List your home
Apply filters
£ to

147 Holiday homes in Windward

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Camaruche (10)
  • Grand Cul de Sac (10)
  • Grand Fond (1)
  • Lorient (15)
  • Marigot (18)
  • Mont Jean (11)
  • Petit Cul de Sac (17)
  • Petite Saline (7)
  • Pointe Milou (37)
  • Vitet (21)

more +

less -

Property type

more +

less -

Also consider

Filters applied: Smokers (147)

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
147 Results  |  
8 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £560 /night

£3918 - £21793 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Summer Breeze; Villaminou; Villa minou; Summer Breeze; St barth; St barths; Saint barthelemy, St bart; villa rental; Summerbreeze; Villa st barths; villa st barthelemy; villa st bart  …see more

8 Photos

House | 2 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £102 /night

£712 - £901 / week

View

Key info:

  • Not suitable for children
  • Pets welcome

3-room house 135 m2, nice and tasteful furnishings: entrance hall. Living/dining room 60 m2 with open fireplace, satellite-TV and stereo unit. Exit to the terrace. Open gallery 17 m2 with 1 sofa bed and library. 1 room 12 m2 with 1 french bed (160 cm). 1 room 12 m2 with 2 beds. Kitchen (4  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £885 /night

£6189 - £18435 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Le Roc, Anse de Petit Cul de Sac, Domaine du Levant à Saint Barthélemy, Antilles Françaises, F.W.I.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £772 /night

£5400 - £15000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
quotMurrayaquot is a brand new villa located on the heights of Petite Saline. The villa is hidden in a tropical garden.T..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £215 /night

£1500 - £4200 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our two bedroom villas the most rented A full privacy A very attractive budgetAlta Vista is a villa nestled on the hillside of Vitet.A stunning ocean view, a full privacy, a pool overlooking the ocean, a perfect villa to recharge ones batteries.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £257 /night

£1794 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient loc..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Princess X PRX Located a few steps from the beach in Petit CuldeSac Bay, Princess X is an unashamedly modern villa..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The villa quotKhajurahoquot is a contemporary private 3 bedroom villa located in Pointe Milou.The villa has an amazing v..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa Far Caraibes FAR is an elegant and comfortable 3 bedroom, 3 bathroom villa located on the hillside of Grand Cul d..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa Parsifal PAF is a small new villa in the Carenage area of Pointe Milou, a few steps from the Christopher Hotel. Th..  …see more

8 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £138 /night

£960 - £1620 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Bois Joli is a charming little Caribbean villa located on the heights of Vitet in St Barts.It offers a panoramic view on..  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £763 /night

£5340 - £16200 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
This is a great villa La Rose des Vents is a pure Caribbean island villa .It is a brand new white colonial villa, with..  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £217 /night

£1518 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Face la Mer is located on the beach of the lagoon of Grand Cul de Sac.From the lounge chairs on the sandy beach admire..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £373 /night

£2607 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
St Barts Villa Casa Blanca is located on the hillside of Grand Cul de Sac. It has a beautiful view on the lagoon of Peti..  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £600 /night

£4200 - £21000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
La Cocoteraie is located in the private estate of the Domaine du Levant in Petit Cul de Sac.The villa is situated on..  …see more

12 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

Add to shortlist

from £253 /night

£1770 - £4050 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Sea Dream is located on the estate of villa Captiva in Marigot.This separate brand new bungalow is perfectly equipped an..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Milou KID, located in Pointe Milou, has two bedrooms, two bathrooms and a pool. Stone steps lead to the villa that..  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

from £986 /night

£6900 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Bellevue is located hillside on Marigot.This brand new villa has a panoramic view on Marigot bay and the ocean.This roo..  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £247 /night

£1728 - £4920 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Bougainvilliers is located hillside, at few steps from Marigot bay.This private villa has lovely views of Marigot Bay an..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Cap Au Vent MOZ Located on a cliff at the very tip of Pointe Milou, St Barts chicest neighborhood, Villa Cap au Ve..  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £386 /night

