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Family Friendly Holidays in Leeward - Holiday Lettings

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279 family friendly properties

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Holiday villa in Leeward

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £5,024 / night

£35,162 / week

1 / 48

Leeward holiday villa rental

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £914 / night

£6,393 / week

1 / 30

Leeward holiday villa rental

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £2,055 / night

£14,385 / week

1 / 36

Villa rental in Leeward

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £959 / night

£6,713 / week

1 / 25

Holiday villa in Leeward

Leeward villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £731 / night

£5,115 / week

1 / 13

Holiday villa in Leeward

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,200 / night

£8,395 / week

1 / 19

Holiday villa in Leeward

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,262 / night

£8,829 / week

1 / 35

Holiday villa in Leeward

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,507 / night

£10,549 / week

1 / 35

Leeward holiday villa rental

Leeward villa

  • 1 bedroom
  • 7 bathrooms
  • sleeps 12

from £6,030 / night

£42,205 / week

1 / 40

Holiday villa rental

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,599 / night

£11,188 / week

1 / 29

Villa rental in Leeward with swimming pool, golf nearby

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £1,142 / night

£7,992 / week

1 / 16

Holiday cottage in Leeward

Leeward cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£1,023 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Providenciales

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £1,762 / night

£12,330 - £36,532 / week

1 / 18

Holiday apartment in Providenciales

Providenciales apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £229 / night

£1,599 / week

1 / 35

Providenciales holiday villa rental

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £503 / night

£3,517 / week

1 / 38

Holiday villa in Grace Bay

Grace Bay villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

from £3,471 / night

£24,294 / week

1 / 69

Providenciales holiday villa rental

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £353 / night

£2,466 - £4,110 / week

1 / 32

Holiday villa with swimming pool in Providenciales

Providenciales villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £813 / night

£5,690 / week

1 / 22

Grace Bay holiday hotel apartment rental

Grace Bay hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £594 / night

£4,156 / week

1 / 22

Holiday home accommodation

Grace Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £183 / night

£2,877 - £3,261 / week

1 / 40

Holiday apartment with swimming pool in Providenciales

Providenciales apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £182 / night

£1,273 / week

1 / 30

Holiday villa accommodation

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,599 / week

1 / 22

Holiday villa in Long Bay Beach

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£2,238 / week

1 / 26

Holiday cottage with swimming pool in Providenciales

Providenciales cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £325 / night

£2,270 / week

1 / 21

Holiday villa with shared pool in Long Bay Beach

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £868 / night

£5,435 / week

1 / 23

Villa rental in Long Bay Beach

Long Bay Beach villa

  • 4 bedrooms
  • 10 bathrooms
  • sleeps 16

from £3,836 / night

£26,851 / week

1 / 35

Holiday villa rental

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £400 / night

£2,794 / week

1 / 25

Holiday apartment in Providenciales

Providenciales apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £160 / night

£1,119 / week

1 / 24

Villa rental in Long Bay Beach with swimming pool

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £701 / night

£4,904 / week

1 / 47

Providenciales holiday cottage let

Providenciales cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £137 / night

£959 / week

1 / 26

Villa rental in Providenciales with swimming pool

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £822 / night

£5,754 - £9,590 / week

1 / 32

Holiday villa rental

Long Bay Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £772 / night

£5,403 / week

1 / 23

Holiday apartment in Providenciales

Providenciales apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£2,005 / week

1 / 17

Holiday villa with swimming pool in Grace Bay

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £366 / night

£2,695 - £4,156 / week

1 / 23

Providenciales holiday villa let

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £457 / night

£3,197 / week

1 / 31

Providenciales holiday guest house rental

Providenciales guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

from £274 / night

£1,370 / week

1 / 12

Holiday villa with swimming pool in Long Bay Beach

Long Bay Beach villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

from £640 / night

£4,476 / week

1 / 19

Holiday cottage letting

Long Bay Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £366 / night

£2,558 / week

1 / 21

Holiday condo with shared pool in Turtle Cove

Turtle Cove condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £178 / night

£1,241 / week

1 / 28

Holiday townhouse with shared pool, golf nearby in Grace Bay

Grace Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £201 / night

£1,407 / week

1 / 29

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