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202 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
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  • Anse de Lorient (10)
  • Camaruche (27)
  • Lorient (15)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (8)
  • Petite Saline (12)
  • Pointe Milou (59)
  • Vitet (27)

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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: Villa (202)

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202 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 | 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 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 | 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 | 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 | 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 £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 | 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

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 £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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £411 /night

£2876 - £9566 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Pay 6 Nights Stay 7. Apr. 16 - Dec. 14, 2014 & 2015. Blue Horizon is a spacious 3 bedroom villa with ocean views, pool and jacuzzi.  …see more

18 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £160 /night

£1119 - £2361 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alouette offers wonderful ocean views and is very private with pool. The villa is overlooking a wonderful view on the ocean and the islands of Bonhomme, Tortue…  …see more

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £13665 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Sea Bird is a 3 bedroom villa located on the exclusive estate "Montjean". It offers ocean views, pool and jacuzzi.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £489 /night

£3417 - £15528 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Agave is a modern and contemporary style villa which is very private and calm and offers a 180 degree view of the ocean and surrounding islands. Agave is one of the most private and calm villas, offering a 180° view on the ocean and the islands of Saint Martin, Fourchue, Bonhomme and Frégate.  …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

33 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £515 /night

£3603 - £14907 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Mapou is a 2 bedroom villa with ocean views.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £311 /night

£2174 - £6212 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alphane is a 1 bedroom extremely private home with a magnificient ocean view. It can also be rented with Arrowmarine to create a 5 bedroom vacation property. It has a magnificent view on Marigot bay and Turtle island.  …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

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

35 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £267 /night

£1864 - £5280 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Buddha Bay is a 1 bedroom villa on the beach with outdoor living space and a jacuzzi.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £2219 /night

£15528 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Directly overlooking the ocean and right across from the Eden Rock Hôtel, Reef Point is a beautiful contemporary 3 bedroom villa.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £595 /night

£4162 - £12112 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
High on the hillside between St Jean and Saline, the villa is extremely well located: few minutes by car from St Jean beach and Saline beach, close to the geographic center of St Barth, and away from St Barth noisy roads.  …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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £480 /night

£3355 - £9628 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Fabulous designer villa with one of the most beautiful views of St Barth looking over the bay of Lorient, St. Jean, Anse des Cayes and neighboring islands. The villa designed by the architect owner, was constructed out of Java teak in Bali and transported back to its Pointe Milou site in St. Barth.  …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

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £400 /night

£2796 - £10249 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Les Basses is a 2-bedroom villa located on Lorient beach. There is a large deck with a lounge and dining area and generous pool and just steps off the terrace is a private beach area with sun loungers. The beach access is via a private gate.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £622 /night

£4348 - £17392 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
Armor is a 3 bedroom villa has wonderful ocean views, tropical garden and is very private. Armor is a Caribbean resort villa located in the greatly prized private estate of Montjean, close to Pointe Milou area in St Barts.  …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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £2960 /night

£20715 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Imagine is a villa with 3 large bedrooms, ocean view and is a short drive to 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £560 /night

£3914 - £9938 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed

Escapade is a 3 bedroom villa that offers ocean views and is within walking distance of the beach.

 …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 | 1 Bedroom | sleeps 2

5 Nights min stay

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from £320 /night

£2237 - £4224 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Lorient Sunset is a 1 bedroom villa with beautiful ocean and sunset views.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £2219 /night

£15528 - £43479 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Le Manoir de Lorient is a 5 bedroom villa and is only steps away from Lorient 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 £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 | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £604 /night

£4224 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Axis is a 3 bedroom villa with beautiful ocean and sunset views. One of the most beautiful ocean views of the island!  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2840 /night

£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

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £400 /night

£2796 - £9938 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
C'est La Vue is a 2 bedroom villa that offers beautiful 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 £400 /night

£2796 - £7454 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Lin is a 3 bedroom villa surrounded by a garden. It offers ocean and sunset views and a pool.  …see more

39 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £577 /night

£4038 - £15528 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Vagabond is a extremely private 3 bedroom villa ocean views and a large pool with fountain.  …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

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

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

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £2219 /night

£15528 - £49690 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Avenstar is a 5 bedroom villa with beautiful views and 2 pools. Avenstar is a magnificent luxury villa rental in Camaruche in St Barts in the French Caribbean.  …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

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