List your home
Apply filters
£ to

389 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
  • Anse de Lorient (10)
  • Camaruche (26)
  • Grand Cul de Sac (16)
  • Grand Fond (28)
  • Grande Saline (1)
  • Lorient (23)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petit Cul de Sac (102)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Toiny (6)
  • Vitet (33)

more +

less -

Property type

more +

less -

Also consider

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
389 Results  |  
24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £1775 /night

£12423 - £24845 / week

View

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

Add to shortlist

from £515 /night

£3603 - £14907 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Tucked away in the quiet St. Barth neighborhood of Petite Saline, Villa Mapou (MAP) is a secluded retreat elegantly decorated in colonial style. It offers great views of Lorient Bay, the Atlantic, and the islands of St. Maartin and Anguilla. Built on different levels...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £444 /night

£3106 - £12423 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
From the vista of Villa Surf View (SUR), looking out over the Caribbean and the unspoiled hills of the island's Côte Sauvage, you can see a vision of St. Barth's simpler past while enjoying the creature comforts of the present. Decorated with an efficient yet imagina...  …see more

24 Photos

House | 2 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £604 /night

£4224 - £19876 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situated in the quiet hillside neighborhood of Petite Saline, looking out over the picturesque Lorient Bay, Villa Sea Dreams (AXS) offers modern comfort and stunning views. From this high vista, you can see the far western end of St. Barth as well as the islands of S...  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £373 /night

£2609 / week

View

Key info:

  • Swimming pool
  • Great 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

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £366 /night

£2556 - £9566 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Pay 6 Nights Stay 7. Apr. 16 - Dec. 14, 2014 & 2015. Escape is a very private 3 bedroom villa just a few steps from the beach and has a pool and jacuzzi surrounded by a tropical garden.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £577 /night

£4038 / week

View

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

24 Photos

Villa | 6 Bedrooms | sleeps 12

5 Nights min stay

Add to shortlist

from £888 /night

£6212 - £9007 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
La Belle Creole is a spacious 6 bedroom villa with a large pool facing the ocean view.  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

Add to shortlist

from £231 /night

£1615 - £8013 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Villa Kyody (KDY) is a very attractive South American style villa located on the Marigot hillside. It has lovely views over all Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with t...  …see more

11 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

Add to shortlist

from £142 /night

£994 - £1678 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Bois Joli is a perfect 1 bedroom villa for a couple with views of the Grand Cul de Sac lagoon and it is very private.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £755 /night

£5280 - £15528 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Au Vent is a 4 bedroom villa with stunning ocean views and 2 pools. Au Vent is a house rental in Saint Barth hung on the cliff in Pointe Milou.This St Barths property stretch out on almost 371 square meters and goes down by the water.  …see more

11 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

Add to shortlist

from £311 /night

£2174 - £6212 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Villa Do Dragan (VDD) is a newly built home just steps from the pure, white sand of Flamand Beach. This lovely villa offers space and comfort. The living and dining areas open onto the pool, terrace and beachfront view. You can enjoy hearing the sound of the waves wh...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £710 /night

£4969 - £10870 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Villa Vigie (GRE) is a wonderful villa perched on the cliff promontory over the east end of St. Jean Bay. The cozy and comfortable living area opens onto the terrace, pool and view. Conveniently located between Lorient and St. Jean village, Villa GRE is in close prox...  …see more

24 Photos

House | 8 Bedrooms | sleeps 8

5 Nights min stay

Add to shortlist

from £2219 /night

£15528 - £21740 / week

View

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

House | 2 Bedrooms | sleeps 2

5 Nights min stay

Add to shortlist

from £400 /night

£2796 - £4038 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Kiara House (MEM) brings to St. Barth a rare touch of design inspiration that sets it apart from the crowd. Blonde-wood flooring, blue-painted wainscoting and an eclectic blend of the modern and the vintage give this remarkable villa a Hamptons feel that has made it ...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £267 /night

£1864 - £6212 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Carefully decorated in a welcoming, casual-chic style, Harbor Haven provides our guests with a unique opportunity for experiencing St. Barth a different way. Situated right in the heart of Gustavia, with a magical view out over the harbor and the boats at their moori...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £577 /night

£4038 - £15528 / week

View

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

12 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £160 /night

£1119 - £2361 / week

View

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 | 5 Bedrooms | sleeps 5

5 Nights min stay

Add to shortlist

from £1331 /night

£9317 - £18634 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Located on the Camaruche hillside overlooking Lorient bay, Villa Avenstar (STR) offers its guests the ideal combination of elegant, modern design and a picture-perfect ocean view. From the hardwood terrace around the heated infinity pool and Jacuzzi, a broad vista of...  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £462 /night

£3230 - £9814 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
L'Abri Cotier is a 2 bedroom villa with ocean and sunset views.  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

5 Nights min stay

Add to shortlist

from £906 /night

£6336 - £23976 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Remarkably open and airy, Villa Vina (VNA) is composed of separate cottages in a marvelously landscaped and natural garden. With a living an dining area completely open on three sides and perfectly integrated with the outdoor space, terrace and pool, this villa is ma...  …see more

24 Photos

House | 5 Bedrooms | sleeps 5

14 Nights min stay

Add to shortlist

from £2396 /night

£16771 / week

View

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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £790 /night

£5528 - £19255 / week

View

Key info:

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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £489 /night

