Windward Apartments, Estates and cottages

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  • Caribbean
  • St. Barts
  • Windward
  • All locations
  • Camaruche (10)
  • Lorient (14)
  • Marigot (18)
  • Mont Jean (12)
  • Morne Criquet (26)
  • Petite Saline (7)
  • Pointe Milou (41)
  • Vitet (29)

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Also consider

Pointe Milou
42 properties
Vitet
30 properties
Morne Criquet
26 properties
Marigot
18 properties
Gites Lorient
14 properties
Mont Jean
12 properties
Camaruche
10 properties
Petite Saline
7 properties
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157 Holiday homes

9

239-Le Reve Realise - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
St Barts Villa Le Reve Realise SFO is a beautiful villa located in Pointe Milou, St Barts. This villa is equipped with every comfort and gives the feeling of a real home. Upon entering the villa, you come into the atrium with a central garden and a fountain. All the bed  …see more

from £2915 / night

£20400 / week

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from £2915 / night

20

589-Arrowmarine Property - Mont Jean villa sleeps 10

Windward / Mont Jean

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Nearest beach: Lorient, MarigotGustavia: 15 min.Restaurant: 10 min.Supermarket: 10 min.Airport: 10 min.CHILDREN AND PETSChildren on request.DETAILSThe Hillside villa has 5 bedrooms, 5 bathroomsSERVICESHousekeeper every day except sunday and public holidays, pool mainten  …see more

from £3858 / night

£27000 / week

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from £3858 / night

16

593-Armor - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Armor is a villa located in the private estate of Montjean, close to Pointe Milou area.Built at the top of the hill, the villa has views on sides, east and west from Marigot bay to the islands of Saint Martin and Tortue.This villa is one of our favourite villas. We lik  …see more

from £2400 / night

£16800 / week

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from £2400 / night

20

113-Elevation - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Charming and private, Villa SIB PAR is located on the Mont Jean hillside, St Barts. The villa has 3 bedrooms and can be combined with a separate cottage at the entrance of the property.The villa is built mainly on one level and has views in both directions, toward Point  …see more

from £1543 / night

£10800 - £27000 / week

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from £1543 / night

16

616-Mapou - Petite Saline villa sleeps 8

Windward / Petite Saline

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotMapouquot is a villa perched on the heights of Petite Saline, near Lorient.The villa has a magnificent view on the ocean and on a country side of the island.This exceptional view emphasizes the views on green hills, blue sea, and yellow cliffs The owner privileged t  …see more

from £2058 / night

£14400 / week

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from £2058 / night

24

Plein Ciel (CLI) - Vitet house sleeps 3

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa (CLI) is located on the peak of Camaruche, St Barts, hillside with a view over Marigot, Cul de Sac and Mont Jean. A very open villa combining Asian, Chinese and African styles.The living area has a beautiful dark rattan weaved sofa with rich reddish brown overstuf  …see more

from £484 / night

£3385 / week

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from £484 / night

16

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £330 / night

£2304 - £12659 / week

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from £330 / night

20

756-Lin - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
QuotLinquot is a villa located in Pointe Milou, surrounded by a large garden, with an ocean view toward the sunset. This 03 bedroom villa is perfect for the affordable budget.The living room is open onto a terrace with a nice ocean view.The pool is located on a terrace  …see more

from £386 / night

£2700 / week

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from £386 / night

11

632-Bali - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Bali is one of our most requested two bedroom villaIt is located hillside in Pointe Milou facing the sunset, and the ocean view.This contemporary villa, using many exotic woods, is a mix of Indonesian and contemporary style exotic wood floors with contemporary sofas,  …see more

from £1286 / night

£9000 / week

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from £1286 / night

24

Blue Heaven (FUN) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
With its main living area open on three sides to the sun and breezes and panoramic view, Villa Blue Heaven (FUN) envelops you in the essence of St. Barth living. Decorated in classic West Indies blue and white, this is the iconic island home.The layout of this spacious  …see more

from £1033 / night

£7231 / week

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from £1033 / night

20

35-Hill House - Camaruche villa sleeps 8

Windward / Camaruche

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Magnificently situated, Hill House BOW commands views of St Jean and beyond to St Martin. From the private terraces, the private guest cottages and luxurious master suite, are incredible panoramic views. At the center of this beautiful property is a vast infinity pool a  …see more

