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50 Best Anguilla Villas on Holiday Lettings - Vacation rentals

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805 Vacation rentals

Shoal Bay Village Vacation villa rental

Shoal Bay Village villa

4 bedrooms • 3 bathrooms • sleeps 8

from $945 / night

$6,613 / week

1 / 65

Anguilla Vacation villa rental

Shoal Bay West villa

2 bedrooms • 4 bathrooms • sleeps 5

7 reviews

from $258 / night

$1,775 - $2,176 / week

1 / 15

Vacation villa with golf nearby in Anguilla

Meads Bay Pond villa

3 bedrooms • 4 bathrooms • sleeps 6

4 reviews

from $896 / night

$6,269 / week

1 / 20

Vacation villa rental

Sandy Hill Bay villa

7 bedrooms • 7 bathrooms • sleeps 14

from $1,718 / night

$12,023 / week

1 / 9

Vacation villa rental

The Valley villa

4 bedrooms • 5 bathrooms • sleeps 10

1 review

from $1,260 / night

$8,817 / week

1 / 6

Villa rental in Anguilla

Anguilla villa

4 bedrooms • 4 bathrooms • sleeps 8

from $2,285 / night

$15,990 - $41,238 / week

1 / 11

Vacation castle with swimming pool in Anguilla

Sandy Ground castle

4 bedrooms • 5 bathrooms • sleeps 10

97 reviews

from $1,087 / night

$10,304 - $13,310 / week

1 / 122

Vacation villa in Anguilla

The Valley villa

2 bedrooms • 2 bathrooms • sleeps 5

from $441 / night

$3,086 / week

1 / 4

Home rental in Anguilla

East End Village house

4 bedrooms • 4 bathrooms • sleeps 10

8 reviews

from $573 / night

$4,008 / week

1 / 12

Vacation villa with swimming pool in Anguilla

Anguilla villa

3 bedrooms • 3 bathrooms • sleeps 7

13 reviews

from $687 / night

$4,809 / week

1 / 29

Little Harbour Vacation villa rental

Little Harbour villa

3 bedrooms • 3 bathrooms • sleeps 6

from $516 / night

$3,607 / week

1 / 42

Home rental in Anguilla with swimming pool

Rendezvous Bay house

3 bedrooms • 4 bathrooms • sleeps 6

from $1,029 / night

$7,208 - $10,232 / week

1 / 20

Anguilla Vacation apartment rental

Anguilla apartment

2 bedrooms • 2 bathrooms • sleeps 5

14 reviews

from $458 / night

$2,863 / week

1 / 10

Vacation villa in Anguilla

Little Harbour villa

5 bedrooms • 5 bathrooms • sleeps 10

from $1,145 / night

$8,015 / week

1 / 32

Vacation villa in Anguilla

The Valley villa

2 bedrooms • 3 bathrooms • sleeps 5

18 reviews

from $481 / night

$3,808 - $6,813 / week

1 / 92

Vacation villa in Sandy Hill Bay

Sandy Hill Bay villa

3 bedrooms • 4 bathrooms • sleeps 6

7 reviews

from $1,134 / night

$7,935 / week

1 / 17

Anguilla Vacation villa rental

Anguilla villa

3 bedrooms • 3 bathrooms • sleeps 6

21 reviews

from $401 / night

$2,806 / week

1 / 14

Vacation apartment in Anguilla

Island Harbour apartment

1 bedroom • 1 bathroom • sleeps 2

13 reviews

from $115 / night

$974 / week

1 / 24

Vacation villa with swimming pool in Anguilla

Anguilla villa

4 bedrooms • 5 bathrooms • sleeps 8

14 reviews

from $1,661 / night

$11,622 / week

1 / 42

Anguilla Vacation villa rental

Anguilla villa

5 bedrooms • 5 bathrooms • sleeps 16

16 reviews

from $1,374 / night

$12,824 / week

1 / 63

Vacation villa with swimming pool in Anguilla

Long Bay Village villa

3 bedrooms • 4 bathrooms • sleeps 6

7 reviews

from $1,025 / night

$8,416 / week

1 / 45

Vacation apartment in Anguilla

Island Harbour apartment

2 bedrooms • 2 bathrooms • sleeps 4

8 reviews

from $161 / night

$1,123 / week

1 / 30

Vacation villa rental

Long Bay Village villa

2 bedrooms • 3 bathrooms • sleeps 4

3 reviews

from $796 / night

$5,571 - $7,174 / week

1 / 32

Vacation home with swimming pool in Anguilla

East End Village house

3 bedrooms • 5 bathrooms • sleeps 11

from $1,145 / night

$8,015 - $11,021 / week

1 / 53

Vacation apartment in Anguilla

Sandy Ground apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $344 / night

$2,405 / week

1 / 11

Vacation villa with swimming pool in Anguilla

Long Bay Village villa

5 bedrooms • 7 bathrooms • sleeps 10

1 review

from $1,317 / night

$8,416 - $24,045 / week

1 / 49

Vacation villa in Anguilla

East End Village villa

1 bedroom • 3 bathrooms • sleeps 11

from $573 / night

$4,008 / week

1 / 44

Vacation home rental

Blowing Point house

5 bedrooms • 5 bathrooms • sleeps 10

from $1,700 / night

$11,900 - $28,000 / week

1 / 20

Vacation villa in Anguilla

The Valley villa

3 bedrooms • 3 bathrooms • sleeps 8

12 reviews

from $338 / night

$2,365 - $3,968 / week

1 / 19

Vacation villa with indoor pool in Anguilla

West End Village villa

3 bedrooms • 4 bathrooms • sleeps 6

from $458 / night

$3,206 / week

1 / 24

Vacation home with swimming pool in Anguilla

Sandy Hill Bay house

7 bedrooms • 7 bathrooms • sleeps 14

1 review

from $1,165 / night

$8,160 - $40,320 / week

1 / 20

Little Harbour Vacation villa rental

Little Harbour villa

4 bedrooms • 5 bathrooms • sleeps 8

from $573 / night

$4,008 / week

1 / 39

Vacation villa rental

The Valley villa

1 bedroom • 1 bathroom • sleeps 2

from $373 / night

$2,605 / week

1 / 4

Vacation apartment in Anguilla

The Valley apartment

1 bedroom • 1 bathroom • sleeps 2

19 reviews

from $287 / night

$2,004 / week

1 / 21

Vacation villa rental

The Valley villa

3 bedrooms • 4 bathrooms • sleeps 7

6 reviews

from $1,145 / night

$8,015 / week

1 / 18

Vacation villa with swimming pool in Little Harbour

Little Harbour villa

5 bedrooms • 5 bathrooms • sleeps 10

13 reviews

from $2,119 / night

$13,740 / week

1 / 29

Vacation villa in Sandy Hill Bay

Sandy Hill Bay villa

2 bedrooms • 4 bathrooms • sleeps 11

from $687 / night

$4,809 / week

1 / 44

Villa rental in Blowing Point with swimming pool

Blowing Point villa

5 bedrooms • 6 bathrooms • sleeps 10

from $2,290 / night

$16,030 / week

1 / 22

Long Bay Village Vacation home rental

Long Bay Village house

3 bedrooms • 3 bathrooms • sleeps 6

from $471 / night

$3,300 - $10,250 / week

1 / 20

Vacation villa with shared pool in Anguilla

Blowing Point villa

5 bedrooms • 6 bathrooms • sleeps 10

2 reviews

from $2,794 / night

$19,557 / week

1 / 13

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