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115 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
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  • Anse de Lorient (10)
  • Camaruche (22)
  • Lorient (5)
  • Marigot (5)
  • Mont Jean (17)
  • Morne Criquet (8)
  • Petite Saline (2)
  • Pointe Milou (34)
  • Vitet (12)

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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: Private pool (115)

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115 Results  |  
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

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

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

28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £462 /night

£3230 - £9814 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
L'Abri Cotier is a 2 bedroom villa with ocean and sunset views.  …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 | 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1509 /night

£10560 - £11802 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Florence is a 3 bedroom villa with rooms that open to the outside, making it perfect for vacations with friends. The villa offers privacy and ocean 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 | 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

27 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1172 /night

£8199 - £21181 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
La Plantation is a 3 bedroom villa offering views of the the privacy and a large pool.  …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

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

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

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £755 /night

£5280 - £15528 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Au Vent is a 4 bedroom villa with stunning ocean views and 2 pools. Au Vent is a house rental in Saint Barth hung on the cliff in Pointe Milou.This St Barths property stretch out on almost 371 square meters and goes down by the water.  …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

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

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 | 1 Bedroom | sleeps 2

7 Nights min stay

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from £255 /night

£1783 - £27951 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Bonbonniere is a fully air-conditioned 1 bedroom villa with an 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

34 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £366 /night

£2556 - £9566 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Pay 6 Nights Stay 7. Apr. 16 - Dec. 14, 2014 & 2015. Escape is a very private 3 bedroom villa just a few steps from the beach and has a pool and jacuzzi surrounded by a tropical garden.  …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

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2485 /night

£17392 - £77640 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Anna is located on the hills of the private estate of Levant in Petit Cul-de-Sac in St Barths.  …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

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

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

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

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

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

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 | 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

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

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

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

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

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

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

24 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £515 /night

£3603 - £9317 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Nita with its retro 60s décor is very stylish, has a superb view and a convenient central location in Lorient.  …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

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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £710 /night

£4969 - £10560 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
La Vigie is a 4 bedroom villa located on the cliffs with a fabulous view over St. Jean bay. The villa has a lovely terrace with a pool and plenty of areas for relaxation and enjoying the view. The interior spaces include a large and fully air-conditioned dining area opening onto the covered terrace and a well-equipped kitchen leading from the living area, also with access to the terrace.  …see more

15 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1065 /night

£7454 - £27951 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Arrowmarine is a 4 bedroom villa that offers ocean views and private steps leading down to a dock and the sea.  …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

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 | 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

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

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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £249 /night

£1740 - £8696 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Capri is a 2 bedroom villa with ocean and sunset views.  …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