from £1286 / night

£9000 / week

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from £1286 / night

10

579-Blue Horizon - Camaruche villa sleeps 6

Windward / Camaruche

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Blue Horizon is a villa located in Camaruche hillside, close to Lorient.Facing the ocean, the panoramic view from all of the three bedrooms includes the island of Tortue.BEDROOMView: Ocean Equipment: air conditioning, mosquito net, safe, bathroom with shower Bed Size: K  …see more

from £1286 / night

£9000 / week

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from £1286 / night

12

723-CEst la Vue - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
One of favourite two bedroom villas One of our villas the most rentedVilla Cest la Vue is hung between the sky and the sea. Its exceptional location, hillside on the sunset side of La Pointe Milou gives to it a maximum of sun during the day, and beautiful sunsets.The  …see more

from £1372 / night

£9600 / week

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from £1372 / night

6

610-Papillon Blanc - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa Papillon Blanc is located on the hillside of La Pointe Milou.This villa has two bedrooms which have a very nice ocean view.The pool is surrounded by an open living room and a terrace.The villa is close to the restaurant of theChristopher Hotel, and the beach of L  …see more

from £326 / night

£2280 / week

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from £326 / night

20

36-Bon Temps - Pointe Milou villa sleeps 12

Windward / Pointe Milou

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bon Temps BTR Built in Palladianstyle adapted to the tropics, Bon Temps BTR is a six bedroom villa located on the west side of Pointe Milou, St Barts, with broad sunset views of Chevreaux, Fourchue, Toc Vers, St Martin and Anguilla. Elegant openair living is enjoyed fro  …see more

from £2143 / night

£15000 / week

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from £2143 / night

20

340-La Banane - Lorient villa sleeps 18

Windward / Lorient

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Banane BAN A secret estate, a confidential address, a unique intimate atmosphere. A privileged place where you unpack your suitcase with a deepset feeling of having found the right place. An exceptional hideout where you come to lose yourself, the better to find yoursel  …see more

from £5572 / night

£39000 / week

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from £5572 / night

20

568-Dunes - Petite Saline villa sleeps 12

Windward / Petite Saline

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Dunes is certainly the most spectacular villa in StBarts With its 16,000 sq. ft new property, villa Dunes will seduce you by its unique architecture, its amazing scale and its elite amenities.Very private, with no neighbors, this villa is set on 2.5 acres of natur  …see more

from £12000 / night

£84000 / week

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from £12000 / night

20

709-les Hauts de Vitet - Vitet villa sleeps 8

Windward / Vitet

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
A new beautiful contemporary villa is built on a very private place on VitetLocated on a flat piece of land, manicured landscaped, dominating the valley of quotGrand Fondquot, the villa quotLes Hauts de Vitetquot has a fantastic ocean view.Four master bedrooms facing th  …see more

from £3943 / night

£27600 / week

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from £3943 / night

20

665-Agave - Camaruche villa sleeps 6

Windward / Camaruche

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Located on the hillside of Camaruche,Agave is one of the most private villas offering one of the greatest views of the islandIts deck overlooks the ocean with a spectacular view on St Martin, Fourchue, Bonhomme and Frgate islands.This contemporary villa has three bedroo  …see more

from £2143 / night

£15000 / week

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from £2143 / night

20

643-Au Vent - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotAu Ventquot is an exclusive property overhanging the cliff in Pointe Milou.You will be stunned by the panoramic view on the ocean view...Whatever is the ocean calm, rough, or raging... the ocean view from the villa is always a magical spectacle.The property of almos  …see more

from £2143 / night

£15000 / week

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from £2143 / night

24

ARD (ARD) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Located in the apartment complex of Les Terrasses on the hillside of St. Jean, ARD offers a wonderful view of the bay of St. Jean, convenience to the shops and restaurants in St. Jean Village, and the enjoyment of the large communal pool and sun deck. This one-bedroom a  …see more

from £402 / night

£2808 / week

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from £402 / night

19

596-Vina - Vitet villa sleeps 10

Windward / Vitet

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our favourites villas One of our villas the most private One of our spacious villasThe villa quotVinaquot is situated on Vitet hillside, near Lorient. This modern and contemporary villa is in an exceptional condition, and is perfectly well maintained. Once the he  …see more

from £3120 / night

£21840 / week

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from £3120 / night

12

637-Escapade - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our favourite villas One of our villas with at a walking distance to the beach Villa Escapade is located on the heights of Marigot. This white, contemporary and modern villa has a splendid ocean view on the bay of Marigot, and the hill of Montjean. All was thinki  …see more

