Villas in Windward: Rent luxury villas in Windward

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Windward

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121 Holiday homes

Filters applied: Under 5s (121)

(1) Excellent 

5

Windward / Pointe Milou

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £410 / night

£2460 - £6148 / week

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from £410 / night

9

Petite Saline holiday villa rental

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

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9

Holiday villa letting

Windward / Vitet

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
“Alouette” is a villa perched on the hillside of Vitet, overlooking the ocean. This one bedroom villa with a pool is a very affordable budget for a vacation on the island.  …see more

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11

Holiday villa in Vitet

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
One of our two bedroom villas the most rented A full privacy A very attractive budgetAlta Vista is a villa nestled on the hillside of Vitet.A stunning ocean view, a full privacy, a pool overlooking the ocean, a perfect villa to recharge ones batteries.  …see more

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8

Holiday villa rental

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sea Breeze EZE is a very quiet and peaceful Lorient, St Barts, villa with beautiful palms, the sounds of water lapping a..  …see more

from £498 / night

£3480 / week

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from £498 / night

11

Windward holiday villa rental

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

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9

Holiday villa in Marigot

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Bougainvilliers is located hillside, at few steps from Marigot bay.This private villa has lovely views of Marigot Bay an..  …see more

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12

Holiday villa in Lorient

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Les Jardins dEmmanuel EMM has two bedrooms, two bathrooms and a pool. Located in Lorient, this villa offers a spen..  …see more

from £643 / night

£4500 / week

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from £643 / night

20

Holiday villa in Windward

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Carmen is a new villa on the hillside of Vitet. Contemporary, modern, this spacious villa opens to a larg..  …see more

from £343 / night

£2400 - £3120 / week

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from £343 / night

(1) Excellent 

6

Holiday villa with swimming pool in Windward

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Architectural Designers island hideaway overlooking beautiful Marigot Bay and its undiscovered beach, Villa Case et Cuis..  …see more

from £369 / night

£2580 / week

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from £369 / night

9

Holiday villa with swimming pool in Windward

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Pastel EBA is a little gem, situated in the Vitet countryside with pastoral and ocean views. Simplistic in style,..  …see more

from £986 / night

£6900 / week

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from £986 / night

12

Holiday villa in Windward

Windward / Marigot

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Nearest beach Marigot Gustavia 15 min.Restaurant 5 min. Supermarket 5 min. Airport 10 min.  …see more

Pricing unknown

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16

Holiday villa in Windward

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
La Belle Epoque is located in Marigot at a walking distance from the beautiful Grand Cul de Sac lagoon, and the beach..  …see more

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17

Vitet holiday villa rental

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

from £360 / night

£2520 / week

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from £360 / night

12

Holiday villa accommodation

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

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20

Holiday villa in Windward

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Cocoland is located in one of the best spot of the island La Pointe Milou.This colonial style villa has a wonderful ocea..  …see more

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Pricing unknown

13

Holiday villa with swimming pool in Windward

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Indigo Orchid TOR is a newly built and charming one bedroom villa in Lorient, St Barts that can be rented individu..  …see more

from £360 / night

£2520 / week

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from £360 / night

15

Holiday villa rental

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
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

from £378 / night

£2640 / week

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from £378 / night

10

Windward holiday villa rental

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Hidden Treasures DKD The setting of this villa so captures your fantasy of a tropical island paradise that Hollywood cou..  …see more

from £540 / night

£3780 - £6120 / week

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from £540 / night

20

Holiday villa in Marigot

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Villa Eden House GRO Eden House was one of the very first villas on the island. It has now become one of the finest cont..  …see more

from £1372 / night

£9600 / week

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from £1372 / night

14

Holiday villa in Windward

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Phoenix is a villa located in Pointe Milou facing the ocean and the sunset.This two bedroom villa has a large open living room open onto a terrace and a pool.The two bedrooms have an ocean view.  …see more

Pricing unknown

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20

Holiday villa in Pointe Milou

Windward / Pointe Milou

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Pet friendly
An invitation to the total change of scenery and a call for total relaxation.An incomparable 180 ocean view and the sea..  …see more

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8

Windward holiday villa rental

Windward / Marigot

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Bois Joli is a charming little Caribbean villa located on the heights of Vitet in St Barts.It offers a panoramic view on..  …see more

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20

Holiday villa with swimming pool in Windward

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Caramba MBA is a delightful villa located at the end of Pt. Milou, with dramatic ocean views. It has been decorate..  …see more

from £669 / night

£4680 / week

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from £669 / night

20

Holiday villa in Windward

Windward / Pointe Milou

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
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

Pricing unknown

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Pricing unknown

10

Camaruche holiday villa rental

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Marisa VEL in Camaruche, St Barts, has been totally renovated and is truly spectacular. Very comfortable with harm..  …see more

from £549 / night

£3840 / week

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from £549 / night

14

Pointe Milou holiday villa rental

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa BBE is a charming one bedroom villa that can be rented individually or can be combined with the adjacent Villa Car..  …see more

from £309 / night

£2160 / week

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from £309 / night

20

Holiday villa with swimming pool in Windward

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

from £600 / night

£4200 / week

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from £600 / night

20

Holiday villa rental

Windward / Mont Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
La Vue Panoramique PAT Located on exclusive Mont Jean, this villa enjoys 300 degree breathtaking views. Sint. Maarten, A..  …see more

from £935 / night

£6540 / week

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from £935 / night

19

Windward holiday villa rental

Windward / Vitet

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

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Pricing unknown

20

Holiday villa rental

Windward / Camaruche

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Pet friendly
This spacious property offers an incomparable ocean view on the bay of Lorient, as well as on a multitude of Islands Fou..  …see more

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Pricing unknown

20

Villa rental in Windward with swimming pool

Windward / Camaruche

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Belle Etoile AMS Close to Lorients shops and beach in Camaruche, this charming villa sits in a very convenient loc..  …see more

from £257 / night

£1794 - £2394 / week

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from £257 / night

19

Windward holiday villa rental

Windward / Petite Saline

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
quotMurrayaquot is a brand new villa located on the heights of Petite Saline. The villa is hidden in a tropical garden.T..  …see more

Pricing unknown

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20

Mont Jean holiday villa rental

Windward / Mont Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Nearest beach Lorient, MarigotGustavia 15 min.Restaurant 10 min.Supermarket 10 min.Airport 10 min.  …see more

Pricing unknown

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Pricing unknown

16

Villa rental in Windward with swimming pool

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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

from £763 / night

£5340 / week

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from £763 / night

20

Pointe Milou holiday villa rental

Windward / Pointe Milou

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Milou KID, located in Pointe Milou, has two bedrooms, two bathrooms and a pool. Stone steps lead to the villa that..  …see more

from £729 / night

£5100 / week

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from £729 / night

20

Lorient holiday villa rental

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
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

from £326 / night

£2280 - £3180 / week

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from £326 / night

17

Holiday villa with swimming pool in Windward

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Cheyenne CHO sits on the Vitet hillside, commanding spectacular views of the east end of St Barts, including Grand..  …see more

Pricing unknown

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Pricing unknown

11

Windward holiday villa rental

Windward / Petite Saline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Harry is a brand new 2 bedroom, 2 bathroom villa located in Saline, overlooking the ocean and hillside area.This t..  …see more

Pricing unknown

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Pricing unknown

18

Villa letting in Windward

Windward / Lorient

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
St Barts Villa Lorient Sunset is located hillside in LorientThis roomy one bedroom villa is perfect for sun addictsFrom..  …see more

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