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195 Holiday homes in Windward

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  • Anse de Lorient (10)
  • Camaruche (26)
  • Lorient (15)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (8)
  • Petite Saline (9)
  • Pointe Milou (57)
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Also consider

Petit Cul de Sac
101 properties
Pointe Milou
57 properties
St. Jean
47 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Gustavia
41 properties
Morne Criquet
34 properties
Vitet
32 properties
Grand Fond
27 properties
Camaruche
26 properties
Colombier
25 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Marigot
20 properties
Lurin
18 properties
Anse des Cayes
15 properties
Anse de Lorient
12 properties
Petite Saline
9 properties
Terre Neuve
4 properties

Filters applied: Villa (195)

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195 Results  |  
10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harm..  …see more

8 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping a..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £566 /night

£3960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Kaiteki LUZ was built with privacy and relaxation in mind. Perfect for families and large groups, it is built on t..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Amelie KAM perched on the Marigot hillside offers a splendid view over Marigot bay. It features two bedrooms, two..  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £395 /night

£2760 - £6000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa quotZionquot is located in the sunset side of la quotPointe Milouquot.It is a brand new villa who combine all the..  …see more

16 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £300 /night

£2100 - £5880 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
La Belle Epoque is located in Marigot at a walking distance from the beautiful Grand Cul de Sac lagoon, and the beach..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £429 /night

£3000 - £9000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bali is one of our most requested two bedroom villaIt is located hillside in Pointe Milou facing the sunset, and the o..  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £558 /night

£3900 - £12000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Casa Zenial is a perfect villa for sophisticated customersThis Balinese villa is hidden at few minutes of the beach of S..  …see more

4 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £300 /night

£2100 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Alphane is located on the estate of villa Arrowmarine in Mont Jean.This separate brand new bungalow is perfectly e..  …see more

9 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £138 /night

£960 - £2100 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
“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.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Vue Panoramique PAT Located on exclusive Mont Jean, this villa enjoys 300 degree breathtaking views. Sint. Maarten, A..  …see more

18 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £1355 /night

£9480 - £27000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotEclipsequot is an exceptional property situated on the heights of Vitet a few minutes away from the beautiful beach..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £257 /night

£1794 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient loc..  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Mandarine Bleue LEA is one the real gems of Pointe Milou. From this villa, there is a 270 degree view and you will..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £686 /night

£4800 - £15000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
This manicured tropical paradise is an exclusive and perfect hideaway located on an unspoiled piece of land of 2 acre.Su..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £1800 /night

£12600 - £63000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Om AOM is located in the exclusive private gated community of Mont Jean on the north side of the island. The impre..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £6000 /night

£42000 - £84000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Dunes is certainly the most spectacular villa in StBarts With its 16,000 sq. ft new property, villa Dunes will sed..  …see more

7 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3/5 

Min stay varies

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa La Belle Vie LBV Built on a slope with high views over Marigot Bay, St Barts, to Pointe Milou and convenient acces..  …see more

6 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuis..  …see more

16 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £246 /night

£1722 - £22200 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Entering through an heavy tropical wood door into a patio with lush tropical garden, and discover one of a perfect one..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £566 /night

£3960 - £7500 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Luz is a charming villa located in Lorient and facing the sunset. This villa is composed by 2 floors. On the fi..  …see more

9 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
St Barts Villa Le Reve Realise SFO is a beautiful villa located in Pointe Milou, St Barts. This villa is equipped with e..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £2143 /night

£15000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Bon Temps BTR Built in Palladianstyle adapted to the tropics, Bon Temps BTR is a six bedroom villa located on the west s..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Festival BEN is a very private and spectacular villa situated on Pointe Milou. There is a infinity pool with large..  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £540 /night

£3780 - £9600 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our favourite villas One of our villas with at a walking distance to the beach Villa Escapade is located on the h..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Eden House GRO Eden House was one of the very first villas on the island. It has now become one of the finest cont..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £3429 /night

£24000 - £72000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
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 .  …see more

9 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style,..  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £540 /night

£3780 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood cou..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
At first glance the alchemy of raw materials, mineral rock and rigorous concrete are palpable as they harmonize with the..  …see more

14 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
A very private villa A maximum of sun Hilly House is a very private villa which dominates the view on Lorient and the is..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Caramba MBA is a delightful villa located at the end of Pt. Milou, with dramatic ocean views. It has been decorate..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Les Amis Du Vent JAY A sweet sea of finesse and delicacy immediately submerges you when you enter for the first ti..  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Les Jardins dEmmanuel EMM has two bedrooms, two bathrooms and a pool. Located in Lorient, this villa offers a spen..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £249 /night

£1740 - £3900 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
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.  …see more

18 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £249 /night

£1740 - £4080 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Lorient Sunset is located hillside in LorientThis roomy one bedroom villa is perfect for sun addictsFrom..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £515 /night

£3600 - £12000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Nearest beach Marigot, LorientGustavia 15 min.Restaurant 10 min.Supermarket 10 min.Airport 10 min.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £326 /night

£2280 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Les Sables is a very nice villa extreamly well located on Lorient beach.It has a nice pool and offers a great privacy.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £523 /night

£3660 - £12540 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bel Ombre is located in Marigot overlooking the ocean.The villa is open on the ocean located below. A large terrace is e..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £373 /night

£2610 - £5400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Harry is a brand new 2 bedroom, 2 bathroom villa located in Saline, overlooking the ocean and hillside area.This t..  …see more

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individu..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £258 /night

£1800 - £8400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Capri is one of our favourites villasLocated on the sunny side of Pointe Milou, facing the sunset, overlooking the tur..  …see more

7 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £386 /night

£2702 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Villa Casa Blanca is a charming 2 bedroom villa located on the top of the hill offering a view over the both Grand Cul de Sac and Petit Cul de Sac, St. Barth.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £343 /night

£2400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Carmen is a new villa on the hillside of Vitet. Contemporary, modern, this spacious villa opens to a larg..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Les Mouttes PAY is a charming villa with heated pool, located in a private area in Vitet. With all of the rooms ar..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £386 /night

£2700 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
QuotLinquot is a villa located in Pointe Milou, surrounded by a large garden, with an ocean view toward the sunset. This 03 bedroom villa is perfect for the affordable budget.The living room is open onto a terrace with a nice ocean view.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £1115 /night

£7800 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
La villa Casa Tigre est situe sur les hauteurs de Dv . Cette villa bnficie dune superbe vue sur locan et les lagons d..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £686 /night

£4800 - £15000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Located on the hillside of Camaruche,Agave is one of the most private villas offering one of the greatest views of the i..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £240 /night

£1680 - £3600 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Grand Carenage is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large ope..  …see more