Windward Apartments, Estates and cottages

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • 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)

More

Less

Property type

More

Less

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
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

157 Holiday homes

1 / 20

571-Domingue - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 7 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
Domingue is located on the sunset side ocean view of La Pointe Milou .This villa has all the assets to seduce you The view is dramatic, the villa has a complete privacy, the heated pool has a panoramic ocean view, the living has a double ocean view, and the four bedr  …see more

from £875 / night

£6120 / week

Enquire Enquire View

from £875 / night

1 / 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
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £1372 / night

1 / 20

36-Bon Temps - Pointe Milou villa sleeps 12

Windward / Pointe Milou

6 12 7 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
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

Enquire Enquire View

from £2143 / night

1 / 12

585-Bel Ombre - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Bel Ombre is located in Marigot overlooking the ocean.The villa is open on the ocean located below. A large terrace is extended with a deck and a gazebo located at the edge of the pool facing the ocean.The living is open on the pool and the ocean view.The three bedrooms  …see more

from £1792 / night

£12540 / week

Enquire Enquire View

from £1792 / night

1 / 13

680-Zion - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £858 / night

1 / 19

312-Abby - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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

Enquire Enquire View

from £840 / night

1 / 20

35-Hill House - Camaruche villa sleeps 8

Windward / Camaruche

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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

Enquire Enquire View

from £1286 / night

1 / 10

649-la Plantation - Petite Saline villa sleeps 6

Windward / Petite Saline

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
One of our preferred villas A roomy villa A large heated swimming pool The Plantation, is a villa located in the heights of Petite Saline, close to Lorient. In addition of an unspoilable view on the sea, the small islands and Saint Martin, the villa has a full privacy.B  …see more

from £2658 / night

£18600 / week

Enquire Enquire View

from £2658 / night

1 / 20

754-Luz - Lorient villa sleeps 6

Windward / Lorient

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Villa Luz is a charming villa located in Lorient and facing the sunset. This villa is composed by 2 floors. On the first floor, you will find a large terrace with an external living and dining area, a large inside living room with a fully equipped kitchen and the mas  …see more

from £1072 / night

£7500 / week

Enquire Enquire View

from £1072 / night

1 / 18

737-Heloa - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
St Barts Villa Heloa is a villa situated on the heights of the Pointe Milou. Due to its situation, the villa benefits from a maximum of sun.Villa Heloa is also a perfect sunset villa.The villa offers a magnificent view on the ocean.It has three bedrooms, each with a pri  …see more

from £1115 / night

£7800 / week

Enquire Enquire View

from £1115 / night

1 / 6

610-Papillon Blanc - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £326 / night

1 / 18

646-Valentina - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £3172 / night

1 / 16

593-Armor - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £2400 / night

1 / 13

692-Casa Zenial - Petite Saline villa sleeps 6

Windward / Petite Saline

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Casa Zenial is a perfect villa for sophisticated customersThis Balinese villa is hidden at few minutes of the beach of Salines. This villa is a perfect success story of a passionate world travelling owner. We like in this warm villa, the profusion of exotic wood, the ex  …see more

from £1715 / night

£12000 / week

Enquire Enquire View

from £1715 / night

1 / 19

596-Vina - Vitet villa sleeps 10

Windward / Vitet

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £3120 / night

1 / 24

Imelda (MEL) - Morne Criquet house sleeps 4

Windward / Morne Criquet

3 4 Min stay varies

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

from £818 / night

£5726 / week

Enquire Enquire View

from £818 / night

1 / 17

645-Capri - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £1200 / night

1 / 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
Key info: Child friendly ; Car essential; Air conditioning;
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

