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389 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All towns
  • Anse de Lorient (10)
  • Camaruche (26)
  • Grand Cul de Sac (16)
  • Grand Fond (28)
  • Grande Saline (1)
  • Lorient (23)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petit Cul de Sac (102)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Toiny (6)
  • Vitet (33)

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389 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2738 /night

£19162 - £95809 / week

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Key info:

  • Great for children of all ages 5
  • 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

8 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £540 /night

£3777 - £21010 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Summer Breeze; Villaminou; Villa minou; Summer Breeze; St barth; St barths; Saint barthelemy, St bart; villa rental; Summerbreeze; Villa st barths; villa st barthelemy; villa st bart  …see more

9 Photos

Villa | 1 Bedroom | sleeps 3

5 Nights min stay

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from £280 /night

£1960 - £4320 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This private Balinese-style villa is located Toiny on the "wild side" of St. Barth and after a small path that winds through the heart of high tropical grasses (5 minutes walk from the luxurious Le Toiny - Relay & Châteaux).  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £515 /night

£3601 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Located on the hills of Vitet where it overlooks the Atlantic Ocean, Villa Kiara will seduce you at first glance with its very welcoming environment. 5 minutes drive from the beaches of Lorient and Marigot,  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £686 /night

£4800 - £16000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Main level : Infinity pool, Terrace, Living-room, Dining-room, Fully-equipped kitchen, Master bedroom #1, Ensuite bathroom with rain shower, Dressing-room, Master bedroom #2, Ensuite bathroom with rain shower, Dressing-room.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £157 /night

£1099 - £2935 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £264 /night

£1848 - £6025 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Villa Kermao is a fantastic 5 bedrooms / 4 bathrooms villa, with lots of charm, privacy and peacefulness.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1044 /night

£7303 - £25563 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Aureve is a gorgeous 4 bedroom villa is without a doubt a luxury villa that offers all the high end standards and much more.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £236 /night

£1647 - £5989 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Located on the heights of Grand Cul de Sac, Villa Nilmath is a beautiful 2 bedroom villa with a gorgeous view over the lagoon of Grand Cul de Sac.  …see more

7 Photos

Villa | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £411 /night

£2875 - £14971 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Makasi offers a chic, secluded and serene retreat on St Barth.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £642 /night

£4492 - £19971 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 4

6 Nights min stay

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from £300 /night

£2096 - £2695 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Kiara, recently renovated, is an elegant 2 bedroom* villa located on the secluded neighbourhood of Vitet.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £420 /night

£2935 - £9462 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

21 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £343 /night

£2396 - £11977 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
It features 3 large and private beautiful bedrooms, all with their own well-designed bathrooms  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £520 /night

£3635 - £10480 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

23 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £172 /night

£1198 - £2695 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Villa Ti Rêve, literally meaning "little dream", is a real haven of peace located in Grand Cul de Sac with undeniably everything to offer for a stylish, relaxing holiday.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £240 /night

£1677 - £8384 / 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

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £349 /night

£2440 - £3798 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Cap Fréhel (RLD3) offers an unbeatable location for a couple seeking a relaxing spot with an unbeatable view, along with a number of uncommon advantages. Just a short walk across a grassy lawn from the waters of St. Jean Bay, Villa RLD3 looks out at one of the ...  …see more

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £223 /night

£1557 - £3653 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Alizee d'Eden (JCC) is located just above the Christopher Hotel, and has spectacular sunset views over Lorient & St. Jean Bay, St. Barth. The living room is bright and comfortable with terracotta floors. All of the rooms open directly onto the pool. The dining ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 3

5 Nights min stay

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from £582 /night

£4072 - £19162 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the quiet hillside neighborhood of Petite Saline, looking out over the picturesque Lorient Bay, Villa Sea Dreams (AXS) offers modern comfort and stunning views. From this high vista, you can see the far western end of St. Barth as well as the islands of S...  …see more

24 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £214 /night

£1498 - £2905 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located at the entrance to Pointe Milou is the charming Villa Colibri (COL). The bedroom overlooks the ocean and comes furnished with a 4-poster bed with mosquito netting. The small living area is separated from the kitchen by a counter. Guests spend more time on the...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £762 /night

£5330 - £17965 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
La Rose Des Vents is a 4 bedroom villa offering ocean views and beach restaurants and lagoon are nearby.  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £796 /night

£5569 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa La Desirade (THI) provides a variety of indoor and outdoor spaces for enjoying sun, seclusion or social life, depending on your mood. Located on the hillside of St. Jean and furnished in a pleasant tropical style with rattan, wood and white cotton fabric, Villa...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £634 /night

£4432 - £17366 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high in Vitet, with an incredible view over Cul de Sac and Tortue island, Villa Bibi (BIB) offers peace, privacy, and beauty. Built and furnished using natural materials such as dark Brazilian wood and white cotton canvas, the overall effect gives Villa BIB a...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £360 /night

£2515 - £8324 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With a wonderful panoramic view over St. Jean Bay, Villa Ker Anna (AKA) is a color-filled dream both inside and out. The blue Atlantic Ocean stretches off toward St. Maarten on the horizon, the green leaves of palm and gaiac sway in the breeze, and the interior of th...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £582 /night

