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Best Vacation Rentals in Leeward - Holiday Lettings - Cabins

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400 Vacation rentals

Colombier Vacation villa rental

Colombier villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $573 / night

$5,725 / week

1 / 49

Vacation villa with swimming pool in Anse des Flamands

Anse des Flamands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,501 / night

$10,507 - $37,967 / week

1 / 35

Home rental in Gustavia

Gustavia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,588 / night

$11,116 / week

1 / 8

St. Jean Vacation villa rental

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,429 / night

$10,000 - $30,000 / week

1 / 35

Vacation villa with swimming pool in Anse des Cayes

Anse des Cayes villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $3,150 / night

$22,050 / week

1 / 56

St. Jean Vacation villa rental

St. Jean villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $5,714 / night

$40,000 - $155,000 / week

1 / 100

Vacation villa with swimming pool in St. Jean

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $2,850 / night

$19,950 / week

1 / 56

Vacation villa with swimming pool in Anse des Cayes

Anse des Cayes villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $2,850 / night

$19,950 / week

1 / 55

Vacation villa in Gustavia

Gustavia villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $428 / night

$3,000 - $5,000 / week

1 / 8

Lurin Vacation villa rental

Lurin villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $2,250 / night

$15,750 / week

1 / 23

St. Jean Vacation villa rental

St. Jean villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $3,429 / night

$24,000 - $80,000 / week

1 / 33

Vacation villa in Gustavia

Gustavia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $730 / night

$5,107 / week

1 / 28

Vacation villa in Lurin

Lurin villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $4,285 / night

$30,000 - $200,000 / week

1 / 52

Vacation villa with swimming pool in Lurin

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,706 / night

$11,939 - $47,757 / week

1 / 12

Vacation villa in Gustavia

Gustavia villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $3,571 / night

$25,000 - $60,000 / week

1 / 33

Anse des Cayes Vacation villa rental

Anse des Cayes villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $2,714 / night

$19,000 - $75,000 / week

1 / 96

Vacation villa rental

Lurin villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,217 / night

$15,521 - $48,831 / week

1 / 41

Vacation villa rental

St. Jean villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,929 / night

$13,500 - $35,000 / week

1 / 24

Vacation villa in Lurin

Lurin villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $4,285 / night

$30,000 - $120,000 / week

1 / 38

Vacation villa in Anse des Flamands

Anse des Flamands villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $785 / night

$5,500 - $22,000 / week

1 / 25

Vacation villa in Lurin

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,857 / night

$13,000 - $70,000 / week

1 / 33

Vacation villa with shared pool in St. Jean

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,757 / night

$12,300 - $49,000 / week

1 / 100

Vacation villa rental

Gustavia villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from $3,142 / night

$22,000 - $65,000 / week

1 / 22

St. Jean Vacation villa accommodation

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $4,285 / night

$30,000 - $120,000 / week

1 / 40

Vacation villa in Lurin

Lurin villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $453 / night

$3,164 - $10,746 / week

1 / 17

Vacation home rental

Lurin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $453 / night

$3,164 - $10,746 / week

1 / 16

Vacation villa with swimming pool in Lurin

Lurin villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $453 / night

$3,164 - $10,746 / week

1 / 12

Vacation villa in Anse des Cayes

Anse des Cayes villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $528 / night

$3,700 - $12,000 / week

1 / 100

Vacation villa in Anse des Flamands

Anse des Flamands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $928 / night

$6,500 - $16,500 / week

1 / 21

Vacation villa in Anse des Flamands

Anse des Flamands villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $771 / night

$5,400 - $13,500 / week

1 / 46

Villa rental in St. Jean

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,428 / night

$10,000 - $75,000 / week

1 / 33

Gustavia Vacation villa rental

Gustavia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $5,000 / night

$35,000 - $130,000 / week

1 / 100

Anse des Flamands Vacation villa rental

Anse des Flamands villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $3,571 / night

$25,000 - $95,000 / week

1 / 58

Vacation villa rental

Anse des Flamands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $542 / night

$3,800 - $11,500 / week

1 / 26

Vacation villa rental

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,500 / night

$17,500 - $55,000 / week

1 / 24

Vacation villa rental

Anse des Flamands villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $1,800 / night

$12,600 / week

1 / 25

Vacation villa in St. Jean

St. Jean villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

from $2,071 / night

$14,500 - $45,000 / week

1 / 19

Vacation villa with swimming pool in St. Jean

St. Jean villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $2,714 / night

$19,000 - $80,000 / week

1 / 99

Villa rental in Anse des Flamands

Anse des Flamands villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,071 / night

$7,500 - $50,000 / week

1 / 33

Lurin Vacation villa rental

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,000 / night

$14,000 - $50,000 / week

1 / 38

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