Villas in Leeward and houses – Holiday Lettings - Holiday Rentals Leeward

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2,663 Holiday homes

13

Colombier holiday villa rental

St. Barts / Colombier

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
South View is located on the heights of Colombier. The villa facing the sun offers a maximum of sunlight, and a beautif..  …see more

from £858 / night

£6000 / week

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from £858 / night

24

St. Barts / Colombier

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

 …see more

from £253 / night

£1429 - £3698 / week

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from £253 / night

17

St. Jean / St. Jean Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £407 / night

£2846 - £4472 / week

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from £407 / night

8

Villa rental in Corossol

St. Barts / Corossol

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Lottie LOT is a delightful European loft style apartment located across from the beach in Corossol, St Barts.Upon..  …see more

from £300 / night

£2100 - £3900 / week

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from £300 / night

12

Holiday villa in Leeward

St. Barts / Gustavia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Ostra Strandgatan is an recently renovated apartment It is located at the entrance of the Gustavia harbour. The flat has..  …see more

from £597 / night

£4179 / week

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from £597 / night

14

Holiday villa in Leeward

St. Barts / Colombier

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa South View SVV is a 2 bedroom, 2 bathroom villa, perched on Colombier hillside and offering a splendid view over..  …see more

from £386 / night

£2700 / week

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from £386 / night

5

Holiday villa in Anse des Flamands

Anse des Flamands / Flamands Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Villa Polaris ALB is located on Flamands Beach on the northwest end of the island. Under one roof, this cozy villa featu..  …see more

from £322 / night

£2250 - £3000 / week

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from £322 / night

(1) Excellent 

11

Leeward holiday villa rental

St. Barts / Anse des Flamands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Apsara is a nice villa rental situated in Flamands in Saint Barthelemy in the French CaribbeanThis new house is made of..  …see more

from £772 / night

£5400 / week

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from £772 / night

15

St. Barts / Colombier

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £2250 / night

£15749 - £62993 / week

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from £2250 / night

12

Leeward holiday villa rental

St. Barts / Colombier

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Perched above Flamands beach,villa Leana FLO is a one bedroom, one bathroom villa with infinity pool. This newly built v..  …see more

from £382 / night

£2670 - £3810 / week

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from £382 / night

15

Villa rental in Anse des Flamands

St. Barts / Anse des Flamands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
Two of the nicest beaches of Saint Barth, Flamands and Colombier, within a walking distance from the villa The villa Ush..  …see more

from £2143 / night

£15000 / week

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from £2143 / night

(1) Excellent 

18

Lurin holiday villa rental

St. Barts / Lurin

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Vague Bleu is a brand new contemporary villa located on the hillside of Lurin. This new villa is facing the ocean and..  …see more

from £2143 / night

£15000 / week

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from £2143 / night

15

Holiday villa in Leeward

St. Barts / Colombier

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
La Baleine BAL which means Whale in English was named after a group of rocks in the ocean below and after the whales tha..  …see more

from £523 / night

£3660 - £4890 / week

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from £523 / night

15

Home rental in Gustavia with swimming pool

St. Barts / Gustavia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Located on glitzy St. Barthélemy, this modern house offers the perfect base for exploring the everything the island has to offer. It can easily accommodate 4 sun-loving holidaymakers. Set just 100 metres from the sea and 500 metres from local shops, sights and restau  …see more

from £490 / night

£2973 - £7975 / week

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from £490 / night

(1) Excellent 

23

St. Barts / Colombier

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

 …see more

from £311 / night

£2942 / week

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from £311 / night

11

Holiday villa in Gustavia

St. Barts / Gustavia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
La Magnifica is a brand new villa located on the sunrise side of the island.Located hillside in Vitet, this contempora..  …see more

from £729 / night

£5100 / week

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from £729 / night

18

Holiday villa in Gustavia

St. Barts / Gustavia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Lam is not for everybody just for the city life addictsOverhanging Gustavia harbour, Lam is a chic and contempor..  …see more

Pricing unknown

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Pricing unknown

20

Leeward holiday villa accommodation

St. Barts / Anse des Flamands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa HBV is the perfect place for lovers of all ages. Nestled into the Flamands, St Barts, hillside, but with a level e..  …see more

from £515 / night

£3600 - £6480 / week

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from £515 / night

15

Holiday villa in Leeward

St. Jean / St. Jean Beach

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa Challenge CHG is a delightful one bedroom villa located directly on the far end of St. Jean Beach, St Barts. Both..  …see more

from £266 / night

£1860 / week

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from £266 / night

20

Holiday villa in Leeward

St. Barts / Gouverneur

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
The villa is a perfect success of the following criteria Chic Private Contemporary SpaciousYou will be astonished by th..  …see more

from £7715 / night

£54000 / week

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from £7715 / night

11

Leeward holiday home rental

St. Barts / Corossol

1 1 Min stay varies

  • 1 bedroom
  • Sleeps 1
  • Min stay varies
Petit Saint Louis (PSL) is a very charming Caribbean-style bungalow located on the hillside of Corossol, St Barts. You will enjoy the sea view of Corossol harbor and the beautiful sunset.This cottage is surrounded by lovely gardens. It has a Master bedroom with ensu...  …see more

