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242 Holiday homes in Windward

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Location

  • St. Barts Clear
  • Windward Clear
  • All locations
  • Anse de Lorient (10)
  • Camaruche (27)
  • Lorient (22)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (34)
  • Petite Saline (12)
  • Pointe Milou (59)
  • Vitet (34)

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Also consider

Petit Cul de Sac
113 properties
St. Jean
67 properties
Pointe Milou
59 properties
Gouverneur
57 properties
Gustavia
54 properties
Anse des Flamands
45 properties
Colombier
39 properties
Morne Criquet
34 properties
Vitet
34 properties
Grand Fond
29 properties
Marigot
29 properties
Camaruche
27 properties
Lurin
27 properties
Corossol
23 properties
Mont Jean
23 properties
Lorient
22 properties
Anse des Cayes
21 properties
Anse de Lorient
13 properties
Petite Saline
12 properties
Toiny
6 properties
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242 Results  |  
18 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £1355 /night

£9480 - £27000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quotEclipsequot is an exceptional property situated on the heights of Vitet a few minutes away from the beautiful beach..  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £373 /night

£2610 - £5400 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Harry is a brand new 2 bedroom, 2 bathroom villa located in Saline, overlooking the ocean and hillside area.This t..  …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

13 Photos

Villa | 1 Bedroom | sleeps 2

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 Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individu..  …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

12 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £523 /night

£3660 - £12540 / week

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Key info:

  • Great for children of all ages
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £1115 /night

£7800 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
La villa Casa Tigre est situe sur les hauteurs de Dv . Cette villa bnficie dune superbe vue sur locan et les lagons d..  …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 | 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

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 | 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

20 Photos

Villa | 1 Bedroom | sleeps 2

5 Nights min stay

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from £142 /night

£994 - £1678 / week

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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 | 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 | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £426 /night

£2982 - £8696 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Bali is a 2 bedroom villa offering ocean and sunset views and a covered pool.  …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 | 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 | 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
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

6 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £326 /night

£2280 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Papillon Blanc is located on the hillside of La Pointe Milou.This villa has two bedrooms which have a very nice ocean view.The pool is surrounded by an open living room and a terrace.The villa is close to the restaurant of the Christopher Hotel.  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £240 /night

£1680 - £3600 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Grand Carenage is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large ope..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £1146 /night

£8022 - £22200 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
quot Valentina property quot is composed by the villas quot Valentina quot and quot Bonbonnire quot.The villa quotValent..  …see more

16 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £300 /night

£2100 - £5880 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
La Belle Epoque is located in Marigot at a walking distance from the beautiful Grand Cul de Sac lagoon, and the beach..  …see more

9 Photos

Villa | 4 Bedrooms | sleeps 8

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
St Barts Villa Le Reve Realise SFO is a beautiful villa located in Pointe Milou, St Barts. This villa is equipped with e..  …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

13 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £558 /night

£3900 - £12000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Casa Zenial is a perfect villa for sophisticated customersThis Balinese villa is hidden at few minutes of the beach of S..  …see more

20 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
Charming and private, Villa SIB PAR is located on the Mont Jean hillside, St Barts. The villa has 3 bedrooms and can be..  …see more

16 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
Villa Jane JMS is a unique hideaway perched in complete privacy on a beautiful hillside in Pointe Milou, St Barts. The v..  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £400 /night

£2796 - £10249 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Les Basses is a 2-bedroom villa located on Lorient beach. There is a large deck with a lounge and dining area and generous pool and just steps off the terrace is a private beach area with sun loungers. The beach access is via a private gate.  …see more

28 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £1420 /night

£9938 - £22982 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Captiva is a 4 bedroom villa with it's own private pontoon.  …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 | 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 | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £2840 /night

£19876 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Domingue is a 4 bedroom villa with ocean and sunset views.  …see more

9 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £283 /night

£1980 - £5520 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa 21 is a villa located on the hillside of Lorient, close to Petite Saline.This very private villa has a stunned ocean view of Lorient Bay and the islands of quotFrgatequot, quotToc Vertquot and quotBonhommequot.  …see more

10 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £343 /night

£2400 - £4800 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone i..  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £309 /night

£2160 - £6000 / week

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Key info:

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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £643 /night

£4500 / week

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Key info:

  • Great for children of all ages
  • 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

10 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
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harm..  …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

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £386 /night

£2700 - £9600 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
One of favourite two bedroom villas One of our villas the most rentedVilla Cest la Vue is hung between the sky and the..  …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
  • 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

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 Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

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
  • 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

11 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £429 /night

£3000 - £9000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Bali is one of our most requested two bedroom villaIt is located hillside in Pointe Milou facing the sunset, and the o..  …see more

20 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
  • Great for children of all ages
  • Car advised
  • No pets allowed
A beautiful contemporary villa located in Pointe Milou. Just recently renovated the villa has a lovely light filled living area opening to an infinity pool and the magnificent sunset and ocean views.  …see more

28 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £386 /night

£2702 - £6212 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Harry is a 2 bedroom villa with ocean views and is within walking distance of Saline beach.  …see more

6 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
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 £1800 /night

£12600 - £63000 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea..  …see more

8 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
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 | 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
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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Pricing unknown

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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

4 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £300 /night

£2100 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
Villa Alphane is located on the estate of villa Arrowmarine in Mont Jean.This separate brand new bungalow is perfectly e..  …see more

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