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

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North America Holidays
175022 properties
Caribbean Holidays
21580 properties
West End Village
21 properties
Island Harbour
18 properties
Cottages The Valley
17 properties
Blowing Point
15 properties
Long Bay Village
10 properties
Little Harbour
8 properties
Sandy Hill Bay
8 properties
Shoal Bay Village
6 properties

Anguilla

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1,632 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 £79 / night

£553 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £79 / night

(6) Very Good 

15

Anguilla holiday villa rental

West End Village / Shoal Bay West

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £108 / night

£711 / week

Book View

from £108 / 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 £590 / night

£4,125 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £590 / 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 £132 / night

£702 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £132 / 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

Book View

from £643 / 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 £358 / night

£2,500 / week

Book View

from £358 / night

10

Home rental in Anguilla with swimming pool

Anguilla / The Valley

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £4,593 / night

£32,143 / week

Enquire View

from £4,593 / night

10

Long Bay Village holiday home rental

Anguilla / Long Bay Village

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £260 / night

£1,815 / week

Enquire View

from £260 / night

10

Holiday home with swimming pool in Anguilla

Anguilla / The Valley

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £5,817 / night

£40,715 / week

Enquire View

from £5,817 / 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 £568 / night

£3,975 - £5,250 / week

Book View

from £568 / night

(12) 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 £58 / night

£422 / week

Book View

from £58 / 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 £750 / night

£5,250 - £6,750 / week

Book View

from £750 / 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 £86 / night

£600 / week

Book View

from £86 / night

(6) Excellent 

10

Holiday home in Anguilla

Anguilla / Long Bay Village

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £150 / night

£1,050 / week

Enquire View

from £150 / night

10

Holiday home rental

Anguilla / The Valley

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £176 / night

£1,230 / week

Enquire View

from £176 / night

(8) Very Good 

12

Home rental in Anguilla

Anguilla / East End Village

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly

from £233 / night

£1,625 / week

Book View

from £233 / night

25

Holiday villa with swimming pool in Anguilla

Anguilla / Island Harbour

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool

from £679 / night

£4,750 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £679 / night

37

Holiday villa in Anguilla

Anguilla / Rendezvous Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly

from £1,572 / night

£11,000 - £55,000 / week

Enquire View

from £1,572 / 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 £179 / night

£1,250 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £179 / night

10

Holiday home with swimming pool in South Hill

Anguilla / South Hill

5 1 1 night min

  • 5 bedrooms
  • Sleeps 1
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £1,072 / night

£7,500 / week

Enquire View

from £1,072 / 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 £3,572 / night

£25,000 / week

Book View

Responds fast!
avg. 2 minutes

from £3,572 / night

21

Villa rental in Anguilla

Anguilla / Island Harbour

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,179 / night

£8,250 / week

Book View

Responds fast!
avg. 2 minutes

from £1,179 / night

21

Villa rental in Island Harbour

Anguilla / Island Harbour

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £786 / night

£5,500 / week

Book View

Responds fast!
avg. 2 minutes

from £786 / 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 £204 / night

£1,425 / week

Book View

Responds fast!
avg. 2 hours 23 minutes

from £204 / night

21

Villa rental in Island Harbour

Anguilla / Island Harbour

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,340 / night

£9,375 / week

Book View

Responds fast!
avg. 2 minutes

from £1,340 / night

10

Holiday home with swimming pool in Blowing Point

Anguilla / Blowing Point

10 20 1 night min

  • 10 bedrooms
  • Sleeps 20
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £2,643 / night

£18,500 / week

Enquire View

from £2,643 / night

21

Villa rental in Anguilla

Anguilla / Island Harbour

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,000 / night

£7,000 / week

Book View

Responds fast!
avg. 2 minutes

from £1,000 / night

(10) Excellent 

36

Holiday villa rental

East End, Anguilla / Seafeathers

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £643 / night

£4,500 - £6,500 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £643 / night

21

Villa rental in Anguilla

Anguilla / Island Harbour

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £1,483 / night

£10,375 / week

Book View

Responds fast!
avg. 2 minutes

from £1,483 / night

10

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 £465 / night

£3,250 / week

Enquire View

from £465 / 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 £300 / night

£2,100 - £4,875 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £300 / 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 £285 / night

£1,995 / week

Book View

Responds fast!
avg. 3 hours 1 minutes

from £285 / 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 £3,643 / night

£25,500 / week

Book View

Responds fast!
avg. 2 minutes

from £3,643 / night

(11) Excellent 

12

Holiday villa in Anguilla

Anguilla / The Valley

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £208 / night

£1,455 - £3,081 / week

Book View

Responds fast!
avg. 1 hour 31 minutes

from £208 / 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 £497 / night

£3,475 - £4,475 / week

Book View

from £497 / 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 £1,425 / night

£9,975 - £25,725 / week

Book View

from £1,425 / night

22

Villa rental in Anguilla

Anguilla

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £3,072 / night

£21,500 / week

Book View

Responds fast!
avg. 2 minutes

from £3,072 / night

14

Holiday home in Anguilla

Anguilla / East End Village

3 3 1 night min

  • 3 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly

from £500 / night

£3,500 / week

Book View

Responds fast!
avg. 3 hours 50 minutes

from £500 / night

22

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 £358 / night

£2,500 / week

Book View

from £358 / 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 £429 / night

£2,500 - £10,000 / week

Enquire View

from £429 / night