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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

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £769 /night

£5381 / week

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Key info:

  • Swimming pool
  • Suitable 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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £744 /night

£5205 - £18129 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Khajuraho is a 3 bedroom villa offering ocean and sunset views.  …see more

19 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £544 /night

£3802 - £9065 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa ZEN is a wonderfully romantic property with stunning grounds, fabulous views and great sunsets. The master bedroom has a small terrace which opens to the pool area and the second bedroom has a balcony that catches the morning sun. The terrace provides sheltered...  …see more

21 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £293 /night

£2047 - £5556 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Anais (AIA) is nestled high on a north-facing Vitet hillside, where the views, warm ambience and rejuvenating ocean breeze can be enjoyed from several lounging areas. This property is perfect for a family with small children or for friends traveling together wh...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

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from £1254 /night

£8772 - £17544 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Eternity (ETY) is a large and luxurious property on Flamands hillside, offering lovely views of the sea and conveniently situated just a short drive from the beach and its fabulous restaurants. The ideal vacation home for those who love to entertain in style, V...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £293 /night

£2047 - £7018 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Beautiful grounds, an awesome view, and a fabulous location close to the beach just begin to describe the advantages of "the good life" at Villa Maribart (BAR). From the mahogany furnishings to the beautiful tiled floors, antiques, and original lithographs, the list ...  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £351 /night

£2457 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
7th Night Free until June 30th, 2014. La Belle Epoque is a 1 bedroom villa with ocean views and within walking to beaches and restaurants.  …see more

24 Photos

House | 8 Bedrooms | sleeps 8

5 Nights min stay

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from £2089 /night

£14620 - £20468 / week

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Key info:

  • Not suitable for children
  • No pets allowed
There are places you don't happen upon just by chance. Undreamt of places, concealed somewhere at the other end of the world. Places whose secrecy alone justifies the journey, where warm and welcoming serenity, appreciable discretion and endless sunshine make crossin...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £544 /night

£3802 - £14620 / 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 | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £364 /night

£2544 - £5848 / week

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Key info:

  • Swimming pool
  • Suitable 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

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £209 /night

£1462 - £2837 / 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

House | 6 Bedrooms | sleeps 6

5 Nights min stay

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from £919 /night

£6433 - £26316 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on the hillside between Camaruche and Marigot, with a sprawling view over the countryside and ocean, Villa Eclipse (JNM) is luxurious and architecturally innovative. Its design is based on clear-cut straight lines and angles, combined with the extensive use o...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £376 /night

£2632 - £9357 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
C'est La Vue is a 2 bedroom villa that offers beautiful ocean and sunset views.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £301 /night

£2106 - £3977 / week

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Key info:

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

24 Photos

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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £376 /night

£2632 - £7018 / 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

18 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £268 /night

£1872 - £3860 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located above Lorient Bay and offering a dramatic view over the ocean and the surrounding islands, Villa Tortue (TOR) pampers its guests with contemporary design and elegant furnishings. The integrated living area and bedroom open onto the bright terrace, inviting in...  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £2089 /night

£14620 - £46784 / week

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Key info:

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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £544 /night

£3802 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Casa Zenial is a 3 bedroom villa with views of Saline Beach.  …see more

10 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £201 /night

£1404 - £3451 / week

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Key info:

  • Not suitable for children
  • No pets allowed
On a lush hillside overlooking Marigot Bay and its lovely beach, Villa Case et Cuisine blends island comfort with casual sophistication and provides a perfect vacation retreat for couples or families with children. The main terrace with its teak table and chairs is i...  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £945 /night

£6609 - £17544 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
La Desirade is a 4 bedroom villa with views of all of Saint Jean Bay and is only a short walk to the beach.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £414 /night

£2895 / week

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Key info:

  • Swimming pool
  • Suitable 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 £443 /night

£3100 - £9065 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Casa Azul is a fully air-conditioned 3 bedroom villa offering panoramic views of the ocean and lagoon.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £560 /night

£3919 - £11404 / 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

13 Photos

House | 1 Bedroom | sleeps 1

5 Nights min stay

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from £209 /night

£1462 - £4094 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in exclusive community of Pointe Milou, Villa Little Caramba (BBE) is a charming, one-bedroom studio-style villa that can be rented individually or can be combined with the nearby two-bedroom Villa Caramba (MBA). Villa Little Caramba's integrated living and b...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £836 /night

£5848 - £19503 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The aptly named Villa Imagine looks out over a wide expanse of tropical sea and sky from near the crest of the hill over Marigot. This delightful home offers a rare blend of simplicity and style, with a layout that makes the most of a great location and tasteful furn...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1671 /night