£3417 - £4038 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Splashes of color in the Asian-inspired decor and artworks enliven the serene atmosphere at Casa Zenial (Villa KAS). From its rare Saline location, Villa KAS looks out over swaying palm fronds at the valley of Grand Saline, the dunes beside the beach, and the blue Ca...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £1110 /night

£7764 - £18634 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
La Plantation (GAN) is a superb villa with many amenities located in Petite Saline in St Barth. The interior design combines both antiques and modern furniture with granite floors throughout. There is a separate wood paneled den off the living room. Large wooden deck...  …see more

24 Photos

House | 2 Bedrooms | sleeps 2

5 Nights min stay

Add to shortlist

from £497 /night

£3479 - £5528 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
On the west-facing hillside of Pointe Milou, Villa Samsara (AMA) is perfectly situated for indulging in sun-filled days and spectacular sunsets. Decor of honey-colored Java teak and thoughtfully selected artwork and fabrics lends Villa AMA a particularly warm ambienc...  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £595 /night

£4162 - £11181 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
With a wrap-around terrace for taking in the view east over Marigot Bay and Tortue, and a refreshing pool to escape the heat, the outdoor space at Villa Eagle of the Sea (LSF) offers a great way to spend a day. The convenient Camaruche location means you're not far f...  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £1331 /night

£9317 - £18634 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Nikki is a 3 bedroom villa with ocean views and is within walking distance to beach.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £426 /night

£2982 - £5901 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Le Magnifica is located in the heights of Vitet in the quiet and peaceful area of Devet. The villa has a beautiful 180 degree view of the ocean, Toiny Bay and Petit Cul de Sac.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

4 Nights min stay

Add to shortlist

from £2032 /night

£14224 / week

View

Key info:

  • Swimming pool
  • Great 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

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £701 /night

£4907 - £17392 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
On a hilltop in the exclusive community of Domaine du Levant, Villa Le Roc (ROC) looks out over the azure waters of Petite Cul de Sac. Finely decorated in rattan and mahogany with white fabrics and accents, this home evokes a classic Caribbean feel while maximizing c...  …see more

24 Photos

House | 4 Bedrooms | sleeps 4

5 Nights min stay

Add to shortlist

from £826 /night

£5777 - £18634 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Villa La Desirade (THI) provides a variety of indoor and outdoor spaces for enjoying sun, seclusion or social life, depending on your mood. Located on the hillside of St. Jean and furnished in a pleasant tropical style with rattan, wood and white cotton fabric, Villa...  …see more

24 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £311 /night

£2174 - £7454 / week

View

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 | 3 Bedrooms | sleeps 6

5 Nights min stay

Add to shortlist

from £320 /night

£2237 - £7454 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Mirande is a 3 bedroom villa offering ocean and sunset views.  …see more

12 Photos

House | 3 Bedrooms | sleeps 3

5 Nights min stay

Add to shortlist

from £355 /night

£2485 - £6212 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Located in the heights of St. Jean overlooking both the Bay of St. Jean and Saline, Villa La Pêche (JJB) offers a traditional West Indies style with a wide-open view of lush green hills and brilliant blue sky and sea. The living area is furnished in wicker and vibran...  …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

15 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £99 /night

£687 - £1827 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Nestled at the end of a long lane in beautiful wooded hilly countryside, this semi-detached property, secluded in the valley, provides the ideal escape from the hustle and bustle of everyday life. Set within 4 acres of grounds made of woods and meadows with only the ...  …see more

4 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

Add to shortlist

from £54 /night

£376 - £1066 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Set in a quiet rural hamlet, close to the beautiful valley of the River Blavet, this detached stone cottage provides comfortably furnished, modern accommodation. Inside is a spacious living room with tiled floor and a large open fireplace, while outside the swimming ...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £45 /night

£315 - £886 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
This delightful semi-detached holiday cottage is set in well established and tended gardens in Riantec, a pretty village at the mouth of the impressive harbour of Lorient. Additional amenities include: highchair, shower room, café / bar nearby, enclosed garden / pat...  …see more

13 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £66 /night

£456 - £1207 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Nestled at the end of a long lane in beautiful wooded hilly countryside, this semi-detached property, secluded in the valley, provides the ideal escape from the hustle and bustle of everyday life. Set within 4 acres of private grounds made of woods and meadows with o...  …see more

24 Photos

House | 5 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £57 /night

£396 - £1127 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Only 500m from a beautiful sandy beach lies this recently built holiday home which is positioned in a tree lined and well maintained natural 1000m² plot. Its stylish interior has been carefully designed offering spacious rooms, featuring five bedrooms, two bathrooms ...  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

Add to shortlist

from £136 /night

£947 - £2377 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Situated in the quiet village of Kermario, near the historic town of Hennebont, this spacious detached house with a swimming pool and tennis court offers a marvellous setting for your holiday. The property stands in a quiet area surrounded by a large garden with a pe...  …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
  • 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

20 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £306 /night

£2138 - £6839 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Breezy sea view secluded swimming pool garden styled new  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

Add to shortlist

from £77 /night

£539 - £2334 / week

View

Key info:

  • Nearest beach 1 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
Venez découvrir cet endroit merveilleux, où la mer communie avec le ciel, les vagues, le vent vous donnent l'energie mais aussi la paix et la serenité de profiter de chaque jour qui passe. Vous pouvez louer notre bateau Donzi 2 fois 300CV avec Skipper, pour 2H, 1/2 journée ou journé complète.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • 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 | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • 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

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
  • 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

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
  • 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

Key info:

  • Swimming pool
  • Great for children of all ages
  • 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