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242 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (10)
  • Camaruche (27)
  • Lorient (22)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petite Saline (12)
  • Pointe Milou (59)
  • Vitet (34)

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Also consider

Petit Cul de Sac
102 properties
Pointe Milou
59 properties
St. Jean
48 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Gustavia
41 properties
Morne Criquet
34 properties
Vitet
34 properties
Camaruche
27 properties
Colombier
27 properties
Grand Fond
27 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Marigot
21 properties
Lurin
18 properties
Anse des Cayes
15 properties
Anse de Lorient
13 properties
Petite Saline
12 properties
Terre Neuve
4 properties
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242 Results  |  
28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £386 /night

£2702 - £6212 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Harry is a 2 bedroom villa with ocean views and is within walking distance of Saline beach.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £400 /night

£2796 - £9938 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
"Au Coeur du Rocher" is a luxurious, 2 bedroom villa, located on the hillside of Vitet, overlooking Marigot and Pointe-Milou. Very elegant & private the villa offers a dramatic view over the ocean and surrounding landscape.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £577 /night

£4038 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Les Sables is a private 2 bedroom villa on the beach.  …see more

28 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1420 /night

£9938 - £22982 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Captiva is a 4 bedroom villa with it's own private pontoon.  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £2662 /night

£18634 - £24845 / week

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Key info:

  • Not suitable for children
  • No pets allowed
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 ...  …see more

20 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £142 /night

£994 - £1678 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Bois Joli is a perfect 1 bedroom villa for a couple with views of the Grand Cul de Sac lagoon and it is very private.  …see more

32 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £267 /night

£1864 - £3789 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alize D'Eden is a 2 bedroom house offering magnificient ocean and sunset views. Alizé d’Eden is a house rental in St Barts located on the hillside of the greatly prized estate of Pointe Milou.  …see more

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £7764 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Luz is a 3 bedroom villa with a long lap pool and beautiful ocean and sunset views.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £176 /night

£1227 - £3168 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Coral is a villa with a master bedroom and a small bedroom (with a single bed) for a child at no additional cost making it a perfect rental for a couple with a child.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £3550 /night

£24845 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Blues Indies is a 3 bedroom villa with ocean views and all the hotel's advantages such as room service, spa and tennis court access.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £489 /night

£3417 - £11181 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Located within walking distance from Marigot Beach, Marigot Bay has 2 bedrooms.  …see more

30 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £320 /night

£2237 - £7454 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Mirande is a 3 bedroom villa offering ocean and sunset views.  …see more

29 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £373 /night

£2609 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
La Belle Epoque is a 1 bedroom villa with ocean views and within walking to beaches and restaurants.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £112 /night

£778 - £2334 / week

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Key info:

  • Nearest beach 1 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Venez découvrir cet endroit merveilleux, où la mer communie avec le ciel, les vagues, le vent vous donnent l'energie mais aussi la paix et la serenité de profiter de chaque jour qui passe. Vous pouvez louer notre bateau Donzi 2 fois 300CV avec Skipper, pour 2H, 1/2 journée ou journé complète.  …see more

24 Photos

House | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £57 /night

£396 - £1127 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Only 500m from a beautiful sandy beach lies this recently built holiday home which is positioned in a tree lined and well maintained natural 1000m² plot. Its stylish interior has been carefully designed offering spacious rooms, featuring five bedrooms, two bathrooms ...  …see more

15 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £99 /night

£687 - £1827 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Nestled at the end of a long lane in beautiful wooded hilly countryside, this semi-detached property, secluded in the valley, provides the ideal escape from the hustle and bustle of everyday life. Set within 4 acres of grounds made of woods and meadows with only the ...  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £136 /night

£947 - £2377 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the quiet village of Kermario, near the historic town of Hennebont, this spacious detached house with a swimming pool and tennis court offers a marvellous setting for your holiday. The property stands in a quiet area surrounded by a large garden with a pe...  …see more

