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Leeward 2-bedroom Vacation Rentals, Homes & More - 177 Rentals Available.

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177 Vacation rentals

Filters applied: 2+ Bedrooms

(1)

1 / 15

Leeward Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,250.00

Excellent (1 reviews)

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from $1,250.00 / night

1 / 16

Leeward Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1,857.00

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from $1,857.00 / night

(1)

1 / 20

Leeward House

  • 3
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$500.00

Excellent (1 reviews)

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from $500.00 / night

1 / 53

Leeward Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$10,000.00

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from $10,000.00 / night

(1)

1 / 35

Leeward Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$5,751.00

Excellent (1 reviews)

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from $5,751.00 / night

1 / 13

Leeward Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,042.00

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from $1,042.00 / night

1 / 23

Leeward Villa

  • 2
  • 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,875.00

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from $1,875.00 / night

1 / 32

Leeward Villa

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Ask about pets

$3,000.00

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from $3,000.00 / night

1 / 61

Leeward Villa

  • 6
  • 12
  • Min stay varies
  • Ask about children
  • Ask about pets

$2,200.00

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from $2,200.00 / night

1 / 32

Leeward Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

$3,000.00

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from $3,000.00 / night

(6)

1 / 27

Leeward Villa

  • 6
  • 12
  • 4 nights min
  • Ask about children
  • Ask about pets

$2,000.00

Very Good (6 reviews)

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from $2,000.00 / night

1 / 31

Leeward Villa

  • 7
  • 14
  • Min stay varies
  • Ask about children
  • Ask about pets

$9,000.00

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from $9,000.00 / night

1 / 23

Leeward Villa

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,500.00

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from $2,500.00 / night

1 / 35

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,480.00

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from $1,480.00 / night

1 / 24

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$851.00

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from $851.00 / night

1 / 28

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$1,300.00

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from $1,300.00 / night

1 / 26

Leeward Villa

  • 8
  • 12
  • Min stay varies
  • Ask about children
  • Ask about pets

$8,300.00

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from $8,300.00 / night

1 / 25

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1,300.00

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from $1,300.00 / night

1 / 11

Leeward Villa

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,584.00

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from $1,584.00 / night

1 / 26

Leeward Villa

  • 8
  • 16
  • Min stay varies
  • Ask about children
  • Ask about pets

$10,350.00

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from $10,350.00 / night

1 / 32

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Ask about pets

$5,751.00

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from $5,751.00 / night

(1)

1 / 40

Leeward Villa

  • 7
  • 14
  • Min stay varies
  • Child friendly

$10,000.00

Excellent (1 reviews)

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from $10,000.00 / night

1 / 26

Leeward Villa

  • 8
  • 10
  • Min stay varies
  • Ask about children
  • Ask about pets

$6,801.00

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from $6,801.00 / night

1 / 38

Leeward Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$10,494.00

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from $10,494.00 / night

1 / 38

Leeward Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$8,514.00

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from $8,514.00 / night

1 / 36

Leeward Villa

  • 8
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$12,376.00

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from $12,376.00 / night

1 / 19

Leeward Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,624.00

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from $2,624.00 / night