Apartments in Windward and estates – Holiday Lettings - Holiday Rentals Windward

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Windward

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157 Holiday homes

18

Holiday home in Windward

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Villa BRO - This recently renovated 1 bedroom, 1 bathroom apartment is part of "Les Terrasses" condominium complex, located on the top of St-Jean.This lovely property is ideally located between the beautiful beaches of St-Jean and Saline. Just two minute drive  …see more

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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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(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

18

Holiday home in Windward

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Located above Lorient Bay and offering a dramatic view over the ocean and the surrounding islands, Villa Tortue (TOR) pampers its guests with contemporary design and elegant furnishings. The integrated living area and bedroom open onto the bright terrace, inviting in...  …see more

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18

Holiday home rental

Windward / Morne Criquet

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Just a one-minute stroll from the white sands of St. Jean Beach, you will find Villa CAP among the palms, a quaint island bungalow that invites you to relax and dream of simpler times. Surrounded by flowering gardens, the ambiance of this villa is one of classic West...  …see more

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24

Home rental in Windward

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
The stone path at the entryway to Villa Hill House (BOW) leads to a choice: On your right, a jaw-dropping view of the Atlantic, the islands of Tintamarre and Anguilla visible in the distance. On your left, a home so inviting and elegant that it rivals the natural bea...  …see more

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24

Holiday home rental

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Surrounded by a garden of hibiscus, cactus, and flambouyant trees, Villa La Carette (CAR) is a place for a true tropical escapism. The colorful exterior and magnificent wide ocean view are balanced by a soothing interior decor of rattan, dark hardwoods, and smooth te...  …see more

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14

Holiday home in Windward

Windward / Morne Criquet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Surrounded by flowering purple bougainvillea and yellow frangipani, Villa VEL answers this tropical profusion of colors with bursts of blue: turquoise, azure, powder, and sky. With a view over St. Barth's green hillsides and the Atlantic in the distance, this relax  …see more

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24

Holiday home in Windward

Windward / Morne Criquet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Villa Reef Point (RFP) boasts one of the finest locations on the island. At the very farthest point of the end end of St. Jean Bay, Villa RFP looks down over the clear blue water and out over the curve of the white sand beach. Recently built and decorated in contempo...  …see more

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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

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

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19

Marigot holiday villa rental

Windward / Marigot

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Blue Indies is a brand new villa ideally located within a walking distance to Marechale beach, a very private beach near..  …see more

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24

Holiday home in Morne Criquet

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
The entrance to Villa RGR leads you up a teak staircase to a manicured lawn, a wide teak deck and shimmering infinity pool, and the magnificent view from this home's vantage point high on the hillside of St. Jean. From here you can see the broad expanse of St. Jean  …see more

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20

Holiday villa in Windward

Windward / Lorient

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Villa La Plage on St. Barts is one of the most sought after beachfront estates on the island. Located directly on Lorient Beach, this stunning villa offers 7 bedrooms, each with an ensuite bath. <br />Discounts may apply for 2 week bookings or longer  …see more

from £3643 / night

£25500 - £127000 / week

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from £3643 / night

24

Holiday home in Windward

Windward / Vitet

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
Villa Kyody (KDY) is a very attractive South American style villa located on the Marigot hillside. It has lovely views over all Grand Cul de Sac, Tortue Island and the ocean. Recently renovated both inside and outside. A pool and wooden deck blend in perfectly with t...  …see more

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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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10

Holiday villa letting

Windward / Mont Jean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
QuotSea Nymphquot is a villa situated in the private estate of Montjean.This spacious villa which has just been redone i..  …see more

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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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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

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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20

Windward holiday villa rental

Windward / Vitet

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Soleimane is a brand new villa located on Vitet hillside.This elegant contemporary villa has a panoramic ocean view. T..  …see more

from £643 / night

£4500 - £6600 / week

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from £643 / night

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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24

Holiday home rental

Windward / Morne Criquet

6 6 Min stay varies

  • 6 bedrooms
  • Sleeps 6
  • Min stay varies
Located on the hillside between Camaruche and Marigot, with a sprawling view over the countryside and ocean, Villa Eclipse (JNM) is luxurious and architecturally innovative. Its design is based on clear-cut straight lines and angles, combined with the extensive use o...  …see more

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13

Holiday villa rental

Windward / Pointe Milou

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Perched above the ocean with panoramic views of the bays of Lorient, St. Jean, Anse des Cayes, and St. Maarten, sits Vil..  …see more

from £412 / night

£2880 - £3480 / week

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from £412 / night

15

Holiday villa with swimming pool in Windward

Windward / Lorient

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Raia RIA is located directly on Lorient Beach, one can hear the sound of the waves lapping against the shore. The..  …see more

from £643 / night

£4500 / week

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from £643 / night

18

Mont Jean holiday villa rental

Windward / Mont Jean

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Les Amis Du Vent JAY A sweet sea of finesse and delicacy immediately submerges you when you enter for the first ti..  …see more

from £2400 / night

£16800 / week

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from £2400 / 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

14

Holiday villa in Windward

Windward / Marigot

2 4 Min stay varies

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

from £240 / night

£1680 - £3480 / week

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from £240 / 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

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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

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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

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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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24

Holiday home in Windward

Windward / Morne Criquet

5 7 Min stay varies

  • 5 bedrooms
  • Sleeps 7
  • Min stay varies
Ideally located on the western Camaruche hillside over Lorient Bay, Villa Cumulus (CML) stands out as one of the most remarkable new properties on the island, combining high-quality craftsmanship and contemporary design with numerous ecological features and convenien...  …see more

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(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

24

Holiday home in Morne Criquet

Windward / Morne Criquet

4 4 Min stay varies

  • 4 bedrooms
  • Sleeps 4
  • Min stay varies
Villa Vigie (GRE) is a wonderful villa perched on the cliff promontory over the east end of St. Jean Bay. The cozy and comfortable living area opens onto the terrace, pool and view. Conveniently located between Lorient and St. Jean village, Villa GRE is in close prox...  …see more

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20

Holiday villa in Windward

Windward / Vitet

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The villa Roy is a 4 bedroom villa located in the hillside of Vitet. The villa has an amazing view on the lagoon of Gran..  …see more

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(2) Very Good 

18

Windward / Pointe Milou

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £472 / night

£3301 / week

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from £472 / night

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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24

Holiday home in Vitet

Windward / Vitet

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
The aptly named Villa Imagine looks out over a wide expanse of tropical sea and sky from near the crest of the hill over Marigot. This delightful home offers a rare blend of simplicity and style, with a layout that makes the most of a great location and tasteful furn...  …see more

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24

Morne Criquet holiday home rental

Windward / Morne Criquet

5 5 Min stay varies

  • 5 bedrooms
  • Sleeps 5
  • Min stay varies
Located on the Camaruche hillside overlooking Lorient bay, Villa Avenstar (STR) offers its guests the ideal combination of elegant, modern design and a picture-perfect ocean view. From the hardwood terrace around the heated infinity pool and Jacuzzi, a broad vista of...  …see more

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