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

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North America Holidays
193554 properties
Caribbean Holidays
21437 properties
West End Village
18 properties
Sandy Hill Bay
14 properties
Island Harbour
13 properties
Cottages The Valley
11 properties
Little Harbour
9 properties
Blowing Point
9 properties
Long Bay Village
7 properties
Shoal Bay Village
5 properties

Anguilla

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1,512 Holiday homes

26

Anguilla holiday home rental

Anguilla / West End Village

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £80 / night

£561 / week

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from £80 / night

40

Holiday home in West End Village

Anguilla / West End Village

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly

from £134 / night

£712 / week

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from £134 / night

(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 £632 / night

£4,419 / week

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Responds fast!
avg. 2 hours 44 minutes

Booked 20+ times!

from £632 / 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 £381 / night

£2,664 / week

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Booked 20+ times!

from £381 / 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 £73 / night

£498 / week

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Booked 10+ times!

from £73 / 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

£643 / week

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Booked 10+ times!

from £92 / 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 £192 / night

£1,339 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £192 / 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 £268 / night

£1,875 / week

Book View

Booked 20+ times!

from £268 / night

(1) Excellent 

49

Holiday villa with swimming pool in Anguilla

Anguilla / Long Bay Village

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £804 / night

£5,623 / week

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from £804 / night

(2) Excellent 

22

Anguilla holiday villa rental

Anguilla / West End Village

8 16 min stay varies

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

from £3,806 / night

£26,639 / week

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Responds fast!
avg. 41 minutes

from £3,806 / 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 £957 / night

£6,504 - £19,128 / week

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Booked 70+ times!

from £957 / night

(1) Excellent 

17

West End Village holiday villa rental

Anguilla / West End Village

6 12 min stay varies

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

from £11,417 / night

£79,916 / week

Book View

Responds fast!
avg. 41 minutes

from £11,417 / 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 £4,552 / night

£31,860 - £131,292 / week

Enquire View

from £4,552 / 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 £536 / night

£3,750 - £24,102 / week

Book View

Booked 10+ times!

from £536 / night

23

Anguilla holiday villa rental

Anguilla / Blowing Point

7 14 min stay varies

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

from £1,523 / night

£6,394 - £35,776 / week

Enquire View

from £1,523 / night

4

Holiday villa in Anguilla

Anguilla / The Valley

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Nearest beach 0.9 km
  • Child friendly
  • Pet friendly

from £218 / night

£1,527 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £218 / night

(3) Excellent 

32

Holiday villa letting

Anguilla / Long Bay Village

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £532 / night

£3,723 / week

Book View

Booked 50+ times!

from £532 / night

(5) Excellent 

45

Holiday villa with swimming pool in Anguilla

Anguilla / Long Bay Village

3 6 7 nights min

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

from £609 / night

£4,258 / week

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from £609 / night

37

Holiday villa in Anguilla

Anguilla / Rendezvous Bay

5 10 min stay varies

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

from £1,675 / night

£11,721 - £58,605 / week

Enquire View

from £1,675 / night

44

Holiday villa in Anguilla

Anguilla / East End Village

1 11 min stay varies

  • 1 bedroom
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £383 / night

£2,678 / week

Book View

from £383 / night

(3) Excellent 

32

Holiday villa rental

Anguilla / Island Harbour

5 10 min stay varies

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

from £1,903 / night

£13,320 / week

Book View

Responds fast!
avg. 41 minutes

from £1,903 / night

17

Anguilla holiday villa rental

Anguilla

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £343 / night

£2,398 / week

Book View

Responds fast!
avg. 41 minutes

from £343 / 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 £5,777 / night

£40,438 / week

Book View

Responds fast!
avg. 41 minutes

from £5,777 / 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 £495 / night

£3,463 / week

Book View

Responds fast!
avg. 41 minutes

from £495 / 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 £1,066 / night

£5,035 - £15,984 / week

Enquire View

from £1,066 / night

(4) Excellent 

24

The Valley holiday villa rental

Anguilla / The Valley

6 12 min stay varies

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

from £4,871 / night

£34,098 / week

Book View

Responds fast!
avg. 41 minutes

from £4,871 / night

(15) Excellent 

92

Holiday villa in Anguilla

Anguilla / The Valley

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £322 / night

£2,250 - £5,222 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

Booked 100+ times!

from £322 / 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 £6,546 / night

£45,819 / week

Book View

Responds fast!
avg. 41 minutes

from £6,546 / night

18

Holiday villa in Anguilla

Anguilla

2 4 min stay varies

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

from £533 / night

£3,730 / week

Book View

Responds fast!
avg. 41 minutes

from £533 / 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 £420 / night

£2,941 / week

Book View

Booked 40+ times!

from £420 / night

(6) Excellent 

22

Holiday villa accommodation

Anguilla / South Hill

3 6 min stay varies

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

from £1,028 / night

£7,193 / week

Book View

Responds fast!
avg. 41 minutes

from £1,028 / night

(3) Very Good 

17

Holiday villa rental

Anguilla / Blowing Point

7 12 min stay varies

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

from £1,523 / night

£10,656 / week

Book View

Responds fast!
avg. 41 minutes

from £1,523 / night

22

Holiday villa in Anguilla

Anguilla

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £685 / night

£4,795 / week

Book View

Responds fast!
avg. 41 minutes

from £685 / 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 £449 / night

£3,138 - £9,324 / week

Enquire View

from £449 / night

0

Anguilla holiday home rental

Anguilla / The Valley

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £396 / night

£2,771 - £5,861 / week

Enquire View

from £396 / night

48

Anguilla holiday villa rental

Anguilla

6 12 4 nights min

  • 6 bedrooms
  • sleeps 12
  • 4 nights min
  • Child friendly

from £346 / night

£2,421 / week

Enquire View

from £346 / night

42

Little Harbour holiday villa rental

Anguilla / Little Harbour

3 6 min stay varies

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

from £343 / night

£2,398 / week

Book View

Booked 10+ times!

from £343 / 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

Book View

from £400 / 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 £1,527 / night

£10,684 - £27,552 / week

Book View

from £1,527 / night