50 Best Anguilla villas on Holiday Lettings - Houses

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  • Anguilla

Location

  • All locations
  • Blowing Point (6)
  • Crocus Hill (1)
  • East End, Anguilla (1)
  • Island Harbour (15)
  • Little Harbour (14)
  • Little Harbour, Anguilla (1)
  • Long Bay Village (13)
  • Sandy Ground (1)
  • Sandy Hill (1)
  • South Hill (3)
  • The Valley (4)
  • West End Village (31)

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Also consider

Apartments West End Village
93 properties
Holiday homes Island Harbour
32 properties
Little Harbour
30 properties
Blowing Point
20 properties
Long Bay Village
13 properties
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254 Holiday homes

Travellers going to Anguilla are booking December dates now. Secure your holiday home today and have the perfect trip.

(3) Excellent 

1 / 12

Home rental in Anguilla

Anguilla / Island Harbour

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min stay

from £207 / night

£1380 / week

Book Book View

from £207 / night

(11) Excellent 

1 / 29

Holiday villa with swimming pool in Anguilla

Anguilla / Caribbean

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from £259 / night

£1811 / week

Book Book View

from £259 / night

(1) Excellent 

1 / 19

West End Village holiday villa rental

West End Village / Shoal Bay West

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £414 / night

£2725 / week

Book Book View

from £414 / night

(6) Excellent 

1 / 22

The Valley holiday home rental

Anguilla / The Valley

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £156 / night

£903 - £1362 / week

Book Book View

from £156 / night

(10) Very Good 

1 / 15

Holiday apartment in Anguilla

Anguilla / Island Harbour

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay

from £76 / night

£518 / week

Book Book View

from £76 / night

(3) Very Good 

1 / 15

Anguilla holiday villa rental

West End Village / Shoal Bay West

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from £104 / night

£687 - £1725 / week

Book Book View

from £104 / night

(1) Excellent 

1 / 19

Holiday villa rental

West End Village / Merrywing Bay

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £1518 / night

£10621 - £22207 / week

Book Book View

from £1518 / night

(5) Excellent 

1 / 30

Anguilla holiday apartment rental

Caribbean / Anguilla

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from £111 / night

£773 / week

Book Book View

from £111 / night

1 / 25

Anguilla holiday villa rental

Anguilla / Blowing Point

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies

from £536 / night

£3752 - £6138 / week

Book Book View

from £536 / night

(5) Excellent 

1 / 30

Holiday villa with swimming pool in South Hill

Anguilla / South Hill

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min stay

from £207 / night

£1242 / week

Book Book View

from £207 / night

(2) Excellent 

1 / 9

Holiday villa in Anguilla

Caribbean / Anguilla

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £137 / night

£956 - £2028 / week

Enquire Enquire View

from £137 / night

(1) Excellent 

1 / 26

Holiday villa in Anguilla

Caribbean / Anguilla

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £343 / night

£2398 - £9590 / week

Enquire Enquire View

from £343 / night

1 / 30

Condo rental in Anguilla

Anguilla / The Valley

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from £207 / night

£1035 / week

Book Book View

from £207 / night

(2) Excellent 

1 / 15

Anguilla holiday home rental

Caribbean / Anguilla

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay

from £328 / night

£2294 - £4828 / week

Enquire Enquire View

from £328 / night

1 / 37

Holiday villa in Little Harbour, Anguilla

Anguilla / Little Harbour, Anguilla

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies

from £794 / night

£5552 - £6759 / week

Book Book View

from £794 / night

1 / 13

Anguilla holiday villa rental

Anguilla / Long Bay Village

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £1656 / night

£11587 - £48276 / week

Enquire Enquire View

from £1656 / night

(2) Excellent 

1 / 28

Holiday villa in Anguilla

Caribbean / Anguilla

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min stay

from £1302 / night

£9110 / week

Enquire Enquire View

from £1302 / night

1 / 21

Villa rental in Anguilla

Caribbean / Anguilla

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min stay

from £1918 / night

£13425 / week

Enquire Enquire View

from £1918 / night

(2) Very Good 

1 / 17

Holiday villa rental

Anguilla / Blowing Point

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies

from £1233 / night

£8631 - £45990 / week

Enquire Enquire View

from £1233 / night

1 / 26

Holiday home rental

Caribbean / Anguilla

  • 7 bedrooms
  • Sleeps 0
  • Min stay varies

Pricing unknown

1 / 13

Holiday apartment in Anguilla

Caribbean / Anguilla

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £149 / night

£1190 - £1552 / week

Book Book View

from £149 / night

1 / 26

Anguilla holiday home rental

Anguilla / West End Village

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay

from £63 / night

£435 / week

Book Book View

from £63 / night

1 / 30

Villa rental in Anguilla with shared pool

Caribbean / Anguilla

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies

from £5345 / night

£37414 - £86984 / week

Enquire Enquire View

from £5345 / night

1 / 27

Villa rental in Anguilla

Anguilla / Long Bay Village