Enquire Enquire View

from £2915 / night

1 / 20

568-Dunes - Petite Saline villa sleeps 12

Windward / Petite Saline

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £12000 / night

1 / 18

581-Captiva - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £2743 / night

1 / 20

39-La Carette - Camaruche villa sleeps 4

Windward / Camaruche

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
La Carette CAR is a very private and spectacular villa with a large pool and excellent views of Lorient, St Barts. Bedrooms are located in a separate bungalow. They are both large with king beds, ceiling fans and air conditioning. Each opens up onto a terrace and there  …see more

from £489 / night

£3420 / week

Enquire Enquire View

from £489 / night

1 / 20

340-La Banane - Lorient villa sleeps 18

Windward / Lorient

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
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

Enquire Enquire View

from £5572 / night

1 / 24

Luz (LUZ) - Morne Criquet house sleeps 3

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
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 £600 / night

£4199 / week

Enquire Enquire View

from £600 / night

1 / 20

650-Florence - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Florence is a roomy villa located on the hillside of Marigot.The villa has a spacious living and onto a terrace and the ocean view.The large pool is located between the living and the master bedroom.The second bedroom is connected to the living room.The third bedroom is  …see more

from £1629 / night

£11400 / week

Enquire Enquire View

from £1629 / night

1 / 10

567-Escape - Lorient villa sleeps 6

Windward / Lorient

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
The villa Escape is located in Lorient, at few steps away from the beach. The pool and the Jacuzzi are surrounded by a deck and a lush tropical garden. At few steps from the villa, at the edge of the water, a garden was fitted out with long chairs.BEDROOMView: Sea Equip  …see more

from £1286 / night

£9000 / week

Enquire Enquire View

from £1286 / night

1 / 20

643-Au Vent - Pointe Milou villa sleeps 8

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £2143 / night

1 / 20

671-Sea Bird - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
Nearest beach: Marigot, LorientGustavia: 15 min.Restaurant: 10 min.Supermarket: 10 min.Airport: 10 min.CHILDREN AND PETSPets: unauthorizedSmall female dogs accepted.DETAILSThe Hillside villa has 3 bedrooms, 3 bathroomsSERVICESHousekeeper every day except sunday and publ  …see more

from £1715 / night

£12000 / week

Enquire Enquire View

from £1715 / night

1 / 19

Les Terrasses (HAL) - Morne Criquet house sleeps 1

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Key info: Not suitable for children; No pets allowed;
Part of the centrally located Les Terrasses (HAL) apartment complex, the comfortably furnished HAL is a spacious ground floor unit with views from its private terrace of the lush hillsides surrounding St. Jean and of the Atlantic Ocean from the communal pool and sun dec  …see more

from £197 / night

£1375 / week

Enquire Enquire View

from £197 / night

1 / 20

589-Arrowmarine Property - Mont Jean villa sleeps 10

Windward / Mont Jean

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £3858 / night

1 / 20

615-Nahma - Vitet villa sleeps 6

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £2143 / night

1 / 10

579-Blue Horizon - Camaruche villa sleeps 6

Windward / Camaruche

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £1286 / night

1 / 4

595-Alphane - Mont Jean villa sleeps 2

Windward / Mont Jean

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Child friendly ; Car essential; Pet friendly;
Villa Alphane is located on the estate of villa Arrowmarine in Mont Jean.This separate brand new bungalow is perfectly equipped and private from the main villa, with a separate parking.The bungalow has a private pool, and terrace overlooking the sea.This villa is perfec  …see more

from £300 / night

£2100 / week

Enquire Enquire View

from £300 / night

1 / 20

665-Agave - Camaruche villa sleeps 6

Windward / Camaruche

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £2143 / night

1 / 20

756-Lin - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £386 / night

1 / 16

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Ask owner if suitable for children;
 …see more

from £327 / night

£2287 - £12562 / week

Book Book View

from £327 / night

1 / 18

Villa Tranquille - Vitet villa sleeps 6

Windward / Vitet

3 6 7 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: 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

Book Book View

from £272 / night

1 / 16

578-Captiva Property - Marigot villa sleeps 8

Windward / Marigot

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Car essential; 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

Enquire Enquire View

from £3086 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page