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Leeward apartment or villa with a private pool area | Holiday Lettings

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18 Holiday homes

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Holiday studio with swimming pool in Leeward

Leeward studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £234 / night

£1,632 / week

1 / 35

Holiday home with swimming pool in Leeward

Leeward house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £1,143 / night

£8,000 / week

1 / 28

Holiday villa in Leeward

Leeward villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £2,743 / night

£19,199 / week

1 / 28

Leeward holiday villa let

Leeward villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £814 / night

£5,696 / week

1 / 39

Holiday villa with swimming pool in Leeward

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,560 / night

£17,919 / week

1 / 37

Holiday villa with swimming pool in Leeward

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £2,012 / night

£14,079 / week

1 / 54

Home rental in Leeward with swimming pool

Leeward house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

from £1,395 / night

£9,759 - £56,168 / week

1 / 55

Holiday villa rental

Leeward villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

from £6,574 / night

£46,016 / week

1 / 18

Holiday villa in Leeward

Leeward villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,438 / night

£10,065 / week

1 / 19

Holiday villa with swimming pool in Leeward

Leeward villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

from £2,166 / night

£15,158 / week

1 / 50

Leeward holiday villa rental

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,280 / night

£8,960 / week

1 / 30

Holiday villa in Leeward

Leeward villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,263 / night

£8,838 / week

1 / 35

Holiday villa with swimming pool in Leeward

Leeward villa

  • 1 bedroom
  • 9 bathrooms
  • sleeps 16

from £11,601 / night

£81,204 / week

1 / 21

Holiday villa with swimming pool in Leeward

Leeward villa

  • 1 bedroom
  • 11 bathrooms
  • sleeps 20

from £17,788 / night

£124,513 / week

1 / 26

Holiday villa in Leeward

Leeward villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £2,057 / night

£14,399 / week

1 / 35

Villa rental in Leeward with swimming pool, golf nearby

Leeward villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £1,024 / night

£7,168 / week

1 / 17

Leeward holiday villa rental

Leeward villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from £2,338 / night

£16,364 / week

1 / 48

Leeward holiday villa rental

Leeward villa

  • 1 bedroom
  • 9 bathrooms
  • sleeps 16

from £15,468 / night

£108,272 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Grace Bay

Grace Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £905 / night

£6,336 / week

1 / 43

Holiday cottage with swimming pool in Turtle Cove

Turtle Cove cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £559 / night

£3,913 / week

1 / 24

Holiday villa with swimming pool in Providenciales

Providenciales villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

from £1,463 / night

£10,240 / week

1 / 23

Holiday home with swimming pool in Grace Bay

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £731 / night

£5,114 / week

1 / 22

Holiday villa rental

Chalk Sound National Park villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £1,006 / night

£6,880 / week

1 / 29

Holiday home with swimming pool in Providenciales

Providenciales house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £2,417 / night

£16,913 / week

1 / 18

Providenciales holiday villa rental

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £503 / night

£3,520 / week

1 / 38

Holiday villa in Grace Bay

Grace Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £458 / night

£29,566 / week

1 / 59

Holiday villa with swimming pool in Turtle Cove

Turtle Cove villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £905 / night

£6,336 / week

1 / 22

Holiday villa accommodation

Providenciales villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,600 / week

1 / 22

Holiday villa with swimming pool in Providenciales

Providenciales villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £389 / night

£1,920 / week

1 / 13

Villa rental in Long Bay Beach with swimming pool

Long Bay Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £758 / night

£5,306 / week

1 / 73

Villa rental in Providenciales with swimming pool

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £823 / night

£5,760 - £9,600 / week

1 / 32

Holiday villa with swimming pool in Grace Bay

Grace Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £412 / night

£2,697 - £2,880 / week

1 / 23

Holiday villa with swimming pool in Long Bay Beach

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,052 / night

£7,360 / week

1 / 23

Providenciales holiday villa let

Providenciales villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £732 / night

£5,120 / week

1 / 31

Holiday villa rental

Turtle Cove villa

  • 10 bedrooms
  • 8 bathrooms
  • sleeps 22

from £4,392 / night

£44,713 / week

1 / 46

Holiday villa letting

Whitby villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,006 / night

£7,040 / week

1 / 50

Holiday villa with swimming pool in Long Bay Beach

Long Bay Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £823 / night

£5,760 - £6,720 / week

1 / 29

Providenciales holiday villa let

Providenciales villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £732 / night

£5,120 / week

1 / 18

Long Bay Beach holiday villa rental

Long Bay Beach villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £3,246 / night

£22,718 / week

1 / 54

Grace Bay holiday villa rental

Grace Bay villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

from £5,440 / night

£38,077 / week

1 / 24

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