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276 Holiday homes in Windward

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  • Anse de Lorient (3)
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  • Camaruche (39)
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  • Marigot (21)
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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: Villa (276)

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276 Results  |  
4 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £480 /night

£3358 - £9746 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Art is a pleasant holiday villa rental ideally situated in the private estate of Roc Flamands in Flamands in St. Barth in the French Caribbean. free car rental! The villa overhangs the famous Flamands Beach which is only at three minutes on foot and offers a large living area opening onto a covered  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £5271 /night

£36895 - £93914 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Silver Rainbow is a stunning contemporary 5 bedroom villa. Located in the Private Estate of Domaine du Levant, the villa offers a magnificent view of the bay of Petit Cul de Sac. This luxurious villa with large and nice outside spaces has a panoramic view of the ocean and Petit Cul de Sac bay. In  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £2070 /night

£14488 - £36227 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa K is the result of a dream: a villa on the beach in the Caribbean. Villa K's lucky owner made his dream come true in this brand new contemporary villa. A large wood deck with exotic finishes at the foot of a sand path leads right to the beach. A large heated swimming pool is surrounded  …see more

Featured properties

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £722 /night

£5050 - £16789 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
For those who love Flamands Beach, this beautiful new and very contemporary two bedroom villa is the perfect choice. The views of Flamands are fabulous and the beach is within walking distance. Built into the rocky hillside on two levels, the villa exudes luxury and boasts stunning and  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £2684 /night

£18783 - £67081 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Nirvana (aka Villa NIR) is a uniquely 21st-century property where design and contemporary art set the stage for an architectural audacity unprecedented in St. Barth and probably in all the West Indies. An almost monochromatic universe creates an air of serenity and contemplation, until splashes and  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £671 /night

£4696 - £9392 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This amazing beachfront villa, a few steps away from the crystal clear waters of the Caribbean Sea, offers a stunning view across the ocean and at the neighboring island of St. Kitts, Nevis and Montserrat with its still active volcano. The gorgeous 5,000 sq ft beach house with private pool is  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £949 /night

£6643 - £25895 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa Vina offers five bedrooms, five bathrooms, a heated pool and a fitness room. This spacious and contemporary villa is located in Vitet hillside and offers a nice view over the landscape and the ocean. This private property is made of different cottages. The main cottage features spacious  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £2013 /night

£14087 - £36910 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Amancaya is a wonderful villa located in Anse des Cayes. This villa dominates the bay and has a gorgeous view. Surrounded by a luscious tropical garden, Amancaya invites you to relax and let your senses be free. The decoration, modern yet balinese, is perfect for a stay between friends or  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £949 /night

£6643 - £16237 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa Gouverneur View on St Barts is a luxury vacation villa rental located on the heights above highly sought after Gouverneur beach. An optimal location for guests that seek easy access to one of the island's best beaches as well as the serene and stunning beauty of Gouverneur. The  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £1919 /night

£13432 - £53671 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa The View (VUE) is located high up on the Colombier hillside with one of the most spectacular views that St Barths has to offer. The panoramic view from the villa encompasses the islands of Nevis, St Kitts, St Eustatius, St Martin and the quaint harbor of Gustavia. This villa enjoys year  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £1198 /night

£8382 - £40268 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"The villa La Pointe is one of the largest of Saint Barth. With its eight bedrooms and interior patio and pool, the villa is located in the heart of Gustavia.  It's location, within walking distance of most boutiques of town, and the beach of Shell Beach make it ideal for independence and  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £940 /night

£6575 - £17445 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa Sous la Falaise (SOU) is nestled just above the water at the eastern end of St. Jean Beach, St Barts. Separate cottages offer a superb view of the beach and the Eden Rock Hotel. A stone path connects the individual bedroom cottages to the main living, dining and kitchen bungalow. The  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £269 /night

£1879 - £11069 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Located on the sunny side of Pointe Milou, Capi faces the sunset, Villa Capri overlooks the turquoise ocean bay below. This 3 bedroom villa boasts a gorgeous infinity edge pool with a shallow end nice for wading.  The villa's main level encompasses a large, comfortably furnished and air  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £376 /night

£2631 - £8053 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa Apiano is located on the hillside of Grand Fond. Nestled in a green garden, it offers plenty of privacy while maintaining a simple charm. The patio at the heart of the villa gives an atmosphere of peacefulness and tranquility. The swimming pool is located in the patio at the heart of  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £768 /night

£5370 - £11740 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"La Vigie is a wonderful villa located on the cliffs over St. Jean bay. It has four bedrooms, four bathrooms and a pool. The villa offers a large and fully air-conditioned dining and living area opening onto the covered terrace. The kitchen located next door is well-equipped and also opens  …see more

25 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £264 /night

£1845 - £5168 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Nestled on the hillside of Vitet, this charming villa with tropical blue shutters offers sweeping views of St. Martin to the bay of Grand Cul-de-Sac. A lush garden view from the private terrace makes Villa Alta Vista the perfect hideaway for couples or a small family. Enjoy the open and airy living  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1898 /night

£13283 - £17876 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Angelina is situated on the hill near the Carl Gustaf hotel, a few minutes walk to Gustavia. This villa offers spectacular views over the harbor, night and day, with year-round sunsets. The villa is composed of different cottages. The dining room and the kitchen open onto the terrace and pool  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £1107 /night

