COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

50 Best Vacation Rentals in Leeward - Holiday Lettings - Cabins

Updating

576 Results

Relevance

Rate low to high

Rate high to low

Reviews

576 Vacation rentals

Vacation villa with swimming pool in Gustavia

Gustavia villa

3 bedrooms / 4 bathrooms / sleeps 6

from $616 / night

$4,308 / week

Vacation villa in Colombier

Colombier villa

2 bedrooms / 1 bathroom / sleeps 2

5

from $610 / night

$4,262 - $9,792 / week

Vacation villa with swimming pool in Colombier

Colombier villa

1 bedroom / 2 bathrooms / sleeps 2

1

from $593 / night

$4,820 / week

Vacation home with swimming pool in Colombier

Colombier house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 1 minutes

from $403 / night

$2,816 / week

Vacation villa in Colombier

Colombier villa

2 bedrooms / 2 bathrooms / sleeps 4

2

from $661 / night

$4,625 - $9,775 / week

Vacation cottage with shared pool in St. Jean

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

6

from $778 / night

$5,443 / week

Vacation b&b with swimming pool in Anse des Cayes

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

6

from $188 / night

$1,049 / week

St. Jean Vacation cottage rental

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

3

from $236 / night

$1,652 / week

Vacation villa with swimming pool in Anse des Flamands

Anse des Flamands villa

1 bedroom / 1 bathroom / sleeps 2

2

from $613 / night

$4,286 - $13,824 / week

Lurin Vacation villa rental

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

1

from $526 / night

$3,678 - $12,491 / week

Vacation villa rental

Colombier villa

4 bedrooms / 4 bathrooms / sleeps 8

1

from $2,572 / night

$18,000 - $55,000 / week

Vacation villa rental

Gustavia villa

4 bedrooms / 5 bathrooms / sleeps 8

from $2,858 / night

$20,000 - $70,000 / week

St. Jean Vacation cottage rental

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

3

from $349 / night

$2,440 / week

Villa rental in Colombier with swimming pool

Colombier villa

4 bedrooms / 4 bathrooms / sleeps 8

from $2,140 / night

$14,980 / week

Colombier Vacation villa rental

Colombier villa

3 bedrooms / 3 bathrooms / sleeps 6

from $823 / night

$12,485 / week

Vacation villa in Gustavia

Gustavia villa

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 2 hours 14 minutes

from $849 / night

$5,940 - $35,550 / week

Vacation villa in St. Jean

St. Jean villa

6 bedrooms / 6 bathrooms / sleeps 12

from $25,118 / night

$175,826 / week

Vacation villa rental

Lurin villa

4 bedrooms / 4 bathrooms / sleeps 8

from $2,164 / night

$15,148 - $56,321 / week

Anse des Cayes Vacation villa rental

Anse des Cayes villa

3 bedrooms / 4 bathrooms / sleeps 8

from $1,358 / night

$9,500 - $33,500 / week

Vacation home in St. Jean

St. Jean house

3 bedrooms / 2 bathrooms / sleeps 3

from $837 / night

$5,867 - $13,108 / week

St. Jean Vacation villa rental

St. Jean villa

3 bedrooms / 3 bathrooms / sleeps 6

from $2,215 / night

$15,500 - $45,000 / week

Vacation villa with swimming pool in St. Jean

St. Jean villa

2 bedrooms / 2 bathrooms / sleeps 4

2

from $1,072 / night

$7,500 - $25,000 / week

Vacation villa with swimming pool in Lurin

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

3

from $524 / night

$3,664 - $12,441 / week

Vacation villa in Anse des Cayes

Anse des Cayes villa

2 bedrooms / 2 bathrooms / sleeps 5

from $1,374 / night

$9,612 / week

Vacation villa with swimming pool in Lurin

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

from $526 / night

$3,678 - $12,491 / week

Vacation villa rental

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

1

from $524 / night

$3,664 - $12,444 / week

Vacation villa in Lurin

Lurin villa

2 bedrooms / 2 bathrooms / sleeps 6

from $526 / night

$3,676 - $12,484 / week

Vacation b&b in Anse des Cayes

Anse des Cayes b&b

1 bedroom / 1 bathroom / sleeps 2

from $188 / night

$1,050 / week

Vacation villa with swimming pool in Lurin

Lurin villa

3 bedrooms / 3 bathrooms / sleeps 6

from $1,587 / night

$11,103 - $37,471 / week

Vacation villa rental

Lurin villa

3 bedrooms / 3 bathrooms / sleeps 6

from $2,500 / night

$17,500 - $55,000 / week

Vacation cottage rental

St. Jean cottage

1 bedroom / 1 bathroom / sleeps 2

1

from $211 / night

$1,477 / week

Vacation home rental

Lurin house

2 bedrooms / 2 bathrooms / sleeps 6

from $526 / night

$3,678 - $12,491 / week

Vacation villa with swimming pool in Gustavia

Gustavia villa

2 bedrooms / 2 bathrooms / sleeps 4

from $870 / night

$6,092 / week

Vacation villa with swimming pool in Gustavia

Gustavia villa

2 bedrooms / 2 bathrooms / sleeps 4

1

from $858 / night

$6,000 - $17,000 / week

Vacation villa with swimming pool in Anse des Flamands

Anse des Flamands villa

4 bedrooms / 4 bathrooms / sleeps 8

6

from $1,442 / night

$10,091 - $43,958 / week

Vacation villa with swimming pool in Gustavia

Gustavia villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 58 minutes

from $1,076 / night

$6,724 - $33,610 / week

Vacation villa in Colombier

Colombier villa

2 bedrooms / 2 bathrooms / sleeps 4

1

from $858 / night

$6,000 - $30,000 / week

Vacation home with swimming pool in Anse des Flamands

Anse des Flamands house

3 bedrooms / 3 bathrooms / sleeps 6

5

from $1,087 / night

$7,603 - $30,135 / week

Vacation villa with swimming pool in Anse des Flamands

Anse des Flamands villa

3 bedrooms / 3 bathrooms / sleeps 6

1

from $1,084 / night

$7,586 - $30,066 / week

Vacation villa rental

Anse des Cayes villa

2 bedrooms / 2 bathrooms / sleeps 4

1

from $450 / night

$3,150 - $8,925 / week

×

Also consider