Villas in Windward: Rent luxury villas in Windward

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)
  • Petite Saline (7)
  • Pointe Milou (41)
  • Vitet (23)

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

125 Holiday homes

Filters applied: Villa (125)

10

696-Sea Nymph - Mont Jean villa sleeps 2

Windward / Mont Jean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone is perfect for a couple. A large living offers a panoramic ocean view on the ocean and the bay of Marigot.The bedroom also has a panoramic ocean view.B  …see more

from £686 / night

£4800 / week

Enquire View

from £686 / night

20

553-Cocoland - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Cocoland is located in one of the best spot of the island La Pointe Milou.This colonial style villa has a wonderful ocean view. The villa has a lot of assets like the ocean view, the sunset view, and a perfect privacy.A large deck with a pool is overlooking the ocean an  …see more

from £1569 / night

£10980 / week

Enquire View

from £1569 / night

(1) Excellent 

6

41-Case et Cuisine - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuisine sensitively fuses contemporary style with traditional Caribbean elegance. The house is set dramatically on a series of terraces and is framed by l  …see more

from £369 / night

£2580 - £3480 / week

Enquire View

from £369 / night

16

701-la Belle Epoque - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
La Belle Epoque is located in Marigot at a walking distance from the beautiful Grand Cul de Sac lagoon, and the beach of Marchale. The public access to these beaches is by the beautiful garden of the hotel Guanahani close by. The villa is surrounded by a very nice tro  …see more

from £840 / night

£5880 / week

Enquire View

from £840 / night

12

293-Villa Les Jardins - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Les Jardins dEmmanuel EMM has two bedrooms, two bathrooms and a pool. Located in Lorient, this villa offers a spendid view over the ocean and the surrounding islands. This newly built villa is spacious and contemporary. It offers a large livingdining room that ope  …see more

from £643 / night

£4500 - £7200 / week

Enquire View

from £643 / night

20

29-Beverly - Mont Jean villa sleeps 8

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beverly BEV is an elegant and very private villa located on Mt. Jean, St Barts. This 4 bedroom villa offers privacy and an amazing view of the ocean, and the surrounding islands, with magnificent sunsets in the summer time. Mainly built on one level except steps leading  …see more

from £1500 / night

£10500 - £16800 / week

Enquire View

from £1500 / night

12

686-Buddha Bay - Marigot villa sleeps 4

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Marigot is a small area on the eastern end of St Barts with a small beach. Marigot has some famous residents and is also close to Grand Cul de Sac which has several beach restaurants and watersports.BEDROOMView: Marigot beach Equipment: air conditioning, fan, mosquito n  …see more

from £858 / night

£6000 / week

Enquire View

from £858 / night

14

672-Kyody - Marigot villa sleeps 4

Windward / Marigot

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Kyody is located on the height of Marigot, overhang the lagoon of Grand Cul de Sac at few minutes from the beaches of Grand Cul de Sac and Marigot.Kyody is a very private and spacious villa.Our customers like in this villa the ocean view from almost all the rooms, the l  …see more

from £240 / night

£1680 / week

Enquire View

from £240 / night

20

681-la Plage - Lorient villa sleeps 10

Windward / Lorient

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Right on the very beautiful beach of Lorient, in a garden of 0.74 acre with big coconut palms swinging with the trade winds, this roomy brand new villa on the beach is one of more beautiful architectural success of the island.BEDROOMView: Garden Equipment: air condition  …see more

from £10286 / night

£72000 / week

Enquire View

from £10286 / night

9

663-Villa 21 - Petite Saline villa sleeps 4

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa 21 is a villa located on the hillside of Lorient, close to Petite Saline.This very private villa has a stunned ocean view of Lorient Bay and the islands of quotFrgatequot, quotToc Vertquot and quotBonhommequot.BEDROOMView: Lorient bay Equipment: air conditioning,  …see more

from £789 / night

£5520 / week

Enquire View

from £789 / night

12

601-Sea Dream - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Sea Dream is located on the estate of villa Captiva in Marigot.This separate brand new bungalow is perfectly equipped and private from the main villa, with a separate entrance and parking.Sea Dream has a living room, a bedroom, a bathroom and an extra room for a child.T  …see more

from £579 / night

£4050 / week

Enquire View

from £579 / night

17

48-La Corniche - Pointe Milou villa sleeps 6

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
La Corniche DAY is located 150 feet above the water at the tip of Pointe Milou, St Barts, with panoramic views all the way to St. Martin. This breathtaking villa has large rooms with privacy and charm and provides both sunrise and sunset vistas. There are two bedrooms o  …see more

