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Villas in Leeward and Apartments - Holiday Lettings - Holiday Rentals Leeward

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746 Holiday homes

Holiday villa with swimming pool in Gustavia

Gustavia villa

3 bedrooms / 4 bathrooms / sleeps 6

from £506 / night

£3,542 / week

Holiday villa in Colombier

Colombier villa

2 bedrooms / 1 bathroom / sleeps 2

5

from £572 / night

£4,002 - £8,005 / week

Holiday villa with swimming pool in Colombier

Colombier villa

1 bedroom / 2 bathrooms / sleeps 2

1

from £442 / night

£3,591 / week

Holiday home with swimming pool in Colombier

Colombier house

2 bedrooms / 2 bathrooms / sleeps 4

from £277 / night

£1,950 / week

Holiday villa in Colombier

Colombier villa

2 bedrooms / 2 bathrooms / sleeps 4

2

from £497 / night

£3,479 - £8,003 / week

Holiday cottage with shared pool in St. Jean

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

6

from £153 / night

£1,068 / week

Holiday b&b with swimming pool in Anse des Cayes

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

6

from £154 / night

£862 / week

St. Jean holiday cottage rental

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

3

from £194 / night

£1,358 / week

Holiday villa with shared pool in Gustavia

Gustavia villa

2 bedrooms / 2 bathrooms / sleeps 4

2

from £431 / night

£3,017 / week

Holiday villa with swimming pool in Anse des Flamands

Anse des Flamands villa

1 bedroom / 1 bathroom / sleeps 2

2

from £411 / night

£2,873 - £10,261 / week

Lurin holiday villa rental

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

1

from £389 / night

£2,720 - £9,236 / week

Holiday villa with swimming pool in St. Jean

St. Jean villa

4 bedrooms / 4 bathrooms / sleeps 8

2

from £1,860 / night

£13,015 - £38,231 / week

Holiday villa rental

Colombier villa

4 bedrooms / 4 bathrooms / sleeps 8

1

from £2,092 / night

£14,642 - £44,738 / week

Holiday villa with shared pool in Gustavia

Gustavia villa

3 bedrooms / 2 bathrooms / sleeps 4

from £414 / night

£2,895 / week

Holiday villa rental

Gustavia villa

4 bedrooms / 5 bathrooms / sleeps 8

from £2,324 / night

£16,269 - £56,939 / week

St. Jean holiday cottage rental

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

3

from £286 / night

£2,002 / week

Villa rental in Colombier with swimming pool

Colombier villa

4 bedrooms / 4 bathrooms / sleeps 8

from £1,760 / night

£12,315 / week

Colombier holiday villa rental

Colombier villa

3 bedrooms / 2 bathrooms / sleeps 6

from £714 / night

£4,988 / week

Holiday home rental

Gustavia house

5 bedrooms / 4 bathrooms / sleeps 9

from £1,395 / night

£9,761 / week

Anse des Cayes holiday home rental

Anse des Cayes house

3 bedrooms / 4 bathrooms / sleeps 6

from £1,064 / night

£7,446 / week

St. Jean holiday home rental

St. Jean house

1 bedroom / 1 bathroom / sleeps 2

from £695 / night

£4,859 / week

Home rental in Gustavia

Gustavia house

4 bedrooms / 4 bathrooms / sleeps 8

from £1,256 / night

£8,787 / week

Anse des Flamands holiday home rental

Anse des Flamands house

1 bedroom / 1 bathroom / sleeps 2

from £321 / night

£2,244 / week

Holiday home in Lurin

Lurin house

2 bedrooms / 2 bathrooms / sleeps 4

from £809 / night

£5,662 / week

Holiday home in Gustavia

Gustavia house

1 bedroom / 2 bathrooms / sleeps 2

from £531 / night

£3,713 / week

Holiday home with swimming pool in St. Jean

St. Jean house

2 bedrooms / 2 bathrooms / sleeps 4

from £628 / night

£4,393 / week

Home letting in Colombier with swimming pool

Colombier house

2 bedrooms / 2 bathrooms / sleeps 6

from £405 / night

£2,831 / week

Holiday home in Gustavia

Gustavia house

3 bedrooms / 3 bathrooms / sleeps 6

from £1,814 / night

£12,692 / week

Holiday home in Corossol

Corossol house

2 bedrooms / 2 bathrooms / sleeps 4

from £614 / night

£4,293 / week

Holiday home with swimming pool in Gustavia

Gustavia house

2 bedrooms / 2 bathrooms / sleeps 4

from £1,116 / night

£7,812 / week

St. Jean holiday home rental

