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Best Vacation Rentals in Leeward Settlement - Holiday Lettings - Cabins

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56 Vacation rentals

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,138 / night

$7,966 / week

1 / 30

Vacation home in Leeward Settlement

Leeward Settlement house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $649 / night

$4,543 / week

1 / 24

Ski villa to rent in Leeward Settlement

Leeward Settlement villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

from $10,980 / night

$76,860 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $3,584 / night

$25,088 / week

1 / 30

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $19,913 / night

$139,391 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $23,093 / night

$161,651 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $5,130 / night

$35,910 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $19,520 / night

$136,640 / week

1 / 30

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $4,287 / night

$30,009 / week

1 / 30

Leeward Settlement ski villa to rent.

Leeward Settlement villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from $2,744 / night

$19,208 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $13,018 / night

$91,126 / week

1 / 30

Vacation apartment in Leeward Settlement

Leeward Settlement apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $132 / night

$924 / week

1 / 30

Vacation villa rental

Leeward Settlement villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

from $11,912 / night

$83,384 / week

1 / 30

Home rental in Leeward Settlement

Leeward Settlement house

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 18

from $2,549 / night

$17,843 / week

1 / 30

Home rental in Leeward Settlement

Leeward Settlement house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,708 / night

$11,956 / week

1 / 30

Vacation home in Leeward Settlement

Leeward Settlement house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $887 / night

$6,209 / week

1 / 29

Vacation home rental

Leeward Settlement house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $833 / night

$5,831 / week

1 / 27

Leeward Settlement Vacation home accommodation

Leeward Settlement house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $760 / night

$5,320 / week

1 / 13

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $4,880 / night

$34,160 / week

1 / 17

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $11,658 / night

$81,606 / week

1 / 30

Home rental in Leeward Settlement

Leeward Settlement house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,333 / night

$9,331 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $3,029 / night

$21,203 / week

1 / 30

Leeward Settlement Vacation condo rental

Leeward Settlement condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $776 / night

$5,432 / week

1 / 26

Vacation home in Leeward Settlement

Leeward Settlement house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $2,047 / night

$14,329 / week

1 / 30

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $3,370 / night

$23,590 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $13,512 / night

$94,584 / week

1 / 30

Villa rental in Leeward Settlement

Leeward Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $10,441 / night

$73,087 / week

1 / 30

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $5,127 / night

$35,889 / week

1 / 30

Leeward Settlement Vacation home rental

Leeward Settlement house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $714 / night

$4,998 / week

1 / 9

Leeward Settlement Vacation home rental

Leeward Settlement house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 8

from $1,007 / night

$7,049 / week

1 / 30

Vacation apartment in Leeward Settlement

Leeward Settlement apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $543 / night

$3,801 / week

1 / 23

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $3,878 / night

$27,146 / week

1 / 18

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $4,043 / night

$28,301 / week

1 / 30

Leeward Settlement Vacation apartment rental

Leeward Settlement apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $489 / night

$3,423 / week

1 / 22

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $10,106 / night

$70,742 / week

1 / 9

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $16,962 / night

$118,734 / week

1 / 30

Vacation villa rental

Leeward Settlement villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $16,962 / night

$118,734 / week

1 / 30

Leeward Settlement Vacation apartment rental

Leeward Settlement apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $383 / night

$2,681 / week

1 / 23

Vacation villa in Leeward Settlement

Leeward Settlement villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $9,063 / night

$63,441 / week

1 / 30

Leeward Settlement Vacation villa rental

Leeward Settlement villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from $1,415 / night

$9,905 / week

1 / 30