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158 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (5)
  • Camaruche (15)
  • Lorient (15)
  • Marigot (21)
  • Mont Jean (15)
  • Morne Criquet (5)
  • Petite Saline (12)
  • Pointe Milou (44)
  • Vitet (26)

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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

Filters applied: Under 5s (158)

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158 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2840 /night

£19876 - £99379 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa La Plage on St. Barts is one of the most sought after beachfront estates on the island. Located directly on Lorient Beach, this stunning villa offers 7 bedrooms, each with an ensuite bath. Discounts may apply for 2 week bookings or longer  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £666 /night

£4659 - £20715 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Hillside of Marigot, Villa Imagine is a luxurious and brand-new 3 bedroom villa with gorgeous sea views over the Grand Cul de Sac lagoon and its turquoise waters that you can enjoy from both inside and out.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £163 /night

£1140 - £3044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Coral is a lovely 2 bedroom villa, ideal for a couple with a child.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £435 /night

£3044 - £9814 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on the heights of Pointe Milou, one of the most popular areas of St Barth, Villa Mandarine offers an amazing panoramic view on the sea toward Lorient and St Jean bays and the exceptional opportunity to enjoy both sunrise and sunset  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £539 /night

£3771 - £10870 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on the heights of Vitet, with a nice sea view, Villa Victoria is a sumptuous 2 bedroom villa offers contemporary design and a particularly neat decoration.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £296 /night

£2069 - £9519 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Kyody is a two bedroom South American inspired villa rental situated on the heights of Marigot in St Barth in the Caribbean. It has lovely views over Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with the  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1887 /night

£13209 - £60876 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on a cliff at the very tip of Pointe Milou, St Barts' chicest neighborhood, Villa Cap au Vent (MOZ) is truly one of the most deluxe and extraordinary villas on St. Barts. Totally private, surrounded by the ocean and its breezes, Villa Cap au Vent is equipped with the best of everything  …see more

25 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £739 /night

£5168 - £20662 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Armor is a new luxurious villa located in the ultimate private estate of Montjean. The villa has just been redecorated. Armor is a spacious villa designed with great taste by one of the best architects of Saint Bart. Facing the ocean, this villa is both private and relaxing with the exterior  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1063 /night

£7435 - £28094 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Luxurious and very private, Au Soleil is beautifully situated high in the hills of Lurin. Its 4 bedrooms (3 kings and a queen) have baths en suite, featuring delightful outdoor showers. There is also a guest half-bath. Au Soleil boasts a gourmet kitchen, a formal dining room and a spacious  …see more

25 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £532 /night

£3721 - £13171 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Chambord is a very spacious villa nestled on the hillside of Petit Cul de Sac. The villa has a very nice view on Petit Cul de Sac beach and the ocean. Enjoy the complete privacy of one of the largest three bedroooms of Saint Barthelemy- large living and dining room with a very nice view on  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £528 /night

£3690 - £8858 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Sea, Sand and Sun is located on the beach of Anse des Cayes and has extraordinary views of the beach and the ocean. The large deck in front of the villa is facing the pool and the ocean, and the living room opens onto a large terrace and Jacuzzi. Guests in the master bedroom will enjoy ocean  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £549 /night

£3839 - £14022 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This delightful 3 bedroom villa, located in Anse de Lézards, is as cool as the Caribbean breeze in every way. From its cool and casual decor consisting of shades of the Caribbean blues and greens; its sea breezes from whence comes its name and its spectacular ocean front pool. A well-equipped  …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 | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £977 /night

£6833 - £19876 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ella is a 3 bedroom villa with ocean views and nice and comfortable outdoor living space.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1331 /night

£9317 - £18634 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Nikki is a 3 bedroom villa with ocean views and is within walking distance to beach.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £1145 /night

£8013 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Kyody is a very private 2 bedroom villa with large living area and an astonishing ocean view.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £258 /night

£1802 - £8075 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Pay 6 Nights Stay 7 May 11 - Jul 10, 2015. Heloa is a 3 bedroom villa that gets lots of sun and offers ocean and sunset views.  …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 | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £1402 /night

£9814 - £27951 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Eclipse is a 6 bedroom villa offering ocean 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

28 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £6212 /night

£43479 - £86957 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Dunes is a private 6 bedroom villa within walking distance to the beach with ocean views.  …see more

28 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £888 /night

£6212 - £9007 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
La Belle Creole is a spacious 6 bedroom villa with a large pool facing the ocean view.  …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

28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £586 /night

£4100 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Cocoland is a 2 bedroom villa with ocean and sunset views.  …see more

28 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1088 /night

£7614 - £46584 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
7th Night Free Nov. 21 - Dec. 14, 2014 & Nov. 21 - Dec. 14, 2015. La Vie En Rose is a 5 bedroom waterfront villa with ocean views and access to 2 community tennis courts.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £542 /night

£3789 - £12982 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Bel Ombre is a 3 bedroom villa that overlooks the ocean and is only a few minutes drive away from restaurants and water sports.  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £355 /night

£2485 - £5901 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Anais is a 3 bedroom simplistic, private villa that offers ocean views. Anais can be rented with Alta Vista to create a 5 bedroom rental.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2032 /night

£14224 - £18572 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Cumulus is a fabulous, brand new, 7 bedroom “eco-energetic boutique” estate,nestled into beautiful tropical gardens. The property is comprised of 4 units including a “creole case” designed especially for children, a typical “loft” suite, a very large pool and spa and a state-of-the-art fitness center.  …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

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2662 /night

£18634 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Desirade is a 4 bedroom villa with views of all of Saint Jean Bay and is only a short walk to the beach.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1065 /night

£7454 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Carmen is a spacious, contemporary 3 bedroom villa with ocean views.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £528 /night

£3696 - £5261 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A beautiful 5 bedroom villa situated at Marigot, the yacht haven of St. Lucia. Marigot Bay is a quaint little village with many great restaurants, shopping centre: banks, shops, laundromat, French bakery, minimart and a boardwalk marina.  …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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £205 /night

£1429 - £6833 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Flora is a charming French Caribbean home located in Camaruche with a beautiful view over Marigot Bay. Very comfortable and tastefully decorated the villa has 2 bedrooms with en-suite bathrooms completely independent of each other, a living room opening to the terrace and the view and an outdoor, covered living area and terrace with large pool. Surrounded by lush tropical gardens, the villa is extremely private and just a 5 minute drive to Lorient Beach.  …see more

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £790 /night

£5528 - £19255 / week

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Key info:

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

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £799 /night

£5591 - £21740 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Bellevue is a 5 bedroom villa offering ocean views, 2 pools and a fitness room.  …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

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 | 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

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

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

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 | 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

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

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