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Best Anguilla Villas on Holiday Lettings - Vacation rentals

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208 Vacation rentals

Vacation condo in The Valley

The Valley condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $324 / night

$2,268 / week

1 / 30

Anguilla ski villa to rent.

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,706 / night

$18,942 / week

1 / 29

Vacation condo in Anguilla

Sandy Hill Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $174 / night

$1,218 / week

1 / 30

Anguilla ski apartment to rent.

Sandy Hill Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $207 / night

$1,449 / week

1 / 30

Vacation villa in The Valley

The Valley villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $6,110 / night

$42,770 / week

1 / 30

Vacation villa in The Valley

The Valley villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,563 / night

$10,941 / week

1 / 30

Anguilla Vacation villa rental

Island Harbour villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $766 / night

$5,362 / week

1 / 30

Vacation villa in Anguilla

Blowing Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,897 / night

$13,279 / week

1 / 30

Sandy Hill Bay Vacation home rental

Sandy Hill Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $467 / night

$3,269 / week

1 / 17

Vacation condo in Shoal Bay Village

Shoal Bay Village condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $841 / night

$5,887 / week

1 / 13

The Valley Vacation home rental

The Valley house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $208 / night

$1,456 / week

1 / 12

Vacation villa in Blowing Point

Blowing Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from $1,349 / night

$9,443 / week

1 / 30

Vacation villa rental

Sandy Ground villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $950 / night

$6,650 / week

1 / 30

Vacation villa in Anguilla

South Hill villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $749 / night

$5,243 / week

1 / 24

Vacation villa in Shoal Bay Village

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $4,596 / night

$32,172 / week

1 / 30

Anguilla Vacation villa rental

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,379 / night

$9,653 / week

1 / 30

Blowing Point Vacation villa rental

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $3,481 / night

$24,367 / week

1 / 30

Vacation villa in Anguilla

Little Harbour villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $300 / night

$2,100 / week

1 / 22

Vacation villa in Little Harbour

Little Harbour villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $932 / night

$6,524 / week

1 / 30

Vacation villa in The Valley

The Valley villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $738 / night

$5,166 / week

1 / 30

Vacation villa in Anguilla

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $2,706 / night

$18,942 / week

1 / 30

Vacation villa rental

The Valley villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $1,381 / night

$9,667 / week

1 / 30

Villa accommodation in Anguilla

Sandy Hill Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $734 / night

$5,138 / week

1 / 30

Vacation villa in Sandy Hill Bay

Sandy Hill Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from $2,254 / night

$15,778 / week

1 / 30

Villa rental in Anguilla

Rendezvous Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $1,079 / night

$7,553 / week

1 / 21

Ski apartment to rent in Anguilla

West End Village apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $281 / night

$1,967 / week

1 / 21

Ski villa to rent in Anguilla

Island Harbour villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $668 / night

$4,676 / week

1 / 24

Ski villa to rent in Little Harbour

Little Harbour villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $3,813 / night

$26,691 / week

1 / 30

Villa rental in Blowing Point

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $2,980 / night

$20,860 / week

1 / 30

Anguilla Vacation apartment rental

The Valley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $124 / night

$868 / week

1 / 9

Apartment rental in Anguilla

Shoal Bay Village apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $273 / night

$1,911 / week

1 / 30

Vacation villa in Anguilla

Sandy Hill Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $553 / night

$3,871 / week

1 / 18

Long Bay Village Vacation villa rental

Long Bay Village villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from $1,019 / night

$7,133 / week

1 / 23

Blowing Point Vacation home rental

Blowing Point house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $296 / night

$2,072 / week

1 / 30

Vacation home in Anguilla

Sandy Ground house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $215 / night

$1,505 / week

1 / 22

Anguilla Vacation villa rental

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,460 / night

$17,220 / week

1 / 30

Anguilla Vacation home accommodation

The Valley house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $2,038 / night

$14,266 / week

1 / 27

Vacation home in Blowing Point

Blowing Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $302 / night

$2,114 / week

1 / 27

Vacation apartment in Anguilla

The Valley apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $138 / night

$966 / week

1 / 7

Vacation villa in Island Harbour

Island Harbour villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,835 / night

$12,845 / week

1 / 26

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