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384 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 (17)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petit Cul de Sac (103)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Toiny (6)
  • Vitet (33)

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384 Results  |  
24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £2674 /night

£18714 - £24562 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Danse des Etoiles (Villa DOL) is an extraordinary achievement of design and craftsmanship. The exquisite melding of wood and stone throughout this home creates a cool and relaxing atmosphere and combines with the carefully selected furnishings to make Villa DOL on...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £552 /night

£3860 - £12866 / 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

16 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £218 /night

£1521 - £3568 / 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

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £326 /night

£2281 - £7018 / 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

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £117 /night

£819 - £1638 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just a one-minute stroll from the white sands of St. Jean Beach, you will find Villa CAP among the palms, a quaint island bungalow that invites you to relax and dream of simpler times. Surrounded by flowering gardens, the ambiance of this villa is one of classic West...  …see more

7 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £364 /night

£2544 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £485 /night

£3392 - £14036 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Tucked away in the quiet St. Barth neighborhood of Petite Saline, Villa Mapou (MAP) is a secluded retreat elegantly decorated in colonial style. It offers great views of Lorient Bay, the Atlantic, and the islands of St. Maartin and Anguilla. Built on different levels...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £435 /night

£3041 - £9240 / 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

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1504 /night

£10527 - £11696 / week

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Key info:

  • Not suitable for children
  • No pets allowed
La Vie en Rose (Villa SUN) provides the best of both worlds for its guests: vast, sun-drenched outdoor spaces balanced by cool and shaded interiors. Located in Petite Cul de Sac, this property is perfect for entertaining, offering plentiful seating around the large p...  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £752 /night

£5264 - £20468 / week

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Key info:

  • Swimming pool
  • Suitable 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

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £410 /night

£2866 - £10819 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located high on a St. Jean hilltop, the aptly named Villa Super Sky (BBA) provides rare character for a St. Barth home, partly for its blend of stone walls with all-natural fabrics and decor, and partly for its spacious terrace and two pools. All bedrooms are fairly ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £251 /night

£1755 - £5848 / 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 £485 /night

£3392 - £12281 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Petit Lagon (APL) enjoys breathtaking views of the bay of Petit Cul de Sac from its perfect vantage point in the gated community of Domaine du Levant. A colorful and stylish decor lends Villa APL a cheerful atmosphere, and the private beach only a two-minute st...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £2089 /night

£14620 - £40936 / 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 | 5 Bedrooms | sleeps 6

5 Nights min stay

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from £502 /night

£3509 - £23392 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
La Cocoteraie is a very private villa within walking distance to the beach.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £460 /night

£3217 - £10527 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £836 /night

£5848 - £8480 / week

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Key info:

  • Swimming pool
  • Suitable 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

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £761 /night

£5322 - £18714 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With white plaster walls, terra cotta and blue ceramic tiles, and furnishings providing orange and yellow accents, Villa Domingue (CEO) is a friendly mix of the modern and the Mediterranean. From a fine vantage point in Pointe Milou, Villa CEO looks out over a wide p...  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £341 /night

£2383 - £3709 / 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

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £318 /night

£2223 - £3802 / week

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Key info:

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

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £351 /night

£2457 - £8188 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Caramba (MBA) is a delightful home located at the end of the peninsula neighborhood of Pointe Milou, offering sun and sea breezes and magnificent views. Though modern in layout, its decor evokes West Indies tradition with wicker, white upholstery and mahogany b...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £234 /night

£1638 - £8188 / 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

22 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £502 /night

£3509 - £11404 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Bord de Mer (BDM) is an elegant, West Indies style villa surrounded by lush tropical flora, just a one-minute stroll via its own private path to the beautiful, white-sand beach of St Jean. The spacious interior is decorated with dark wood antiques and light fab...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £218 /night

£1521 - £7544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Kyody (KDY) is a very attractive South American style villa located on the Marigot hillside. It has lovely views over all Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with t...  …see more

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £159 /night

£1112 - £2749 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa BRO - This recently renovated 1 bedroom, 1 bathroom apartment is part of "Les Terrasses" condominium complex, located on the top of St-Jean. This lovely property is ideally located between the beautiful beaches of St-Jean and Saline. Just two minute drive away ...  …see more

22 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £205 /night

£1433 - £3158 / week

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Key info:

  • Not suitable for children
  • No pets allowed
St. Barth's remote and unspoiled Toiny Bay is best known to surfers and the island's more intrepid visitors. The newly constructed Villa Casamia (TTM) is perfectly suited to this pristine region: a secluded oasis with a spirit perfectly in harmony with the beauty of ...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £376 /night

