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116 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
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  • Anse de Lorient (10)
  • Camaruche (22)
  • Lorient (5)
  • Marigot (5)
  • Mont Jean (17)
  • Morne Criquet (8)
  • Petite Saline (2)
  • Pointe Milou (35)
  • Vitet (12)

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Also consider

Petit Cul de Sac
102 properties
Pointe Milou
63 properties
Gustavia
54 properties
Petite Saline
54 properties
St. Jean
48 properties
Anse des Flamands
45 properties
Gouverneur
44 properties
Camaruche
39 properties
Vitet
38 properties
Morne Criquet
37 properties
Mont Jean
29 properties
Colombier
27 properties
Grand Fond
27 properties
Corossol
23 properties
Lorient
22 properties
Lurin
21 properties
Marigot
21 properties
Anse de Lorient
16 properties
Anse des Cayes
15 properties
Terre Neuve
4 properties

Filters applied: Swimming pool (116)

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116 Results  |  
24 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £105 /night

£734 - £2202 / 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

23 Photos

Villa | 1 Bedroom | sleeps 2

6 Nights min stay

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from £799 /night

£5590 - £8696 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
BelAmour is unique, luxurious yet intimate, 1-bedroom villa in St. Barths (Saint Barthélemy). I have designed it for 2 lovers who want to spend the most romantic week of their life in the best luxury vacation rental on the island. Spectacular sea views, great services. Let BelAmour be a testimony and a stimulant to your love for your special one.  …see more

39 Photos

Villa | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £289 /night

£2017 - £6452 / 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

Featured properties

34 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £366 /night

£2556 - £9566 / week

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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

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £790 /night

£5528 - £19255 / week

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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

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 | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1509 /night

£10560 - £11802 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Florence is a 3 bedroom villa with rooms that open to the outside, making it perfect for vacations with friends. The villa offers privacy and ocean views.  …see more

28 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1088 /night

£7614 - £46584 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
7th Night Free Nov. 21 - Dec. 14, 2014 & Nov. 21 - Dec. 14, 2015. La Vie En Rose is a 5 bedroom waterfront villa with ocean views and access to 2 community tennis courts.  …see more

28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £586 /night

£4100 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Cocoland is a 2 bedroom villa with ocean and sunset views.  …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

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

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1331 /night

£9317 - £18634 / week

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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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £977 /night

£6833 - £19876 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Ella is a 3 bedroom villa with ocean views and nice and comfortable outdoor living space.  …see more

9 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

30 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £320 /night

£2237 - £7454 / week

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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

20 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £710 /night

£4969 - £10560 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
La Vigie is a 4 bedroom villa located on the cliffs with a fabulous view over St. Jean bay. The villa has a lovely terrace with a pool and plenty of areas for relaxation and enjoying the view. The interior spaces include a large and fully air-conditioned dining area opening onto the covered terrace and a well-equipped kitchen leading from the living area, also with access to the terrace.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £542 /night

£3789 - £12982 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Bel Ombre is a 3 bedroom villa that overlooks the ocean and is only a few minutes drive away from restaurants and water sports.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Beverly BEV is an elegant and very private villa located on Mt. Jean, St Barts. This 4 bedroom villa offers privacy and..  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £2219 /night

£15528 - £49690 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Avenstar is a 5 bedroom villa with beautiful views and 2 pools. Avenstar is a magnificent luxury villa rental in Camaruche in St Barts in the French Caribbean.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £843 /night

£5901 - £21740 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Bellevue is a 5 bedroom villa offering ocean views, 2 pools and a fitness room.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £249 /night

£1740 - £8696 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Capri is a 2 bedroom villa with ocean and sunset views.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £515 /night

£3603 - £9317 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Nita with its retro 60s décor is very stylish, has a superb view and a convenient central location in Lorient.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £2219 /night

£15528 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Directly overlooking the ocean and right across from the Eden Rock Hôtel, Reef Point is a beautiful contemporary 3 bedroom villa.  …see more

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £7764 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Luz is a 3 bedroom villa with a long lap pool and beautiful ocean and sunset views.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £2219 /night

£15528 - £43479 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Le Manoir de Lorient is a 5 bedroom villa and is only steps away from Lorient Beach.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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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

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £586 /night

£4100 - £13665 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Sea Bird is a 3 bedroom villa located on the exclusive estate "Montjean". It offers ocean views, pool and jacuzzi.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £400 /night

£2796 - £9938 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
"Au Coeur du Rocher" is a luxurious, 2 bedroom villa, located on the hillside of Vitet, overlooking Marigot and Pointe-Milou. Very elegant & private the villa offers a dramatic view over the ocean and surrounding landscape.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £2960 /night

£20715 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Imagine is a villa with 3 large bedrooms, ocean view and is a short drive to beach.  …see more

27 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £1172 /night

£8199 - £21181 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
La Plantation is a 3 bedroom villa offering views of the the privacy and a large pool.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £755 /night

£5280 - £15528 / week

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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

16 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £355 /night

£2485 - £5901 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Anais is a 3 bedroom simplistic, private villa that offers ocean views. Anais can be rented with Alta Vista to create a 5 bedroom rental.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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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

7 Nights min stay

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from £480 /night

£3355 - £9628 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Fabulous designer villa with one of the most beautiful views of St Barth looking over the bay of Lorient, St. Jean, Anse des Cayes and neighboring islands. The villa designed by the architect owner, was constructed out of Java teak in Bali and transported back to its Pointe Milou site in St. Barth.  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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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

28 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £817 /night

£5715 / week

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Key info:

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

24 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £176 /night

£1227 - £3168 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Coral is a villa with a master bedroom and a small bedroom (with a single bed) for a child at no additional cost making it a perfect rental for a couple with a child.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £311 /night

£2174 - £6212 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Alphane is a 1 bedroom extremely private home with a magnificient ocean view. It can also be rented with Arrowmarine to create a 5 bedroom vacation property. It has a magnificent view on Marigot bay and Turtle island.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £1145 /night

£8013 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Kyody is a very private 2 bedroom villa with large living area and an astonishing ocean view.  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £431 /night

£3013 - £7678 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Indonesia is a 2 bedroom villa offering ocean and sunset views. Since bedrooms are on either side of the living area, this villa is perfect for 2 couples vacationing together.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2485 /night

£17392 - £77640 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Villa Anna is located on the hills of the private estate of Levant in Petit Cul-de-Sac in St Barths.  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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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

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £595 /night

£4162 - £12112 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
High on the hillside between St Jean and Saline, the villa is extremely well located: few minutes by car from St Jean beach and Saline beach, close to the geographic center of St Barth, and away from St Barth noisy roads.  …see more

28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £462 /night

£3230 - £9814 / week

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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

20 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £3550 /night

£24845 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Blues Indies is a 3 bedroom villa with ocean views and all the hotel's advantages such as room service, spa and tennis court access.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £400 /night

£2796 - £7454 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Lin is a 3 bedroom villa surrounded by a garden. It offers ocean and sunset views and a pool.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Pricing unknown

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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

15 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
The beautiful Villa Anais AIA in Vitet, at the center of the eastern half of St. Barts, offers guests spectacular views..  …see more

39 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £577 /night

£4038 - £15528 / week

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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

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