£4072 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Rose des Vents (Villa LRV) offers a sensational view of the lagoon at Grand Cul de Sac. The white decor and open-air feel add to its ambiance. This home's recent renovation reflects the vibrant blue and green hues of the sea, an idyllic atmosphere for relaxation. ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

14 Nights min stay

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from £3935 /night

£27545 / week

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Key info:

  • Not suitable for children
  • No pets allowed
High up in the hillside neighborhood of Vitet, overlooking Petite Cul de Sac to the north and Grand Fond to the south, Villa Angel (LHV) provides relaxing comfort with a modern, Caribbean flair. From the outside, the design reflects the simple lines of traditional We...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £941 /night

£6587 - £19162 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ella is a 3 bedroom villa with ocean views and nice and comfortable outdoor living space.  …see more

20 Photos

House | 1 Bedroom | sleeps 2

5 Nights min stay

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from £411 /night

£2875 - £5689 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Newly built and stylishly decorated, Villa AMG, "La Magnifica," is situated at the far end of Vitet, offering a splendid view out over Petit Cul de Sac and Toiny. The loft-like living area and kitchen enjoys windows on three sides, looking out over the garden to one ...  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £574 /night

£4012 - £10779 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With a wrap-around terrace for taking in the view east over Marigot Bay and Tortue, and a refreshing pool to escape the heat, the outdoor space at Villa Eagle of the Sea (LSF) offers a great way to spend a day. The convenient Camaruche location means you're not far f...  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

4 Nights min stay

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from £1959 /night

£13713 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £599 /night

£4192 - £16767 / 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

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £257 /night

£1797 - £5989 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Carefully decorated in a welcoming, casual-chic style, Harbor Haven provides our guests with a unique opportunity for experiencing St. Barth a different way. Situated right in the heart of Gustavia, with a magical view out over the harbor and the boats at their moori...  …see more

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £565 /night

£3953 - £11378 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bliss (DKD) is an architectural jewel that stands out among the numerous exceptional homes in St. Barth. Ingeniously integrate into the natural environment of its Pointe Milou setting, this villa melds two characters: the high vista offering sweeping views and ...  …see more

16 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £214 /night

£1498 - £5390 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa les Lataniers (REL) is located high above St. Jean, with a great view and a convenient location. The living area and bedrooms are decorated in a bright and airy style, with wood tones and with fabrics. This is a great house for families or two couples sharing a...  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £300 /night

£2096 - £5989 / 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

7 Nights min stay

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from £557 /night

£3893 - £14971 / 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

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £154 /night

£1078 - £2276 / 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 | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £214 /night

£1498 - £4192 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alta Vista is a very private 2 bedroom villa that offers stunning views of the ocean, lagoon and nearby islands.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £334 /night

£2336 - £7186 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Apiano is a 4 bedroom villa surrounded by a tropical garden and is very relaxing and private. Apiano is an ideal holiday home rental located in Grand Fond in Saint Barts.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £373 /night

£2605 - £5989 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £283 /night

£1977 - £6468 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bijou (HBV) opens up onto large front and back entertaining terraces, gardens, decks and a heated pool. With its elegant decor, artwork and antiques, ocean breezes, and nights with the sound of the surf, Villa HBV is sure to please. Recently renovated to offer ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

14 Nights min stay

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from £1284 /night

£8983 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high in the hilltop neighborhood of Petite Saline, Villa GEA offers the charm of traditional West Indies design with dramatic views of Lorient Bay and the blue ocean beyond. A wide, stone-tile terrace with a shimmering infinity pool provides chaises for sunni...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £989 /night

£6917 - £22006 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa "Oui" is a 4 bedroom villa with views of the ocean anf the sunset and is surrounded by tropical gardens.  …see more

11 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £300 /night

£2096 - £5989 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Do Dragan (VDD) is a newly built home just steps from the pure, white sand of Flamand Beach. This lovely villa offers space and comfort. The living and dining areas open onto the pool, terrace and beachfront view. You can enjoy hearing the sound of the waves wh...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £326 /night

£2276 - £3893 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Les Sables is a private 2 bedroom villa on the beach.  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1711 /night

£11977 - £17965 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Papaye (AYE) is a truly elegant house in the Domaine de Levant located in Petit Cul de Sac. Lovely gardens in the front of the villa lead to an elegant interior which has been recently redecorated with hardwood flooring, pale wood furniture and off-white fabric...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £3850 /night

£26947 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in the exclusive and secluded community of Domaine du Levant, Villa Indian Song (IND) is composed of seven separate units in a tropical hillside garden leading down to a secluded white sand beach. The centrally located main house offers comfortable and conven...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1711 /night

£11977 - £23953 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With some of the most exquisite landscaping on the island, Villa ADO enjoys a feeling of serenity while being centrally located. The gardens, terraces and pool of this St. Jean hillside villa offer many places for quiet relaxation, as well as a view of St. Jean Bay, ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £471 /night

£3294 - £7186 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This newly built villa directly on the beach at Lorient is sure to become one of the most popular vacation rentals on the island. Smartly laid-out and decorated in a simple, appealing style, Villa Sandra & Jessica (SAJ) offers guests a combination of quality furnishi...  …see more