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

Close

View larger map

Also consider

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,293 Holiday homes

14

Holiday villa in Island Harbour

Anguilla / Island Harbour

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,180 / night

£8,260 / week

Book View

from £1,180 / night

30

Merrywing Bay holiday villa rental

West End Village / Merrywing Bay

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £1,503 / night

£10,521 / week

Book View

from £1,503 / night

37

Holiday villa in Little Harbour

Anguilla / Little Harbour

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £926 / night

£6,476 / week

Book View

from £926 / night

25

Anguilla holiday villa rental

Anguilla / Blowing Point

3 9 1 night min

  • 3 bedrooms
  • sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £599 / night

£4,194 / week

Book View

from £599 / 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 £116 / night

£767 / week

Book View

from £116 / night

(4) Excellent 

24

Shoal Bay Village holiday villa rental

Anguilla / Shoal Bay Village

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £462 / night

£3,046 / week

Book View

from £462 / night

18

Holiday villa letting

Anguilla / West End Village

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £385 / night

£2,693 / week

Book View

from £385 / night

(1) Average 

43

Holiday villa with shared pool in Island Harbour

Anguilla / Island Harbour

2 5 4 nights min

  • 2 bedrooms
  • sleeps 5
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £115 / night

£1,344 / week

Book View

from £115 / night

65

Shoal Bay Village holiday villa rental

Anguilla / Shoal Bay Village

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 0.25 km
  • Child friendly

from £636 / night

£4,451 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £636 / 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

(1) Excellent 

19

Holiday villa rental

West End Village / Merrywing Bay

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £2,366 / night

£16,558 / week

Book View

from £2,366 / night

6

Holiday villa rental

Anguilla / The Valley

4 10 4 nights min

  • 4 bedrooms
  • sleeps 10
  • 4 nights min
  • Nearest beach 0.9 km
  • Swimming pool
  • Child friendly

from £694 / night

£4,857 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £694 / 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 £463 / night

£3,237 / week

Book View

from £463 / 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 £270 / night

£1,889 / week

Book View

from £270 / night

10

George Hill holiday home rental

Anguilla / George Hill

4 16 1 night min

  • 4 bedrooms
  • sleeps 16
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £773 / night

£5,412 - £6,893 / week

Enquire View

from £773 / night

37

Holiday villa in Anguilla

Anguilla / Rendezvous Bay

5 10 min stay varies

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

from £1,696 / night

£11,873 - £59,363 / week

Enquire View

from £1,696 / 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 £1,353 / night

£9,471 / week

Book View

Responds fast!
avg. 15 minutes

from £1,353 / night

10

Holiday home with swimming pool in Anguilla

Anguilla / The Valley

3 6 1 night min

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

from £1,157 / night

£8,095 / week

Enquire View

from £1,157 / 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 £1,157 / night

£8,095 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £1,157 / night

10

Anguilla holiday home rental

Anguilla / George Hill

8 16 1 night min

  • 8 bedrooms
  • sleeps 16
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £1,546 / night

£10,824 - £13,785 / week

Enquire View

from £1,546 / 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 £5,875 / night

£41,122 / week

Book View

Responds fast!
avg. 15 minutes

from £5,875 / night

10

George Hill holiday home rental

Anguilla / George Hill

6 16 1 night min

  • 6 bedrooms
  • sleeps 16
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £1,160 / night

£8,118 - £10,339 / week

Enquire View

from £1,160 / night

(7) Excellent 

10

Holiday home in Anguilla

Anguilla / East End Village

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £119 / night

£833 / week

Enquire View

from £119 / night

22

Villa rental in Anguilla

Anguilla

4 8 min stay varies

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

from £2,236 / night

£15,650 / week

Book View

Responds fast!
avg. 15 minutes

from £2,236 / 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 £121 / night

£842 - £1,134 / week

Enquire View

from £121 / night

11

Villa rental in Anguilla

Anguilla

3 6 min stay varies

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

from £1,122 / night

£7,852 / week

Book View

Responds fast!
avg. 15 minutes

from £1,122 / 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 £3,855 / night

£26,983 / week

Book View

Responds fast!
avg. 15 minutes

from £3,855 / 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 £1,538 / night

£10,767 - £27,766 / week

Book View

from £1,538 / night

22

Villa rental in Anguilla

Anguilla

6 12 min stay varies

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

from £3,084 / night

£21,587 / week

Book View

Responds fast!
avg. 15 minutes

from £3,084 / night

10

Anguilla holiday home rental

Anguilla / George Hill

2 16 1 night min

  • 2 bedrooms
  • sleeps 16
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets

from £387 / night

£2,706 - £3,446 / week

Enquire View

from £387 / night

4

Holiday apartment in Anguilla

Anguilla / Sandy Ground

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £232 / night

£1,619 - £1,889 / week

Book View

from £232 / night

18

Holiday villa in Anguilla

Anguilla

11 22 min stay varies

  • 11 bedrooms
  • sleeps 22
  • min stay varies

from £8,635 / night

£60,442 - £118,725 / week

Enquire View

from £8,635 / 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 £4,934 / night

£34,538 / week

Book View

Responds fast!
avg. 15 minutes

from £4,934 / 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 £3,315 / night

£23,206 / week

Book View

Responds fast!
avg. 15 minutes

from £3,315 / 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 £77 / night

£649 / week

Book View

from £77 / 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 £4,846 / night

£33,922 - £43,944 / week

Enquire View

from £4,846 / night

18

Holiday villa in Anguilla

Anguilla

6 12 min stay varies

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

from £2,159 / night

£15,111 - £80,949 / week

Enquire View

from £2,159 / night

22

Villa rental in Anguilla

Anguilla

5 10 min stay varies

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

from £2,699 / night

£18,888 / week

Book View

Responds fast!
avg. 15 minutes

from £2,699 / 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 £193 / night

£1,350 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £193 / night

20

Anguilla holiday villa rental

Anguilla / Blowing Point

2 4 min stay varies

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

from £694 / night

£4,857 - £16,190 / week

Enquire View

from £694 / night