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40 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Camaruche (6)
  • Lorient (6)
  • Marigot (6)
  • Mont Jean (3)
  • Pointe Milou (13)
  • Vitet (6)

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Also consider

Petit Cul de Sac
101 properties
Pointe Milou
57 properties
St. Jean
47 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Gustavia
41 properties
Morne Criquet
34 properties
Vitet
32 properties
Grand Fond
27 properties
Camaruche
26 properties
Colombier
25 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Marigot
20 properties
Lurin
18 properties
Anse des Cayes
15 properties
Anse de Lorient
12 properties
Petite Saline
9 properties
Terre Neuve
4 properties

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40 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £2840 /night

£19876 - £99379 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa La Plage on St. Barts is one of the most sought after beachfront estates on the island. Located directly on Lorient Beach, this stunning villa offers 7 bedrooms, each with an ensuite bath. Discounts may apply for 2 week bookings or longer  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £539 /night

£3771 - £10870 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on the heights of Vitet, with a nice sea view, Villa Victoria is a sumptuous 2 bedroom villa offers contemporary design and a particularly neat decoration.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £666 /night

£4659 - £20715 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Hillside of Marigot, Villa Imagine is a luxurious and brand-new 3 bedroom villa with gorgeous sea views over the Grand Cul de Sac lagoon and its turquoise waters that you can enjoy from both inside and out.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £163 /night

£1140 - £3044 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Coral is a lovely 2 bedroom villa, ideal for a couple with a child.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £435 /night

£3044 - £9814 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on the heights of Pointe Milou, one of the most popular areas of St Barth, Villa Mandarine offers an amazing panoramic view on the sea toward Lorient and St Jean bays and the exceptional opportunity to enjoy both sunrise and sunset  …see more

39 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £306 /night

£2138 - £6839 / week

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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

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from £77 /night

£539 - £2334 / week

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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 | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £489 /night

£3420 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Carette CAR is a very private and spectacular villa with a large pool and excellent views of Lorient, St Barts. Bedro..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £463 /night

£3240 / week

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Key info:

  • Great for children of all ages
  • 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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Abby ABB is a very private and sensational villa set high in Vitet, St Barts. Abby offers guests some of St. Barth..  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harm..  …see more

8 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping a..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £566 /night

£3960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Kaiteki LUZ was built with privacy and relaxation in mind. Perfect for families and large groups, it is built on t..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Amelie KAM perched on the Marigot hillside offers a splendid view over Marigot bay. It features two bedrooms, two..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Vue Panoramique PAT Located on exclusive Mont Jean, this villa enjoys 300 degree breathtaking views. Sint. Maarten, A..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £257 /night

£1794 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Mandarine Bleue LEA is one the real gems of Pointe Milou. From this villa, there is a 270 degree view and you will..  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Om AOM is located in the exclusive private gated community of Mont Jean on the north side of the island. The impre..  …see more

7 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3/5 

Min stay varies

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Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa La Belle Vie LBV Built on a slope with high views over Marigot Bay, St Barts, to Pointe Milou and convenient acces..  …see more

6 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

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

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £2143 /night

£15000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Bon Temps BTR Built in Palladianstyle adapted to the tropics, Bon Temps BTR is a six bedroom villa located on the west s..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Great for children of all ages
  • 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

10 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £540 /night

£3780 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood cou..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Caramba MBA is a delightful villa located at the end of Pt. Milou, with dramatic ocean views. It has been decorate..  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Les Amis Du Vent JAY A sweet sea of finesse and delicacy immediately submerges you when you enter for the first ti..  …see more

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individu..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Les Mouttes PAY is a charming villa with heated pool, located in a private area in Vitet. With all of the rooms ar..  …see more

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £412 /night

£2880 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Perched above the ocean with panoramic views of the bays of Lorient, St. Jean, Anse des Cayes, and St. Maarten, sits Vil..  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Villa Seaweed SEA The ideas of Le Corbusier, Scarpa, Barragan and Mies Van der Rohe gave birth to the very first modern,..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Great for children of all ages
  • 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

8 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
La Corniche DAY is located 150 feet above the water at the tip of Pointe Milou, St Barts, with panoramic views all the w..  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand..  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Adore ADR is simple beachfront villa under one roof in Lorient, St Barts. There is a great yard and easy access to..  …see more