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Estates in Windward and Apartments - Holiday Lettings - Holiday Rentals Windward

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Windward holiday villa rental

Pointe Milou villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £915 / night

£6,400 - £19,053 / week

1 / 24

Great rentals within 20 miles that match your search

Oyster Pond holiday condo let

Oyster Pond condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £200 / night

£1,400 - £2,000 / week

1 / 36

Apartment rental in Dutch Cul de Sac with shared pool

Dutch Cul de Sac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £252 / night

£1,998 - £5,877 / week

1 / 13

Apartment rental in Dutch Cul de Sac with shared pool

Dutch Cul de Sac apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £323 / night

£2,257 - £2,458 / week

1 / 46

Holiday villa with swimming pool in Gustavia

Gustavia villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £366 / night

£2,555 - £26,748 / week

1 / 22

Orient Bay holiday apartment rental

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £251 / night

£1,758 / week

1 / 58

Cul de Sac holiday home rental

Cul de Sac house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £270 / night

£1,889 / week

1 / 35

Holiday apartment with shared pool in Cul de Sac

Cul de Sac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £89 / night

£621 / week

1 / 32

Holiday villa in Anse de Lorient

Anse de Lorient villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from £871 / night

£19,403 / week

1 / 18

Holiday apartment in Cole Bay

Cole Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £429 / night

£2,144 / week

1 / 17

Holiday villa in Oyster Pond

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £514 / night

£3,593 - £5,190 / week

1 / 25

Holiday villa rental

Oyster Pond villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £645 / night

£4,512 / week

1 / 32

Holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £523 / night

£3,657 / week

1 / 30

Holiday hotel apartment in Dawn Beach

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £419 / night

£2,930 / week

1 / 11

Penthouse rental in Oyster Pond with shared pool

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £392 / night

£2,738 / week

1 / 15

Holiday villa letting

Marigot, Saint Martin villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £591 / night

£3,939 / week

1 / 35

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £458 / night

£3,200 / week

1 / 42

Colombier holiday villa rental

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £960 / night

£6,721 / week

1 / 30

Holiday condo in Dawn Beach

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £392 / night

£2,743 / week

1 / 19

Orient Bay holiday home rental

Orient Bay house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from £249 / night

£1,737 / week

1 / 44

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £692 / night

£4,839 / week

1 / 46

Orient Bay holiday villa rental

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £856 / night

£5,992 - £14,213 / week

1 / 62

Holiday villa with swimming pool in Gustavia

Gustavia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,499 / night

£7,493 - £18,735 / week

1 / 37

Holiday studio with shared pool in Orient Bay

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £110 / night

£732 / week

1 / 31

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £510 / night

£3,566 / week

1 / 30

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £422 / night

£2,954 / week

1 / 9

Holiday condo in Oyster Pond

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £392 / night

£2,743 / week

1 / 24

Holiday home in Marigot

Marigot house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £389 / night

£2,723 / week

1 / 23

Holiday apartment rental

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £148 / night

£1,034 / week

1 / 21

St. Jean holiday villa rental

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,027 / night

£7,186 - £35,930 / week

1 / 27

Holiday villa in St. Barthelemy

St. Barthelemy villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £1,541 / night

£10,779 - £28,345 / week

1 / 37

Oyster Pond holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £190 / night

£1,330 / week

1 / 32

Holiday villa in Petit Cul de Sac

Petit Cul de Sac villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 6

Pricing unknown

1 / 18

Oyster Pond holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £141 / night

£985 / week

1 / 32

Villa letting in Cul de Sac with swimming pool

Cul de Sac villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from £483 / night

£2,954 / week

1 / 47

Cul de Sac holiday villa rental

Cul de Sac villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from £631 / night

£4,412 / week

1 / 56

Apartment rental in Dawn Beach with shared pool

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £345 / night

£2,413 / week

1 / 10

Holiday villa rental

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 7

Holiday villa rental

Anse Marcel villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £2,852 / night

£19,961 - £33,535 / week

1 / 53

Oyster Pond holiday villa rental

Oyster Pond villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £747 / night

£5,226 - £11,178 / week

1 / 15

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