from £1200 / night

£8400 - £10200 / week

Enquire View

from £1200 / night

12

546-Alize DEden - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Aliz dEden is located on the hillside of Pointe Milou.The villa has an ocean view of the ocean and the sunset.The living room and the two bedrooms open onto the pool and terrace, offering an ocean view from all rooms.BEDROOMView: Ocean Equipment: air conditioning, mosqu  …see more

from £480 / night

£3360 / week

Enquire View

from £480 / night

19

648-Bellevue - Marigot villa sleeps 10

Windward / Marigot

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
Bellevue is located hillside on Marigot.This brand new villa has a panoramic view on Marigot bay and the ocean.This roomy villa is perfect to meet large families with friends to celebrate events.The living is extremely spacious and is open on a very long lap pool.Each  …see more

from £986 / night

£6900 / week

Enquire View

from £986 / night

20

629-Cumulus - Camaruche villa sleeps 14

Windward / Camaruche

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Pet friendly
This spacious property offers an incomparable ocean view on the bay of Lorient, as well as on a multitude of Islands Fourchue, Bonhomme, Frgate, Saint Martin et Anguilla...The villa is located at a short drive two minutes from the beautiful beach of Lorient.Cumulus com  …see more

from £6678 / night

£46740 / week

Enquire View

from £6678 / night

18

622-Lorient Sunset - Lorient villa sleeps 2

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Lorient Sunset is located hillside in LorientThis roomy one bedroom villa is perfect for sun addictsFrom this villa you can enjoy views from every room as well as a dramatic sunset each evening of your St Barts vacationThe pool, the deck, and the terrace  …see more

from £583 / night

£4080 / week

Enquire View

from £583 / night

20

731-Seascape - Pointe Milou villa sleeps 12

Windward / Pointe Milou

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea just below. Seascape is a roomy brand new contemporary villa offering more than 7 000 sqf of living space... With exotic wood in profusion, a spaciou  …see more

from £9000 / night

£63000 / week

Enquire View

from £9000 / night

13

130-Indigo Orchid - Lorient villa sleeps 2

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individually or can be combined with its neighbor villa, La Carette to make a total of 3 bedrooms. When rented separately, both villas maintain complete priva  …see more

from £360 / night

£2520 - £9900 / week

Enquire View

from £360 / night

10

132-Marisa - Camaruche villa sleeps 4

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harmonious colors and antique furniture. An extremely private villa with many areas for sitting in the shade or in the sun. The extensive gardens have som  …see more

from £549 / night

£3840 - £6600 / week

Enquire View

from £549 / night

15

122-Raia - Lorient villa sleeps 4

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Raia RIA is located directly on Lorient Beach, one can hear the sound of the waves lapping against the shore. The beach is quite calm and there are constant breezes. With mosquito netting in both bedrooms, it is possible to sleep with just the breezes. This villa  …see more

from £643 / night

£4500 - £9900 / week

Enquire View

from £643 / night

8

682-Bois Joli - Marigot villa sleeps 2

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Bois Joli is a charming little Caribbean villa located on the heights of Vitet in St Barts.It offers a panoramic view on the bay of Marigot, Tortue island and Grand Cul de Sac lagoon is marvellous.A swimming pool, surrounded by large rocks, overlooks the ocean.This very  …see more

from £232 / night

£1620 / week

Enquire View

from £232 / night

19

704-Oceana - Vitet villa sleeps 4

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Oceana is a very private villa, located hillside at the far end of Vitet.This villa is perfect for the nature lovers and the amateurs of full privacy The villa has an unspoiled view on Toiny bay and the ocean.Nearest beach Marigot, Lorient, Petit Cul de S  …see more

from £708 / night

£4950 / week

Enquire View

from £708 / night

9

53-Villa Pastel - 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 Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style, the villa has been constructed using modern materials such as wood, polished concrete, steel and glass, while at the same time keeping a traditional i  …see more

from £986 / night

£6900 - £13200 / week

Enquire View

from £986 / night

20

69-Eden House - Marigot villa sleeps 6

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Villa Eden House GRO Eden House was one of the very first villas on the island. It has now become one of the finest contemporary achievements of the island. It also boasts an exceptional location with a path directly accessing the sea and double exposure both to Marigot  …see more

from £1372 / night

£9600 - £20010 / week

Enquire View

from £1372 / night

18

569-Eclipse - Vitet villa sleeps 12

Windward / Vitet

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotEclipsequot is an exceptional property situated on the heights of Vitet a few minutes away from the beautiful beach of Lorient and the bay of Marigot.This contemporary roomy villa which offers an exceptional ocean view. It has a lot of privacy, and has a maximum of  …see more