£2700 - £12000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The villa Le Motu is situated above the lagoon of Grand Cul de Sac.Le Motu faces the turquoise blue lagoon of Grand Cul..  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £283 /night

£1980 - £4950 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
St Barts Villa Oceana is a very private villa, located hillside at the far end of Vitet.This villa is perfect for the na..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £240 /night

£1680 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Kyody is located on the height of Marigot, overhang the lagoon of Grand Cul de Sac at few minutes from the beaches of Gr..  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Banane BAN A secret estate, a confidential address, a unique intimate atmosphere. A privileged place where you unpack yo..  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

from £2400 /night

£16800 - £67500 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
St Barts Villa Silver Rainbow Five bedrooms, a huge garden and direct access to the seaSt Barts Villa Silver Rainbow is..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa Les Embruns JMG is located at the far end of Flamands beach, overlooking the ocean and facing Bonhomme island. Wat..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £1200 /night

£8400 - £19200 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
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 t..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £875 /night

£6120 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Domingue is located on the sunset side ocean view of La Pointe Milou .This villa has all the assets to seduce you The..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Festival BEN is a very private and spectacular villa situated on Pointe Milou. There is a infinity pool with large..  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £1029 /night

£7200 - £18600 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our preferred villas A roomy villa A large heated swimming pool The Plantation, is a villa located in the heights..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Eden House GRO Eden House was one of the very first villas on the island. It has now become one of the finest cont..  …see more

6 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuis..  …see more

8 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Kokono VKA is nestled in the hillside of Camaruche and offers a beautiful view over Lorient bay and the surroundin..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £438 /night

£3060 - £8100 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
quotCasa Azulquot has a superb ocean viewThis renovation project villa is located on the top of Vitet and has a panorami..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Raia RIA is located directly on Lorient Beach, one can hear the sound of the waves lapping against the shore. The..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Magnificently situated, Hill House BOW commands views of St Jean and beyond to St Martin. From the private terraces, the..  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £523 /night

£3660 - £12540 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Bel Ombre is located in Marigot overlooking the ocean.The villa is open on the ocean located below. A large terrace is e..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Casa Nomada NOM is a charming villa located in Vitet with 2 bedrooms, 2 bathrooms and a pool. This villa offers a partia..  …see more

9 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style,..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £463 /night

£3240 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Samsara AMA Situated high above the ocean, with a panoramic western view in Pointe Milou, St. Barth is the spectac..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £258 /night

£1800 - £8400 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Capri is one of our favourites villasLocated on the sunny side of Pointe Milou, facing the sunset, overlooking the tur..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa Sky SKI is one of the most spacious, comfortable houses in St. Barths. Relax with afternoon tea or cocktails and e..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
At first glance the alchemy of raw materials, mineral rock and rigorous concrete are palpable as they harmonize with the..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £515 /night

£3600 - £12000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Nearest beach Marigot, LorientGustavia 15 min.Restaurant 10 min.Supermarket 10 min.Airport 10 min.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

from £643 /night

£4500 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Soleimane is a brand new villa located on Vitet hillside.This elegant contemporary villa has a panoramic ocean view. T..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £566 /night

£3960 - £10980 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Cocoland is located in one of the best spot of the island La Pointe Milou.This colonial style villa has a wonderful ocea..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £686 /night

£4800 - £15000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
This manicured tropical paradise is an exclusive and perfect hideaway located on an unspoiled piece of land of 2 acre.Su..  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Lagon Jaune AJL is located on the hillside of the exclusive gated Domaine du Levant complex. It offers superb views, te..  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £416 /night

£2910 - £7416 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our two bedroom villas the most requested a perfect villa for honeymooners Villa Indonesia is located in Point..  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £395 /night

£2760 - £6000 / week

View

Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa quotZionquot is located in the sunset side of la quotPointe Milouquot.It is a brand new villa who combine all the..  …see more