£7749 - £29516 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Valentina is an elegant villa in Pointe Milou, that is very private and offers a wonderful view over the ocean. Upon entering the villa, you are welcome into a semi-open area with large teak sofas with white cushions, surrounding a low circular table. This area is protected by an authentic  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1052 /night

£7361 - £19100 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Hillside in Lurin, this lovely 4 bedroom villa offers a stunning view of St. Jean Bay. Its central building encompasses a spacious living room, a guest bath and an adjacent well-equipped kitchen with a bar. The outdoor living areas include a covered living and dining terrace and ample space for  …see more

18 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £222 /night

£1550 - £5168 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Rayon de Soleil is a typical, 1 bedroom St. Barts beach cottage. Rayon de Soleil is a typical St. Barts beach cottage. The villa has 2 floors. The kitchen, dining & living room, and bathroom with shower are on the first floor. The bedroom and a second bathroom with a sink are in a second  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £612 /night

£4283 - £15497 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Petit Lagon is a two bedroom villa in the exclusive gated community of Domaine du Levant, with breath-taking views of Petit Cul de Sac bay, Turtle Island and distant St Martin. Situated half way to the top of the hill to profit from the ocean breeze, it is only two minutes walk to the private  …see more

25 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £348 /night

£2435 - £6715 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Villa Oceana is a very private villa located in a peaceful and quiet area. There is a panoramic view over the bay of Toiny, which is the nicest surf spot on St. Barts. The villa faces east. Whether you admire the sunrise over the Atlantic ocean each morning or the moon rise over the bay,  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £1055 /night

£7379 - £29516 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This is one of two villas located on the hillside right at the top of Petit Cul de Sac, in the exclusive gated community of Domaine du Levant. It is decorated in formal European style with all the bedrooms, of similar size and comfort, having private terraces perfect for an afternoon of reading.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £317 /night

£2215 - £4504 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Alizee d Eden- JCC is located just above the Christopher Hotel, and has spectacular sunset views over Lorient & St. Jean Bay, St Barts. The living room is bright and comfortable with terracotta floors. All of the rooms open directly onto the pool. The dining area (seats 6) is part of the open  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £844 /night

£5907 - £25827 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Lagon Jaune is located on the hillside of the exclusive gated Domaine du Levant complex. It offers superb views, terraces, pool, spacious living room, al fresco dining, and well equipped kitchen. The bedrooms are of equal size and comfort with similar decor. The master bedroom is in the main  …see more

25 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £739 /night

£5168 - £20662 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Armor is a new luxurious villa located in the ultimate private estate of Montjean. The villa has just been redecorated. Armor is a spacious villa designed with great taste by one of the best architects of Saint Bart. Facing the ocean, this villa is both private and relaxing with the exterior  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £528 /night

£3690 - £8858 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Sea, Sand and Sun is located on the beach of Anse des Cayes and has extraordinary views of the beach and the ocean. The large deck in front of the villa is facing the pool and the ocean, and the living room opens onto a large terrace and Jacuzzi. Guests in the master bedroom will enjoy ocean  …see more

25 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £532 /night

£3721 - £13171 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Chambord is a very spacious villa nestled on the hillside of Petit Cul de Sac. The villa has a very nice view on Petit Cul de Sac beach and the ocean. Enjoy the complete privacy of one of the largest three bedroooms of Saint Barthelemy- large living and dining room with a very nice view on  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1887 /night

£13209 - £60876 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located on a cliff at the very tip of Pointe Milou, St Barts' chicest neighborhood, Villa Cap au Vent (MOZ) is truly one of the most deluxe and extraordinary villas on St. Barts. Totally private, surrounded by the ocean and its breezes, Villa Cap au Vent is equipped with the best of everything  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £549 /night

£3839 - £14022 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This delightful 3 bedroom villa, located in Anse de Lézards, is as cool as the Caribbean breeze in every way. From its cool and casual decor consisting of shades of the Caribbean blues and greens; its sea breezes from whence comes its name and its spectacular ocean front pool. A well-equipped  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1063 /night

£7435 - £28094 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
"Luxurious and very private, Au Soleil is beautifully situated high in the hills of Lurin. Its 4 bedrooms (3 kings and a queen) have baths en suite, featuring delightful outdoor showers. There is also a guest half-bath. Au Soleil boasts a gourmet kitchen, a formal dining room and a spacious  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £296 /night

£2069 - £9519 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Kyody is a two bedroom South American inspired villa rental situated on the heights of Marigot in St Barth in the Caribbean. It has lovely views over Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with the  …see more

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

7 Photos

Villa | 3 Bedrooms | sleeps 6

Good 3/5 

Min stay varies

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Pricing unknown

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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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £772 /night

£5400 - £15000 / week

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Key info:

  • Great for children of all ages
  • 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

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 | 3 Bedrooms | sleeps 6

Min stay varies

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Pricing unknown

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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

19 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £283 /night

£1980 - £4950 / week

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Key info:

  • Great for children of all ages
  • 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

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £343 /night

£2400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
St Barts Villa Carmen is a new villa on the hillside of Vitet. Contemporary, modern, this spacious villa opens to a larg..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £2143 /night

£15000 - £48000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Avenstar St Barts is made of five bedrooms, five bathrooms, and two pools. This amazing villa is located in the hi..  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £240 /night

£1680 / week

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Key info:

  • Great for children of all ages
  • 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 | 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

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

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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from £1963 /night

£13740 - £46740 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
This spacious property offers an incomparable ocean view on the bay of Lorient, as well as on a multitude of Islands Fou..  …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

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

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

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