from £3858 / night

£27000 / week

Enquire View

from £3858 / night

20

662-Avenstar - Camaruche villa sleeps 10

Windward / Camaruche

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Avenstar St Barts is made of five bedrooms, five bathrooms, and two pools. This amazing villa is located in the hillside of Camaruche and offers a stunning view over Lorient bay, St Maarten and the ocean. This newly built fully airconditionned villa has three leve  …see more

from £6858 / night

£48000 / week

Enquire View

from £6858 / night

20

100-Caramba - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caramba MBA is a delightful villa located at the end of Pt. Milou, with dramatic ocean views. It has been decorated with a wonderful use of both overstuffed wicker with white fabrics and mahogany beds with crisp white fabrics. The rooms are very bright and airy wi  …see more

from £669 / night

£4680 - £8400 / week

Enquire View

from £669 / night

33

BelAmour, a St. Barths Luxury Villa for Lovers - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
- Are you looking for a place where to celebrate your love for a special someone?- Are you the kind of person who want the best they can get, not for boasting, but for their own, private enjoyment?Then, let the magic of BelAmour help your couple create lifelong memories  …see more

from £654 / night

£4572 - £10693 / week

Book View

from £654 / night

17

45-Cheyenne - 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 Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand Petit Cul de Sac and the open ocean beyond. The villa is painted in a very soft pastel pink stucco. Openair hallways and numerous tropical plantings  …see more

from £729 / night

£5100 / week

Enquire View

from £729 / night

13

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £547 / night

£3829 - £18031 / week

Book View

from £547 / night

5

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £385 / night

£2308 - £9231 / week

Book View

from £385 / night

9

683-Alouette - Vitet villa sleeps 2

Windward / Vitet

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Alouette is a villa perched on the hillside of Vitet, overlooking the ocean.This one bedroom villa with a pool is a very affordable budget for a vacation on the island.BEDROOMView: Ocean Equipment: air conditioning, fan, safe, bathroom with shower Bed Size: King 6.56 ×  …see more

from £300 / night

£2100 / week

Enquire View

from £300 / night

11

747-Harry - Petite Saline villa sleeps 4

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Harry is a brand new 2 bedroom, 2 bathroom villa located in Saline, overlooking the ocean and hillside area.This tastefully decorated villa features the living room, dining room, fully equipped kitchen, two bedrooms with its ensuite bathrooms, spacious terrace and  …see more

from £772 / night

£5400 / week

Enquire View

from £772 / night

10

50-Hidden Treasures - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood could not have done better. Located in prestigious Pointe Milou, St Barts, newly renovated Villa Hidden Treasures is a tiny jewel that offers qualities r  …see more

from £540 / night

£3780 / week

Enquire View

from £540 / night

20

586-Arrowmarine - Mont Jean villa sleeps 8

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • 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 min age:12 years oldPets: unauthorizedChildren on request.DETAILSThe Hillside villa has 4 bedrooms, 4 bathroomsSERVICESHousekeeper every day  …see more

from £3429 / night

£24000 / week

Enquire View

from £3429 / night

13

318-Safari - Pointe Milou villa sleeps 2

Windward / Pointe Milou

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Perched above the ocean with panoramic views of the bays of Lorient, St. Jean, Anse des Cayes, and St. Maarten, sits Villa Safari ARI. This magnificent onebedroom villa located in Pointe Milou is on the north side of the island facing to the west.To create a warm atmosp  …see more

from £412 / night

£2880 / week

Enquire View

from £412 / night

20

688-Soleimane - Vitet villa sleeps 8

Windward / Vitet

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
Soleimane is a brand new villa located on Vitet hillside.This elegant contemporary villa has a panoramic ocean view. The owner which is an architect has successfully combined the contemporary design with the exotic wood. The villa has all the assets for a perfect stay  …see more

from £643 / night

£4500 / week

Enquire View

from £643 / night

11

669-Grand Carenage - Pointe Milou villa sleeps 4

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Grand Carenage is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large open living room open onto a terrace and a pool.BEDROOMView: Sea Equipment: air conditioning, mosquito net, safe, bathroom with shower Bed Size: Queen si  …see more

from £515 / night

£3600 / week

Enquire View

from £515 / night

(2) Very Good 

18

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £443 / night

£3098 - £12659 / week

Book View

from £443 / night

15

Villa 3 bedrooms St Barts Montjean Pool Jacuzzi - Mont Jean villa sleeps 6

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning
The villa measures 2691 ft2 interior surface and 1.2 acresTotal surface on a private and gated propertyEntrance to the property only with an entry codeThe villa is composed of two separate buildingsLarge outside space with covered patios and open terracesBreathtaking vi  …see more

from £726 / night

£5077 / week

Book View

from £726 / 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