St. Jean house

3 bedrooms / 3 bathrooms / sleeps 6

from £698 / night

£4,881 / week

Holiday home with swimming pool in Anse des Cayes

Anse des Cayes house

1 bedroom / 1 bathroom / sleeps 2

from £358 / night

£2,502 / week

Holiday home in Lurin

Lurin house

3 bedrooms / 3 bathrooms / sleeps 6

from £1,018 / night

£7,124 / week

Holiday villa with swimming pool in Anse des Flamands

Anse des Flamands villa

2 bedrooms / 3 bathrooms / sleeps 4

from £872 / night

£6,101 - £17,895 / week

Holiday villa in Gustavia

Gustavia villa

2 bedrooms / 2 bathrooms / sleeps 4

1

from £627 / night

£4,389 - £20,118 / week

Home accommodation in Lurin

Lurin house

2 bedrooms / 2 bathrooms / sleeps 4

from £1,074 / night

£7,518 / week

Anse des Flamands holiday home rental

Anse des Flamands house

4 bedrooms / 4 bathrooms / sleeps 8

from £1,395 / night

£9,761 / week

Holiday home with swimming pool in Corossol

Corossol house

1 bedroom / 1 bathroom / sleeps 2

from £537 / night

£3,756 / week

Holiday villa in St. Jean

St. Jean villa

6 bedrooms / 6 bathrooms / sleeps 12

from £20,610 / night

£144,270 / week

Holiday home in Anse des Flamands

Anse des Flamands house

3 bedrooms / 3 bathrooms / sleeps 6

from £3,486 / night

£24,402 / week

Viewing 40 of 746
rentals in Leeward

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Top Destination reviews

**SPECIAL OFFERS ON SELECTED WEEKS ** Isabella - Ocean Views - 4 Bedrooms
Loved This Location

My friends and I are just back home after a wonderful 5 days at villa Isabella. It was amazing- we loved the view, the villa and most importantly the location. It is located at the top of the hill in St Jean within a short drive to the Eden Rock Hotel. We had complementary access to the hotel and our very own concierge Ben who we could contact 24 hours a day. We truly felt like VIPs for the few days we were there. Nothing was too much trouble and the weather was amazing. The villa was so luxurious and every loved their bedrooms. The decor is just gorgeous and so modern. Julie from Exceptional villas helped me organise a chef to come in on our last night to prepare dinner. It was so amazing and we had drinks organised on the terrace for watching the sunset. We have created memories that will stay with us forever.see more
**AMAZING OFFERS PLEASE CONTACT EXCEPTIONAL VILLAS** 2 bedroom in St Jean
We Enjoyed our Special Stay on the Island

We are just back from a wonderful trip at this villa. It was a special occasion for our 1st wedding anniversary and we have the most amazing time. The concierge was tremendous and made our trip one to remember. The villa is so gorgeous and I would highly recommend it to 2 couples or just one couple traveling by themselves like us – we got a special 1 bedroom rate when we asked for it which really helped save the $. The villa is only a short drive to St Jean village so in a great location also.see more
**SPECIAL OFFERS ON SELECTED WEEKS** Villa Ted - Ocean Views - 2 Bedrooms
Picture Postcard View

We had the most amazing trip to St Barths again and this was the first time on vacation my husband had to drag me out of the villa every day. I just wanted to sit on the terrace looking out at the view all the time. I knew when I found it online I wanted to book it straight away but in the back of my mind I was hoping and praying it looked exactly like the photos and it truly didn’t disappoint so I was so delighted. Such an incredible villa and a credit to the owners. Thank you for all the help in planning our trip – Julie was so good and planned our entire itinerary which saved us so much time. We had great weather and a great trip so thank you again.see more
Belle Bague - Stunning Sea Views - 4 Bedroom
Great Villa for our Vacation

We had a great time at this villa. It was really nice and the views are amazing. We spent a lot of our time going to the beach and checking out recommended restaurants (thank you by the way) we had such a wonderful week. … see more

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