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Best Vacation Rentals in Leeward - Holiday Lettings - Cabins

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186 Vacation rentals

Colombier Vacation villa rental

Colombier villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $630 / night

$4,409 - $6,298 / week

1 / 49

Home rental in Gustavia

Gustavia house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,582 / night

$11,075 / week

1 / 8

Vacation villa with swimming pool in Anse des Flamands

Anse des Flamands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,616 / night

$11,307 - $42,848 / week

1 / 35

St. Jean Vacation villa rental

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $1,429 / night

$10,000 - $35,000 / week

1 / 35

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 Lurin

Lurin villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

from $4,000 / night

$28,000 / week

1 / 87

Vacation villa in Anse des Cayes

Anse des Cayes villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 12

from $4,642 / night

$32,500 - $65,000 / week

1 / 100

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 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 $2,040 / night

$14,283 - $53,559 / week

1 / 12

Vacation villa rental

Lurin villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,465 / night

$17,258 - $53,559 / 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 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 in Anse des Flamands

Anse des Flamands villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,714 / night

$12,000 - $50,000 / week

1 / 78

Vacation villa in Lurin

Lurin villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $451 / night

$3,154 - $10,712 / week

1 / 17

Vacation home rental

Lurin house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $451 / night

$3,154 - $10,712 / week

1 / 16

Vacation villa with swimming pool in Lurin

Lurin villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $451 / night

$3,154 - $10,712 / week

1 / 12

Vacation villa in Lurin

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,857 / night

$13,000 - $70,000 / week

1 / 33

Anse des Cayes Vacation villa rental

Anse des Cayes villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $3,142 / night

$22,000 - $90,000 / week

1 / 96

Vacation villa rental

Gustavia villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from $3,142 / night

$22,000 - $65,000 / week

1 / 22

Vacation b&b in Anse des Cayes

Anse des Cayes b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $179 / night

$1,000 / week

1 / 5

Vacation villa in Lurin

Lurin villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $4,285 / night

$30,000 - $120,000 / week

1 / 38

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

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,500 / night

$17,500 - $55,000 / week

1 / 24

Vacation villa in Anse des Flamands

Anse des Flamands villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $857 / night

$6,000 - $22,000 / week

1 / 25

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

Villa rental in Anse des Cayes

Anse des Cayes villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $2,857 / night

$20,000 - $110,000 / week

1 / 100

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

Vacation villa in Gustavia

Gustavia villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $3,571 / night

$25,000 - $60,000 / week

1 / 33

Vacation villa in St. Jean

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $3,285 / night

$23,000 - $100,000 / week

1 / 45

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 Anse des Flamands

Anse des Flamands villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,571 / night

$18,000 - $90,000 / week

1 / 20

Vacation villa rental

Anse des Cayes villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,000 / night

$14,000 - $54,000 / week

1 / 100

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

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $4,166 / night

$29,160 / week

1 / 22

Gustavia Vacation villa rental

Gustavia villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,000 / night

$7,000 - $35,000 / week

1 / 24

Vacation villa rental

Gustavia villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $4,000 / night

$28,000 - $100,000 / week

1 / 24

Vacation villa in Anse des Flamands

Anse des Flamands villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $440 / night

$3,082 - $11,000 / week

1 / 24

Vacation villa in Gustavia

Gustavia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $700 / night

$4,900 - $19,000 / week

1 / 19

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