4 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £54 /night

£376 - £1066 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in a quiet rural hamlet, close to the beautiful valley of the River Blavet, this detached stone cottage provides comfortably furnished, modern accommodation. Inside is a spacious living room with tiled floor and a large open fireplace, while outside the swimming ...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£315 - £886 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage is set in well established and tended gardens in Riantec, a pretty village at the mouth of the impressive harbour of Lorient. Additional amenities include: highchair, shower room, café / bar nearby, enclosed garden / pat...  …see more

13 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £66 /night

£456 - £1207 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Nestled at the end of a long lane in beautiful wooded hilly countryside, this semi-detached property, secluded in the valley, provides the ideal escape from the hustle and bustle of everyday life. Set within 4 acres of private grounds made of woods and meadows with o...  …see more

39 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £317 /night

£2218 - £7097 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Breezy sea view secluded swimming pool garden styled new  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £772 /night

£5400 - £15000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotMurrayaquot is a brand new villa located on the heights of Petite Saline. The villa is hidden in a tropical garden.T..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Parsifal PAF is a small new villa in the Carenage area of Pointe Milou, a few steps from the Christopher Hotel. Th..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

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
Captain Cook is one of our largest villas. It is located in the private estate of La Pointe Milou. This large villa has..  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £253 /night

£1770 - £4050 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Sea Dream is located on the estate of villa Captiva in Marigot.This separate brand new bungalow is perfectly equipped an..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £215 /night

£1500 - £4200 / week

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Key info:

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

9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £247 /night

£1728 - £4920 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bougainvilliers is located hillside, at few steps from Marigot bay.This private villa has lovely views of Marigot Bay an..  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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from £1963 /night

£13740 - £46740 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
This spacious property offers an incomparable ocean view on the bay of Lorient, as well as on a multitude of Islands Fou..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Milou KID, located in Pointe Milou, has two bedrooms, two bathrooms and a pool. Stone steps lead to the villa that..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £2143 /night

£15000 - £48000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Avenstar St Barts is made of five bedrooms, five bathrooms, and two pools. This amazing villa is located in the hi..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Beverly BEV is an elegant and very private villa located on Mt. Jean, St Barts. This 4 bedroom villa offers privacy and..  …see more

8 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £138 /night

£960 - £1620 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bois Joli is a charming little Caribbean villa located on the heights of Vitet in St Barts.It offers a panoramic view on..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Cap Au Vent MOZ Located on a cliff at the very tip of Pointe Milou, St Barts chicest neighborhood, Villa Cap au Ve..  …see more

7 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3/5 

Min stay varies

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Pricing unknown

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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

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £566 /night

£3960 - £10980 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Cocoland is located in one of the best spot of the island La Pointe Milou.This colonial style villa has a wonderful ocea..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
The villa quotKhajurahoquot is a contemporary private 3 bedroom villa located in Pointe Milou.The villa has an amazing v..  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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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

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £283 /night

£1980 - £4950 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Oceana is a very private villa, located hillside at the far end of Vitet.This villa is perfect for the na..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £438 /night

£3060 - £8100 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotCasa Azulquot has a superb ocean viewThis renovation project villa is located on the top of Vitet and has a panorami..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £558 /night

£3900 - £11400 / week

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Key info:

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

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £489 /night

£3420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Carette CAR is a very private and spectacular villa with a large pool and excellent views of Lorient, St Barts. Bedro..  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £600 /night

£4200 - £16800 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Armor is a villa located in the private estate of Montjean, close to Pointe Milou area.Built at the top of the hill, th..  …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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £729 /night

£5100 - £15000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotAu Ventquot is an exclusive property overhanging the cliff in Pointe Milou.You will be stunned by the panoramic view..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Charming and private, Villa SIB PAR is located on the Mont Jean hillside, St Barts. The villa has 3 bedrooms and can be..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Magnificently situated, Hill House BOW commands views of St Jean and beyond to St Martin. From the private terraces, the..  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £249 /night

£1740 - £3360 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Aliz dEden is located on the hillside of Pointe Milou.The villa has an ocean view of the ocean and the sunset.The livin..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa LAbricotier DOR is located in Pointe Milou, St Barts, with a spectacular view of the ocean. This villa is tasteful..  …see more

8 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Kokono VKA is nestled in the hillside of Camaruche and offers a beautiful view over Lorient bay and the surroundin..  …see more