Villas in Anguilla and Houses - Holiday Lettings - Holiday Rentals Anguilla

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North America Holidays
207707 properties
Caribbean Holidays
20861 properties
Cottages The Valley
28 properties
Island Harbour
15 properties
West End Village
13 properties
Sandy Hill Bay
13 properties
Long Bay Village
10 properties
Little Harbour
9 properties
Blowing Point
9 properties
Shoal Bay Village
7 properties

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1,285 Holiday homes

(2) Excellent 

20

Holiday villa with golf nearby in Anguilla

West End Village / Meads Bay Pond

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £643 / night

£4,500 / week

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from £643 / night

66

Shoal Bay Village holiday villa rental

Anguilla / Shoal Bay Village

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 0.25 km
  • Child friendly

from £624 / night

£4,369 / week

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Responds fast!
avg. 2 hours 44 minutes

from £624 / night

(12) Excellent 

29

Holiday villa with swimming pool in Anguilla

Anguilla

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £459 / night

£3,210 / week

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from £459 / night

(2) Very Good 

11

Anguilla holiday villa rental

Anguilla / Little Harbour

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,342 / night

£9,389 / week

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Responds fast!
avg. 29 minutes

from £1,342 / night

(13) Very Good 

24

Holiday apartment in Anguilla

Anguilla / Island Harbour

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £76 / night

£643 / week

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from £76 / night

(12) Excellent 

51

Holiday villa with swimming pool in Little Harbour

Anguilla / Little Harbour

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £956 / night

£6,497 - £19,107 / week

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from £956 / night

18

Anguilla holiday villa rental

Anguilla / Sandy Hill Bay

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

from £1,070 / night

£5,056 - £16,050 / week

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from £1,070 / night

(8) Very Good 

12

Home rental in Anguilla

Anguilla / East End Village

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

from £266 / night

£1,861 / week

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from £266 / night

0

Holiday villa in Anguilla

Anguilla

10 20 min stay varies

  • 10 bedrooms
  • sleeps 20
  • min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £5,824 / night

£40,767 - £95,534 / week

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from £5,824 / night

20

Holiday villa letting

Anguilla / West End Village

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,028 / night

£7,196 - £28,355 / week

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from £1,028 / night

11

Condo rental in The Valley with shared pool

Anguilla / The Valley

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £190 / night

£1,330 / week

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Responds fast!
avg. 2 hours 45 minutes

from £190 / night

26

Anguilla holiday villa rental

Anguilla / Long Bay Village

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £673 / night

£4,708 - £9,630 / week

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from £673 / night

37

Villa rental in Anguilla

Anguilla / Long Bay Village

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £5,801 / night

£40,606 / week

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Responds fast!
avg. 29 minutes

from £5,801 / night

37

Holiday villa in Anguilla

Anguilla / Rendezvous Bay

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child friendly

from £1,682 / night

£11,770 - £58,849 / week

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from £1,682 / night

(8) Very Good 

31

Holiday apartment in Anguilla

Anguilla / Island Harbour

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Nearest beach 3 km
  • Air conditioning
  • Private garden

from £92 / night

£638 / week

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from £92 / night

(2) Excellent 

20

Holiday villa in Anguilla

Anguilla / Blowing Point

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly

from £459 / night

£2,675 - £10,700 / week

Enquire View

from £459 / night

44

Holiday villa in Anguilla

Anguilla

10 20 min stay varies

  • 10 bedrooms
  • sleeps 20
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £5,824 / night