from £282 / night

£1969 / week

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from £282 / night

12

Holiday villa in Anse des Flamands

St. Barts / Anse des Flamands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Roc Flamands 5 is located on the heights of Flamands in the private community of Roc Flamands. The villa is built on tw..  …see more

from £643 / night

£4500 / week

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from £643 / night

12

Holiday villa in Leeward

St. Barts / St. Jean

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
La Dsirade is a spacious villa located on the hillside of Saint Jean.It offers a very nice ocean view of Saint Jean Bay..  …see more

from £969 / night

£6780 / week

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from £969 / night

5

St. Barts / Anse des Cayes

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £85 / night

£589 / week

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from £85 / night

17

Holiday villa in Gustavia

St. Barts / Gustavia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villla Serenity LJF is a beautiful three bedroom villa built on the hillside overlooking Gustavia, St Barts, and the har..  …see more

from £4286 / night

£30000 / week

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from £4286 / night

15

Anse des Flamands holiday villa rental

St. Barts / Anse des Flamands

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Pet friendly
Art is well located in Flamands within a walking distance from the beach. The villa has a beautiful ocean view.The vi..  …see more

from £429 / night

£3000 / week

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from £429 / night

20

Leeward holiday villa rental

St. Barts / St. Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Val Andr is one of the 3 villas of Saint Jean Property. It is extreamly well located on Saint Jean beach.  …see more

from £820 / night

£5737 / week

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from £820 / night

12

St. Barts / Anse des Cayes

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £163 / night

£1139 - £2765 / week

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from £163 / night

20

Holiday villa in Leeward

St. Barts / Lurin

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
The Manoir de Lurin is an exceptional 4 bedroom St Barts rental villa in the hights of Lurin above GustaviaThis stylish..  …see more

from £2572 / night

£18000 / week

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from £2572 / night

20

Villa rental in Anse des Flamands

St. Barts / Anse des Flamands

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly
Villa Tichka will captivate youIt is perfectly located above Flamands beach of facing the sunset ... Not too near the be..  …see more

from £815 / night

£5700 / week

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from £815 / night

24

Holiday villa with swimming pool in Leeward

Anse des Flamands / Flamands Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Welcome to Villa Micela, a gorgeous two bedroom beach front villa in St Barths located directly on Flamands Beach. Wake up to the wonderful sea breezes. Bask in near perfect weather literally steps from one of the nicest beaches in St Barths.Flamands Beach is on  …see more

from £844 / night

£5906 - £17323 / week

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from £844 / night

(1) Excellent 

12

Holiday villa with swimming pool in Leeward

St. Barts / Colombier

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
We promise you are very unique holiday. The villa is very secluded and yet you are only a few minutes from everything. The views and sunsets from the villa are "Huge". Even the locals who have never been here say "Wow". Large terrace, an edgeless pool, a 5 person Heated  …see more

from £371 / night

£2592 - £6723 / week

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from £371 / night

20

Corossol holiday villa rental

St. Barts / Corossol

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Habitation Saint Louis HSL is located on the hillside above the charming village of Corossol.Private and quiet, this vil..  …see more

from £943 / night

£6600 - £13500 / week

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from £943 / night

24

Leeward holiday home rental

St. Barts / Gouverneur

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
Located high on the hillside of Lurin above Gouverneur Beach, Villa Bellissima (BJJ) looks out over a stunning stretch of blue sea and sky. The property?s southern orientation affords a sweeping view of the Caribbean as far as the islands of Saba and St. Kitts, with ...  …see more

from £1339 / night

£9371 / week

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from £1339 / night

17

Villa accommodation in Leeward with swimming pool

St. Barts / Gouverneur

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Bellissima BJJ is located on the Lurin hillside, St Barts, with sweeping ocean views. This stunning villa has been..  …see more

from £1372 / night

£9600 - £19200 / week

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from £1372 / night

15

Holiday villa with swimming pool in Leeward

St. Barts / St. Jean

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
Villa Zen is a luxury two bedroom villa located in the exclusive Pointe Milou area of St Barths. This romantic villa provides wonderful sea views and fantastic sunsets.• Board: Self Catering  …see more

from £732 / night

£5121 / week

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from £732 / night

(4) Excellent 

19

St. Barts / Colombier

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £204 / night

£1418 - £3782 / week

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from £204 / night

8

Villa rental in Leeward

St. Barts / Lurin

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Pet friendly
Villa Letchi is a small holiday villa rental situated on the heights of Lurin in Saint Barts in French Antilles.At only..  …see more

from £279 / night

£1950 / week

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from £279 / night

20

Leeward holiday villa rental

St. Barts / St. Jean

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Bianco ADO has the most beautiful landscaping on the island. The exterior of this fabulous St. Jean Hillside villa..  …see more

from £2563 / night

£17940 - £24000 / week

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from £2563 / night

20

Villa rental in Leeward

St. Barts / Gustavia

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Tatiana a large chic contemporary villa, located hillside in Vitet, with a superb view on the lagoon of Grand Cul de Sac..  …see more

from £3300 / night

£23100 / week

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from £3300 / night