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253 Holiday homes in Windward

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  • St. Barts Clear
  • Windward Clear
  • All towns
  • Anse de Lorient (10)
  • Camaruche (26)
  • Grand Cul de Sac (16)
  • Grand Fond (18)
  • Grande Saline (1)
  • Lorient (15)
  • Marigot (21)
  • Mont Jean (23)
  • Morne Criquet (8)
  • Petit Cul de Sac (17)
  • Petite Saline (9)
  • Pointe Milou (57)
  • Toiny (6)
  • Vitet (26)

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Filters applied: Villa (253)

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253 Results  |  
20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £1226 /night

£8580 - £26202 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our biggest villas One of our most private villas One of the villas the most requestedThe villa La Vie en Rose is..  …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 5
  • 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

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa Les Embruns JMG is located at the far end of Flamands beach, overlooking the ocean and facing Bonhomme island. Wat..  …see more

7 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa Vivian VEN is a very attractive villa overlooking Grand Cul de Sac and the ocean. A large marblefloored veranda ov..  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £900 /night

£6300 - £22200 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our favourites villas One of our biggest villas One of the nicest pools of the islandThe villa Valentina is locat..  …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 5
  • 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

20 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

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 5
  • 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

18 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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from £249 /night

£1740 - £4080 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
St Barts Villa Lorient Sunset is located hillside in LorientThis roomy one bedroom villa is perfect for sun addictsFrom..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £686 /night

£4800 - £15000 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Located on the hillside of Camaruche,Agave is one of the most private villas offering one of the greatest views of the i..  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £378 /night

£2640 - £9000 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The villa Escape is located in Lorient, at few steps away from the beach. The pool and the Jacuzzi are surrounded by a d..  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £386 /night

£2700 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
QuotLinquot is a villa located in Pointe Milou, surrounded by a large garden, with an ocean view toward the sunset. This 03 bedroom villa is perfect for the affordable budget.The living room is open onto a terrace with a nice ocean view.  …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 5
  • 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

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 5
  • 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

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 5
  • 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

20 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 5
  • Car essential
  • Pets welcome
Les Sables is a very nice villa extreamly well located on Lorient beach.It has a nice pool and offers a great privacy.  …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 5
  • 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

9 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

14 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Villa BBE is a charming one bedroom villa that can be rented individually or can be combined with the adjacent Villa Car..  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £2400 /night

£16800 - £67500 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
St Barts Villa Silver Rainbow Five bedrooms, a huge garden and direct access to the seaSt Barts Villa Silver Rainbow is..  …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 5
  • 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

13 Photos

Villa | 1 Bedroom | sleeps 2

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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from £686 /night

£4800 - £15000 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Captain Cook is one of our largest villas. It is located in the private estate of La Pointe Milou. This large villa has..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Petit Lagon APL is a two bedroom villa in the exclusive gated community of Domaine du Levant, with breathtaking views o..  …see more

15 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
Villa LAbricotier DOR is located in Pointe Milou, St Barts, with a spectacular view of the ocean. This villa is tasteful..  …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 5
  • 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

15 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £523 /night

£3660 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The villa Gaiac is located in the private estate of Le Domaine du Levant, which is around bay of Petit Cul de Sac. The v..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
quotPalm Beachquot belongs to an owner who has a passion for the impressive villasLocated close to Lorient beach, at few..  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

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 5
  • Car essential
  • Pets welcome
Blue Horizon is a villa located in Camaruche hillside, close to Lorient.Facing the ocean, the panoramic view from all of the three bedrooms includes the island of Tortue.  …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 5
  • 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

16 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £600 /night

£4200 - £16800 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Armor is a villa located in the private estate of Montjean, close to Pointe Milou area.Built at the top of the hill, th..  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

Min stay varies

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from £1715 /night

£12000 - £63000 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our more spacious villas One of the rare villas who has a private beach fitted out with a deck, and a gazebo Indi..  …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 5
  • Car essential
  • Pets welcome
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuis..  …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 5
  • 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

16 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Lagon Jaune AJL is located on the hillside of the exclusive gated Domaine du Levant complex. It offers superb views, te..  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £986 /night

£6900 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Bellevue is located hillside on Marigot.This brand new villa has a panoramic view on Marigot bay and the ocean.This roo..  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £3429 /night

£24000 - £72000 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Right on the very beautiful beach of Lorient, in a garden of 0.74 acre with big coconut palms swinging with the trade winds, this roomy brand new villa on the beach is one of more beautiful architectural success of the island .  …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 5
  • 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

12 Photos

Villa | 2 Bedrooms | sleeps 4

Min stay varies

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from £249 /night

£1740 - £3360 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Aliz dEden is located on the hillside of Pointe Milou.The villa has an ocean view of the ocean and the sunset.The livin..  …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 5
  • 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

18 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £438 /night

£3060 - £8100 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
quotCasa Azulquot has a superb ocean viewThis renovation project villa is located on the top of Vitet and has a panorami..  …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 5
  • 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

19 Photos

Villa | 3 Bedrooms | sleeps 6

Min stay varies

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from £432 /night

£3024 - £10710 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Chambord is one of our favourite villas which we advise you if you wish a total privacy, with a magnificent view on the..  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £823 /night

£5760 - £21840 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Pets welcome
One of our favourites villas One of our villas the most private One of our spacious villasThe villa quotVinaquot is situ..  …see more

9 Photos

Villa | 4 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Great for children of all ages 5
  • 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

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 5
  • 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

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 5
  • 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 | 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 5
  • 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

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 5
  • 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