from £1372 / night

£9600 / week

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from £1372 / night

18

646-Valentina - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our favourites villas One of our biggest villas One of the nicest pools of the islandThe villa Valentina is located on the private community of La Pointe Milou. This very private villa is very original, the outside living room is constituted by a ceiling and colu  …see more

from £3172 / night

£22200 / week

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from £3172 / night

24

Sous la Falaise (SOU) - Morne Criquet house sleeps 4

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Villa Sous la Falaise (SOU) is nestled just above the water at the eastern end of St. Jean Beach. Separate cottages offer a superb view of the white-sand beach, the bay, and the islets farther off the coast. This private and well-situated villa is within easy walking di  …see more

from £824 / night

£5770 / week

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from £824 / night

18

Villa Tranquille - Vitet villa sleeps 6

Windward / Vitet

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled in the hillside of Vitet, “Villa Tranquille” is a very private, very quiet three-bedroom villa surrounded by tropical gardens with breathtaking views over the turquoise lagoon of Grand Cul de Sac, Petit Cul de Sac, Mont Jean and the surrounding islands. The  …see more

from £272 / night

£1900 - £9800 / week

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from £272 / night

24

Imelda (MEL) - Morne Criquet house sleeps 4

Windward / Morne Criquet

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
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 families  …see more

from £824 / night

£5770 / week

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from £824 / night

13

680-Zion - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa quotZionquot is located in the sunset side of la quotPointe Milouquot.It is a brand new villa who combine all the recipes for successful holidays breathtaking ocean view, sunset location, brand new villa, overhanging pool...The living room is widely opened on the  …see more

from £858 / night

£6000 / week

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from £858 / night

19

312-Abby - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Abby ABB is a very private and sensational villa set high in Vitet, St Barts. Abby offers guests some of St. Barths most dramatic sea views, including the islands of Tortue, Toc Vert, Fregate and Anguilla, as well as the Bay of Marigot. Petit and Grand Cul de Sac  …see more

from £840 / night

£5880 - £11700 / week

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from £840 / night

18

581-Captiva - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our villas with a private access to the seaCaptiva is a located in Marigot at the edge of the sea.The villa, on the bay, has a private dock with access to the ocean.This brand new villa removed recently by it current English owner is a perfect success of a mix of  …see more

from £2743 / night

£19200 / week

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from £2743 / night

17

645-Capri - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Capri is one of our favourites villasLocated on the sunny side of Pointe Milou, facing the sunset, overlooking the turquoise ocean bay below, Zanzibar is a roomy three bedroom villa.The pool and the terrace are overhanging the ocean. The spacious living room has a mag  …see more

from £1200 / night

£8400 / week

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from £1200 / night

20

321-Samsara - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Villa Samsara AMA Situated high above the ocean, with a panoramic western view in Pointe Milou, St. Barth is the spectacular villa Samsara Villa AMA. Located in a superb spot to watch unparalleled sunsets, the warm ambience created by honeycolored Java teak sets the th  …see more

from £463 / night

£3240 / week

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from £463 / night

24

Luz (LUZ) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa Luz was built with privacy and relaxation in mind. Perfect for families and groups of friends, it is built on three different levels with views over beautiful Lorient Bay. A large built-in BBQ and dining area is perfect for entertaining at lunch or dinner. Gorgeou  …see more

from £604 / night

£4231 / week

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from £604 / night

24

Teman (TMN) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
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 th  …see more

from £3847 / night

£26924 / week

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from £3847 / night

20

611-Palm Beach - Lorient villa sleeps 10

Windward / Lorient

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotPalm Beachquot belongs to an owner who has a passion for the impressive villasLocated close to Lorient beach, at few steps from the edge of the water, quotPalm Beachquot villa has all the assets to become one of the most popular villas on Saint BarthelemyThis chic a  …see more

from £12000 / night

£84000 / week

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from £12000 / night

16

578-Captiva Property - Marigot villa sleeps 8

Windward / Marigot

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Captiva property is a located in Marigot at the edge of the sea. It is composed by the villas Captiva and Sea DreamThe property, on the bay, has a private dock with access to the ocean.The villa Captiva removed recently by it current English owner is a perfect success  …see more

from £3086 / night

£21600 / week

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from £3086 / night

20

615-Nahma - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
This manicured tropical paradise is an exclusive and perfect hideaway located on an unspoiled piece of land of 2 acre.Surrounded by one of the nicest tropical garden of the island, the wild orchids planted on rocks will amaze you by their beauties, their colours and the  …see more

from £2143 / night

£15000 / week

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from £2143 / night

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