£2632 - £3802 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Kiara House (MEM) brings to St. Barth a rare touch of design inspiration that sets it apart from the crowd. Blonde-wood flooring, blue-painted wainscoting and an eclectic blend of the modern and the vintage give this remarkable villa a Hamptons feel that has made it ...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £212 /night

£1480 - £2924 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Face A La Mer is a 2 bedroom villa on the beach that is perfect for families or couples.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £165 /night

£1155 - £2983 / week

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Key info:

  • Swimming pool
  • Suitable 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 | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £669 /night

£4679 - £15790 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Soleil Levant is a 4 bedroom villa that offers views of the ocean from both sides, also providing views of both the sunrise and sunset.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £544 /night

£3802 - £11112 / 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

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £627 /night

£4386 - £8188 / week

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Key info:

  • Not suitable for children
  • No pets allowed
At the crest of the hill that tops the exclusive Pointe Milou neighborhood, Villa Seaweed (SEA) expresses itself in unique and thoughtful designs in every way possible: landscaping, architecture and decor. The path to the house is flanked by a sea of fountain plants ...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

7 Nights min stay

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from £1162 /night

£8129 - £15147 / week

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Key info:

  • Not suitable for children
  • No pets allowed
At Villa Cap au Vent (MOZ), a relaxed, Mediterranean style combines with the most extraordinary of St. Barth locations to create a truly unique atmosphere. This home is at once both impressive and inviting: outside, the expansive view of the blue Atlantic will take y...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £853 /night

£5965 - £22574 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Remarkably open and airy, Villa Vina (VNA) is composed of separate cottages in a marvelously landscaped and natural garden. With a living an dining area completely open on three sides and perfectly integrated with the outdoor space, terrace and pool, this villa is ma...  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £376 /night

£2632 - £9357 / week

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Key info:

  • Swimming pool
  • Suitable 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

20 Photos

House | 1 Bedroom | sleeps 2

5 Nights min stay

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from £402 /night

£2808 - £5556 / 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £2924 /night

£20468 - £26316 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Like its celebrated cousin property, The Peak, Teman (Villa TMN) is the brainchild of designer Wolfgang Ludes in cooperation with architect Johannes Zingerle. Located near a hilltop ridge overlooking St. Jean, the vantage point of Villa TMN provides stunning views of...  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £819 /night

£5731 - £23392 / 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £460 /night

£3217 - £3802 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Splashes of color in the Asian-inspired decor and artworks enliven the serene atmosphere at Casa Zenial (Villa KAS). From its rare Saline location, Villa KAS looks out over swaying palm fronds at the valley of Grand Saline, the dunes beside the beach, and the blue Ca...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £669 /night

£4679 - £10234 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Vigie (GRE) is a wonderful villa perched on the cliff promontory over the east end of St. Jean Bay. The cozy and comfortable living area opens onto the terrace, pool and view. Conveniently located between Lorient and St. Jean village, Villa GRE is in close prox...  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £251 /night

£1755 - £4971 / 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

5 Nights min stay

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from £301 /night

£2106 - £7018 / 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

House | 3 Bedrooms | sleeps 3

7 Nights min stay

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from £1170 /night

£8188 - £18714 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Created by the renowned St. Barth design firm of Olivier Dain Perspectives, Villa Six offers a truly masterful combination of contemporary lines and exquisite comfort in an ideal location. At the summit of the peninsula of Pointe Milou, this property is truly one of ...  …see more

21 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £585 /night

£4094 - £11696 / week

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Key info:

  • Not suitable for children
  • No pets allowed
KAM named villa Amelie perched on the Marigot hillside offers a splendid view over Marigot bay. It features two bedrooms, two bathrooms, a solar heated pool and a heated Jacuzzi. This lovely villa has a charming character thanks to a chic and ethnic style mixed with ...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £376 /night

£2632 - £11696 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Le Motu is a 2 bedroom villa with stunning views of the lagoon and is walking distance away from the beach and restaurants.  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £414 /night

£2895 / 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

20 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £101 /night

£702 - £1433 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa SJA's unique situation creates a rare opportunity for those looking for the ultimate in convenience. Just yards away from a white-sand beach, and easy walking distance from the supermarkets and bakery in Lorient, this home allows you to spend your days the way ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 4

5 Nights min stay

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from £627 /night

£4386 - £14620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Light and bright, wide open interior spaces and a large and uniquely shaped pool make Villa MEL perfect for kids or for anyone who feels like smiling and having fun. Surrounded by royal palms and drenched in sun all day long, this home is the kind of villa that famil...  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £376 /night

£2632 - £10527 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located a few steps from the secluded beach and calm waters of Petit Cul-de-Sac, Princess X boasts an unabashedly modern and unique design, one that sets it apart from the majority of other St. Barth villas. This home takes its name from a work by Constantin Brancusi...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £527 /night

£3685 - £9357 / 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