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Best Anguilla Villas on Holiday Lettings - Vacation rentals

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674 Vacation rentals

Villa rental in Long Bay Village

Long Bay Village villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 21

from $6,641 / night

$46,487 / week

1 / 74

Villa rental in Anguilla

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,285 / night

$15,990 - $41,238 / week

1 / 11

Anguilla Vacation villa rental

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

from $2,290 / night

$16,030 / week

1 / 22

Vacation villa in Anguilla

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

from $882 / night

$6,172 / week

1 / 44

Anguilla Vacation villa rental

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $4,809 / night

$33,663 / week

1 / 57

Vacation villa rental

Sandy Hill Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $1,718 / night

$12,023 / week

1 / 9

Vacation villa with swimming pool in Anguilla

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from $1,449 / night

$10,139 - $12,183 / week

1 / 41

Vacation villa rental

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $373 / night

$2,605 / week

1 / 4

Vacation villa with shared pool in The Valley

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $115 / night

$802 / week

1 / 4

Apartment rental in George Hill

George Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,290 / week

1 / 29

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 hotel apartment in The Valley

The Valley hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $218 / night

$1,523 / 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 Sandy Hill Bay

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

from $1,140 / night

$5,290 - $10,059 / week

1 / 44

Vacation villa in Anguilla

The Valley villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $441 / night

$3,086 / week

1 / 4

Shoal Bay Village Vacation villa rental

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $945 / night

$6,613 / week

1 / 65

Vacation apartment in Anguilla

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $195 / night

$1,363 / week

1 / 34

Anguilla Vacation villa rental

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

1 / 24

Vacation villa with shared pool in Anguilla

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $2,794 / night

$19,557 / week

1 / 13

Vacation villa accommodation

Blowing Point villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $487 / night

$3,407 / week

1 / 33

Villa rental in Anguilla

Shoal Bay Village villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

from $2,061 / night

$14,427 / week

1 / 49

Rendezvous Bay Vacation villa rental

Rendezvous Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $338 / night

$2,365 / week

1 / 18

Vacation villa with swimming pool in Anguilla

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $859 / night

$11,622 - $23,645 / week

1 / 42

Vacation villa with golf nearby in Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $885 / night

$6,195 / week

1 / 20

Anguilla Vacation villa rental

Shoal Bay West villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

from $287 / night

$1,775 - $2,176 / week

1 / 15

Vacation apartment in Anguilla

Sandy Ground apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $344 / night

$2,405 / week

1 / 11

Vacation villa rental

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,260 / night

$8,817 / week

1 / 6

Anguilla Vacation villa rental

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $689 / night

$4,819 / week

1 / 22

Anguilla Vacation villa rental

Anguilla villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from $1,374 / night

$12,824 / week

1 / 63

Vacation apartment in Anguilla

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $161 / night

$1,123 / week

1 / 30

Vacation villa with swimming pool in Little Harbour

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,119 / night

$13,740 / week

1 / 29

Home rental in Anguilla

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $573 / night

$4,008 / week

1 / 12

Vacation home with swimming pool in Anguilla

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

from $1,260 / night

$8,817 - $12,223 / week

1 / 53

Vacation villa in Anguilla

Long Bay Village villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

from $5,611 / night

$39,274 / week

1 / 65

Vacation villa in Anguilla

The Valley villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $338 / night

$2,365 - $3,166 / week

1 / 19

Vacation villa in Anguilla

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $5,153 / night

$36,068 / week

1 / 56

Vacation villa with shared pool, golf nearby in Blowing Point

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $207 / night

$1,374 - $1,855 / week

1 / 22

Anguilla Vacation villa rental

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $401 / night

$2,806 / week

1 / 14

Anguilla Vacation villa rental

Long Bay Village villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

from $8,817 / night

$61,716 / week

1 / 37

Vacation villa in Sandy Hill Bay

Sandy Hill Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,134 / night

$7,935 / week

1 / 17

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