£40,767 / week

Book View

Responds fast!
avg. 29 minutes

from £5,824 / night

26

Villa rental in Anguilla

Anguilla / Rendezvous Bay

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £597 / night

£4,173 / week

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Responds fast!
avg. 29 minutes

from £597 / night

(3) Excellent 

22

Anguilla holiday villa rental

Anguilla / West End Village

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £400 / night

£2,800 / week

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from £400 / night

(1) Excellent 

49

Holiday villa with swimming pool in Anguilla

Anguilla / Long Bay Village

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £798 / night

£5,583 / week

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from £798 / night

45

Anguilla holiday villa rental

Anguilla / West End Village

8 16 min stay varies

  • 8 bedrooms
  • sleeps 16
  • min stay varies
  • Child friendly
  • Ask about pets

from £4,571 / night

£31,993 - £131,838 / week

Enquire View

from £4,571 / night

23

Anguilla holiday villa rental

Anguilla / Blowing Point

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Child friendly

from £918 / night

£6,420 - £35,925 / week

Enquire View

from £918 / night

24

Holiday villa with indoor pool in Anguilla

Anguilla / West End Village

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £304 / night

£2,127 / week

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from £304 / night

32

Holiday villa in Anguilla

Anguilla

10 20 min stay varies

  • 10 bedrooms
  • sleeps 20
  • min stay varies
  • Child friendly

from £6,573 / night

£46,009 - £86,267 / week

Enquire View

from £6,573 / night

(2) Very Good 

15

Holiday villa accommodation

Anguilla / Long Bay Village

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,070 / night

£7,490 / week

Book View

Responds fast!
avg. 29 minutes

from £1,070 / night

17

Anguilla holiday villa rental

Anguilla / Sandy Hill Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly

from £451 / night

£3,151 - £9,363 / week

Enquire View

from £451 / night

9

Holiday villa rental

Anguilla / Sandy Hill Bay

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,140 / night

£7,976 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £1,140 / night

26

Holiday villa in The Valley

Anguilla / The Valley

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £3,898 / night

£27,285 / week

Book View

Responds fast!
avg. 29 minutes

from £3,898 / night

(5) Excellent 

19

Holiday villa in Anguilla

Anguilla / South Hill

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £302 / night

£2,113 / week

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from £302 / night

(3) Excellent 

21

Holiday villa in Anguilla

Anguilla / South Hill

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly

from £417 / night

£2,919 / week

Book View

from £417 / night

(16) Excellent 

63

Anguilla holiday villa rental

Anguilla

5 16 min stay varies

  • 5 bedrooms
  • sleeps 16
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £918 / night

£8,560 / week

Book View

from £918 / night

(1) Average 

35

Villa rental in Anguilla

Anguilla / Little Harbour

10 19 min stay varies

  • 10 bedrooms
  • sleeps 19
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £6,573 / night

£46,009 / week

Book View

Responds fast!
avg. 29 minutes

from £6,573 / night

53

Holiday home with swimming pool in Anguilla

Anguilla / East End Village

3 11 min stay varies

  • 3 bedrooms
  • sleeps 11
  • min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £532 / night

£3,722 - £23,927 / week

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from £532 / night

18

Villa rental in Anguilla

Anguilla / Little Harbour

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,414 / night

£9,898 / week

Book View

Responds fast!
avg. 29 minutes

from £1,414 / night

18

Holiday villa in Anguilla

Anguilla

11 22 min stay varies

  • 11 bedrooms
  • sleeps 22
  • min stay varies

from £8,560 / night

£59,919 - £117,698 / week

Enquire View

from £8,560 / night

48

Anguilla holiday villa rental

Anguilla

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

from £837 / night

£5,859 - £18,698 / week

Enquire View

from £837 / night

18

Villa letting in Anguilla

Anguilla / Little Harbour

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,709 / night

£11,957 / week

Book View

Responds fast!
avg. 29 minutes

from £1,709 / night

11

Villa rental in Anguilla

Anguilla

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

from £1,516 / night

£10,608 - £27,356 / week

Book View

from £1,516 / night

18

Holiday villa in Anguilla

Anguilla

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Child friendly

from £2,140 / night

£14,980 - £80,249 / week

Enquire View

from £2,140 / night

27

Holiday villa in West End Village

Anguilla / West End Village

9 18 min stay varies

  • 9 bedrooms
  • sleeps 18
  • min stay varies
  • Child friendly

from £16,378 / night

£114,641 - £160,497 / week

Enquire View

from £16,378 / night