£11696 - £23392 / 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 | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £594 /night

£4153 - £20176 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The entrance to Villa REP is the kind where you kick off your shoes before going in. Perhaps you've stopped off at the fish market in the nearby village of Lorient, so you're headed for the kitchen. Or maybe you're just back from an afternoon at Saline beach, ready f...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £508 /night

£3550 - £11404 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Victoria (VTA) offers contemporary and elegant furnishings, thoughtful design, and a well-equipped kitchen. The landscaped outdoor space is divided into areas for sunbathing, relaxing, or even taking an early stroll to admire the sunrise admiring the sunrise. V...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £410 /night

£2866 - £7603 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched high on Colombier hillside, Villa Grain de Folie (GDF) offers a splendid view over Gustavia, the islands of Saba and St. Eustatius, and brilliant Caribbean sunsets. The villa is tastefully decorated in a contemporary style. From the living room and the kitche...  …see more

23 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £477 /night

£3334 - £9357 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa L'Abricotier (DOR) combines the picture-postcard image of a Caribbean holiday--a sunny terrace, shimmering pool, and blue ocean--with a rare and inviting interior design accentuating warm and welcoming colors and a relaxing, suffuse light. Located in the presti...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £276 /night

£1930 - £6316 / 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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £3342 /night

£23392 - £28071 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With its fabulous location directly on the beach at Flamands and its exquisite yet understated style, Villa Ela is a study in the beautiful simplicity of Caribbean living. Overlooking the multi-tiered hardwood terrace and large pool, the property's main house compris...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £1128 /night

£7895 - £10234 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated at the top of the hill overlooking Flamands Bay, Villa Arte (ATT) is a newly constructed villa that offers its guests a high degree of luxury and comfort along with sensible design perfectly suited for the vacation lifestyle. From the property's ample and pa...  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £151 /night

£1053 - £2223 / 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

House | 4 Bedrooms | sleeps 5

5 Nights min stay

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from £1671 /night

£11696 - £23392 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Just steps from the beach in the village of Lorient, Villa MNR is a hidden treasure, a masterpiece of interior design and tropical landscaping. Ideal for families with children or a group of friends sharing the St. Barth experience together, this home offers places t...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £364 /night

£2544 - £5848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From the terrace of Villa Harry (Villa KPB) you look out over the most iconic view in the history of St. Barth images: the valley of Grand Saline stretching past the salt ponds to pristine dunes and then the blue waters of the Caribbean Sea. This exceptionally well-d...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £397 /night

£2778 - £10819 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Maracuja (MJA) blends the beauty of Caribbean surroundings with the peaceful ambience of Asian decor. Looking east over the Atlantic from high on a hillside in Vitet, this home is a favorite of many Sibarth's guests who have fallen in love with its unique charm...  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1003 /night

£7018 - £26316 / 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

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 | 4 Bedrooms | sleeps 4

5 Nights min stay

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from £485 /night

£3392 - £14620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Makasi brings a new level of design sophistication to the peaceful and little-known St. Barth neighborhood of Grand Fond. Located just a ten-minute stroll from the island's dramatic "côte sauvage," this home offers its guests exceptional levels of comfort and a...  …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

24 Photos

House | 5 Bedrooms | sleeps 5

14 Nights min stay

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from £2256 /night

£15790 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Sammartini (PES) brings touches of Tuscany to the exclusive island neighborhood of Domaine du Levant. This magnificent property's Italian owner sought to bring a little of his home country and transplant it here in St. Barth, and the result is a charming and co...  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £298 /night

£2085 - £9357 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Villa Ted located in the beautiful surroundings of Dévé, has a stunning panoramic view of the over Grand Cul de Sac and the island of Tortue.  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £318 /night

£2223 - £4620 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Villa Les Sables (CHL) indulges its guests with best of all worlds: a terrace just steps from the sea, green lawns and swaying palms, a refreshing pool, and classic Caribbean comfort. This property's charm and convenient Lorient location make it ideal for both couple...  …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

House | 3 Bedrooms | sleeps 3

5 Nights min stay

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from £477 /night

£3337 - £6018 / week

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Key info:

  • Not suitable for children
  • No pets allowed
From the wrap-around balcony of Villa Vialenc (VIA), guests enjoy the iconic St. Barth view of the harbor with all its charm and fascination for boat-lovers. Named for its mid-20th-century resident, the islands first doctor, Villa VIA is a piece of St. Barth history,...  …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

20 Photos

Villa | 7 Bedrooms | sleeps 14

4 Nights min stay

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from £1914 /night

£13392 / week

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Key info:

  • Swimming pool
  • Suitable 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