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85 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
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  • Anse de Lorient (7)
  • Camaruche (12)
  • Lorient (8)
  • Marigot (3)
  • Mont Jean (11)
  • Morne Criquet (5)
  • Petite Saline (2)
  • Pointe Milou (29)
  • Vitet (8)

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Also consider

Petit Cul de Sac
102 properties
Pointe Milou
63 properties
Gustavia
54 properties
Petite Saline
54 properties
St. Jean
48 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Camaruche
39 properties
Vitet
38 properties
Morne Criquet
37 properties
Mont Jean
29 properties
Colombier
27 properties
Grand Fond
27 properties
Corossol
23 properties
Lorient
22 properties
Lurin
21 properties
Marigot
21 properties
Anse de Lorient
16 properties
Anse des Cayes
15 properties
Terre Neuve
4 properties

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85 Results  |  
39 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £289 /night

£2017 - £6452 / 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

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 | 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

Featured properties

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

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

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

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

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

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

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 | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £843 /night

£5901 - £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

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

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Mandarine Bleue LEA is one the real gems of Pointe Milou. From this villa, there is a 270 degree view and you will..  …see more

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

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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £7764 / week

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Key info:

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

24 Photos

Villa | 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

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

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

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 | 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

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

19 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
  • 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

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 | 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

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

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

17 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £431 /night

£3013 - £7678 / 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

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

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Corniche DAY is located 150 feet above the water at the tip of Pointe Milou, St Barts, with panoramic views all the w..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Festival BEN is a very private and spectacular villa situated on Pointe Milou. There is a infinity pool with large..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £566 /night

£3960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Kaiteki LUZ was built with privacy and relaxation in mind. Perfect for families and large groups, it is built on t..  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Abby ABB is a very private and sensational villa set high in Vitet, St Barts. Abby offers guests some of St. Barth..  …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

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

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
La Vue Panoramique PAT Located on exclusive Mont Jean, this villa enjoys 300 degree breathtaking views. Sint. Maarten, A..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand..  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
The beautiful Villa Anais AIA in Vitet, at the center of the eastern half of St. Barts, offers guests spectacular views..  …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

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

8 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
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping a..  …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

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 | 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

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 | 3 Bedrooms | sleeps 6

Min stay varies

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from £311 /night

£2174 - £5591 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Lataniers is a 3 bedroom villa with oceans views and a beach nearby.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2662 /night

£18634 - £60560 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Papaye is a 4 bedroom villa with ocean view, direct access to the beach and is very private.  …see more

7 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £351 /night

£2454 - £6119 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Villa Casa Blanca is a charming 2 bedroom villa located on the top of the hill offering a view over the both Grand Cul de Sac and Petit Cul de Sac, St. Barth.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £431 /night

£3013 - £7678 / 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

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

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