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235 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (10)
  • Camaruche (26)
  • Lorient (22)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Vitet (33)

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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
28 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
13 properties
Petite Saline
9 properties
Toiny
6 properties
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235 Results  |  
19 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £160 /night

£1119 - £2733 / week

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Key info:

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

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £817 /night

£5715 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Coco is a 3 bedroom villa with amazing ocean and sunset views.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £906 /night

£6336 - £19876 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Domingue is a 4 bedroom villa with ocean and sunset views.  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1331 /night

£9317 - £18634 / week

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Key info:

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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £426 /night

£2982 - £8696 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Bali is a 2 bedroom villa offering ocean and sunset views and a covered pool.  …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

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

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

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

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

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

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 £306 /night

£2138 - £6839 / 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

24 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £77 /night

£539 - £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

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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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

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

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 Parsifal PAF is a small new villa in the Carenage area of Pointe Milou, a few steps from the Christopher Hotel. Th..  …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

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

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 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 | 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
Beverly BEV is an elegant and very private villa located on Mt. Jean, St Barts. This 4 bedroom villa offers privacy and..  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £986 /night

£6900 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bellevue is located hillside on Marigot.This brand new villa has a panoramic view on Marigot bay and the ocean.This roo..  …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 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

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 | 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

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

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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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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 | 4 Bedrooms | sleeps 8

Min stay varies

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from £1372 /night

£9600 - £21600 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Captiva property is a located in Marigot at the edge of the sea. It is composed by the villas Captiva and Sea DreamThe..  …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 | 5 Bedrooms | sleeps 10

Min stay varies

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from £1146 /night

£8022 - £22200 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quot Valentina property quot is composed by the villas quot Valentina quot and quot Bonbonnire quot.The villa quotValent..  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £840 /night

£5880 - £24000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Blue Indies is a brand new villa ideally located within a walking distance to Marechale beach, a very private beach near..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £463 /night

£3240 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Samsara AMA Situated high above the ocean, with a panoramic western view in Pointe Milou, St. Barth is the spectac..  …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

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

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £412 /night

£2880 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Perched above the ocean with panoramic views of the bays of Lorient, St. Jean, Anse des Cayes, and St. Maarten, sits Vil..  …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 £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

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

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £1886 /night

£13200 - £27000 / week

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Key info:

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

20 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £440 /night

£3075 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A beautiful contemporary villa located in Pointe Milou. Just recently renovated the villa has a lovely light filled living area opening to an infinity pool and the magnificent sunset and ocean views.  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Adore ADR is simple beachfront villa under one roof in Lorient, St Barts. There is a great yard and easy access to..  …see more

19 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
  • Private garden
Villa Seaweed SEA The ideas of Le Corbusier, Scarpa, Barragan and Mies Van der Rohe gave birth to the very first modern,..  …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

10 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £343 /night

£2400 - £4800 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone i..  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £440 /night

£3075 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Indonesia is a 2 bedroom villa offering ocean and sunset views. Since bedrooms are on either side of the living area, this villa is perfect for 2 couples vacationing together.  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £309 /night

£2160 - £6000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Nearest beach Marigot Gustavia 15 min.Restaurant 5 min. Supermarket 5 min. Airport 10 min.  …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

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £900 /night

£6300 - £22200 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of our favourites villas One of our biggest villas One of the nicest pools of the islandThe villa Valentina is locat..  …see more