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £1507 / night

£10548 - £52740 / week

Enquire Enquire View

from £1507 / night

1 / 33

Holiday villa in Anguilla

Caribbean / Anguilla

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay

from £19705 / night

£137932 - £172414 / week

Enquire Enquire View

from £19705 / night

(1) Excellent 

1 / 20

Holiday villa with golf nearby in Anguilla

West End Village / Meads Bay Pond

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from £643 / night

£4500 / week

Book Book View

from £643 / night

(1) Excellent 

1 / 24

Holiday home rental

Anguilla / Little Harbour

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min stay

from £5932 / night

£41518 - £91035 / week

Enquire Enquire View

from £5932 / night

1 / 18

Anguilla holiday villa rental

Anguilla / Long Bay Village

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £355 / night

£2479 - £7192 / week

Enquire Enquire View

from £355 / night

1 / 27

Villa letting in Anguilla

Anguilla / Long Bay Village

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £1713 / night

£11987 - £52740 / week

Enquire Enquire View

from £1713 / night

1 / 11

Villa rental in West End Village

Anguilla / West End Village

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £1644 / night

£11507 - £47946 / week

Enquire Enquire View

from £1644 / night

1 / 22

Holiday villa with swimming pool in Anguilla

Anguilla / South Hill

  • 4 bedrooms
  • Sleeps 10
  • 1 night min stay

from £483 / night

£2897 / week

Book Book View

from £483 / night

(2) Excellent 

1 / 32

Holiday villa rental

Anguilla / Island Harbour

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies

from £1713 / night

£11987 - £23973 / week

Enquire Enquire View

from £1713 / night

1 / 18

Holiday villa in The Valley

Anguilla / The Valley

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £3494 / night

£24453 - £77312 / week

Enquire Enquire View

from £3494 / night

1 / 26

Holiday villa in Anguilla

Anguilla / The Valley

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min stay

from £336 / night

£2011 - £3642 / week

Book Book View

from £336 / night

1 / 32

Holiday villa in Anguilla

Anguilla / Little Harbour

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min stay

from £828 / night

£5518 / week

Book Book View

from £828 / night

(1) Excellent 

1 / 12

Holiday apartment in Anguilla

Caribbean / Anguilla

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £100 / night

£707 - £949 / week

Book Book View

from £100 / night

1 / 38

Holiday villa in Anguilla

Anguilla / Little Harbour

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies

from £1366 / night

£9559 - £34315 / week

Book Book View

from £1366 / night

1 / 25

Holiday villa with swimming pool in Anguilla

Anguilla / Island Harbour

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £863 / night

£6035 - £12794 / week

Book Book View

from £863 / night

(1) Excellent 

1 / 27

Holiday villa in Anguilla

Anguilla / Blowing Point

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies

from £959 / night

£6713 - £22055 / week

Enquire Enquire View

from £959 / night

1 / 39

Holiday home rental

Anguilla / Little Harbour

  • 10 bedrooms
  • Sleeps 18
  • 7 nights min stay

from £5256 / night

£36787 - £79311 / week

Enquire Enquire View

from £5256 / night

1 / 15

West End Village holiday villa rental

West End Village / Merrywing Bay

  • 4 bedrooms
  • Sleeps 8
  • 1 night min stay

from £690 / night

£4828 / week

Book Book View

from £690 / night

(1) Excellent 

1 / 26

Holiday villa with swimming pool in Crocus Hill

Anguilla / Crocus Hill

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £828 / night

£5794 - £33311 / week

Book Book View

from £828 / night

1 / 8

Villa rental in West End Village

Anguilla / West End Village

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £1918 / night

£13425 - £43151 / week

Enquire Enquire View

from £1918 / night

(1) Excellent 

1 / 16

Anguilla holiday villa rental

Caribbean / Anguilla

  • 7 bedrooms
  • Sleeps 12
  • Min stay varies

from £828 / night

£5794 - £32414 / week

Enquire Enquire View

from £828 / night

(1) Excellent 

1 / 8

Anguilla holiday villa rental

Caribbean / Anguilla

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies

from £190 / night

£1328 - £2414 / week

Enquire Enquire View

from £190 / night

1 / 56

West End Village holiday villa rental

Anguilla / West End Village

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies

from £2897 / night

£20276 - £103451 / week

Enquire Enquire View

from £2897 / night

(1) Excellent 

1 / 7

Holiday villa in Anguilla

Caribbean / Anguilla

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £128 / night

£894 - £1569 / week

Enquire Enquire View

from £128 / night

1 / 21

Villa rental in Anguilla

Anguilla / Island Harbour

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £959 / night

£6713 - £22319 / week

Enquire Enquire View

from £959 / night

(2) Excellent 

1 / 16

Anguilla holiday villa rental

Caribbean / Anguilla

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from £364 / night

£2542 - £7911 / week

Enquire Enquire View

from £364 / night

(3) Excellent 

1 / 23

Sandy Ground holiday villa rental

Anguilla / Sandy Ground

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from £620 / night

£4340 - £119725 / week

Enquire Enquire View

from £620 / night

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