safe, bathroom with shower Bed Size: Queen si  …see more

from £515 / night

£3600 / week

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from £515 / night

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