50 Best Anguilla Villas on Holiday Lettings - Vacation rentals

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West End Village
20 properties
Island Harbour
18 properties
Sandy Hill Bay
14 properties
Blowing Point
13 properties
Long Bay Village
12 properties
Little Harbour
11 properties
Rendezvous Bay
5 properties

Anguilla

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323 Vacation rentals

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(5) Very Good 

15

Anguilla Vacation 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 mi
  • Child friendly
The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences desig  …see more

from $150 / night

$995 / week

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from $150 / night

26

Anguilla / West End Village

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $97 / night

$679 / week

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from $97 / night

(2) Excellent 

20

Vacation 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
Golden sun, aquamarine sea, azure sky, soft white sand, beautiful unspoilt and uncrowded beach at Rendezvous Bay Beach, Bow Green Villa with swimming pool , fantastic haute cuisine of Anguilla near by,and indulgent luxury Spa near by are waiting for you.Bow Gre  …see more

from $804 / night

$5625 / week

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from $804 / night

66

Shoal Bay Village Vacation villa rental

Anguilla / Shoal Bay Village

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.25 mi
  • Child friendly
“Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean  …see more

from $825 / night

$5775 / week

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from $825 / night

40

Anguilla / West End Village

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from $162 / night

$863 / week

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from $162 / night

(2) Excellent 

31

Anguilla / Island Harbour

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $2500 / night

$17500 / week

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from $2500 / night

(4) Excellent 

18

Anguilla

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $6400 / night

$44800 / week

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from $6400 / night

20

Anguilla / Blowing Point

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $900 / night

$6300 - $21000 / week

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from $900 / night

(2) Very Good 

17

Anguilla / Blowing Point

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $2000 / night

$14000 / week

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from $2000 / night

18

Anguilla

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $700 / night

$4900 / week

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from $700 / night

(10) Very Good 

24

Anguilla / Island Harbour

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly

 …see more

from $110 / night

$750 / week

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from $110 / night

(3) Excellent 

14

Anguilla

Studio 16 Min stay varies

  • Studio
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $3571 / night

$24997 / week

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from $3571 / night

10

Anguilla / Long Bay Village

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $9000 / night

$63000 / week

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from $9000 / night

(2) Very Good 

15

Anguilla

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1400 / night

$9800 / week

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from $1400 / night

18

Anguilla / The Valley

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $5100 / night

$35700 / week

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from $5100 / night

16

Anguilla / Sandy Hill Bay

Studio 12 Min stay varies

  • Studio
  • Sleeps 12
  • Min stay varies
  • Child friendly

 …see more

from $1050 / night

$7350 - $21000 / week

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from $1050 / night

18

Anguilla

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $589 / night

$4123 / week

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from $589 / night

(12) Excellent 

29

Anguilla

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $450 / night

$3150 / week

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from $450 / night

(6) Very Good 

18

Anguilla

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $781 / night

$5467 / week

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from $781 / night

24

Anguilla / Little Harbour

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $600 / night

$4200 / week

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from $600 / night

37

Anguilla / Long Bay Village

Studio 16 Min stay varies

  • Studio
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $7590 / night

$53130 / week

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from $7590 / night

(6) Excellent 

22

Anguilla / The Valley

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $150 / night

$1050 - $1330 / week

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from $150 / night

20

Anguilla / Blowing Point

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Child friendly

 …see more

from $500 / night

$3500 - $14000 / week

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from $500 / night

26

Anguilla

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $900 / night

$6300 / week

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from $900 / night

30

Anguilla / The Valley

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $300 / night

$1198 / week

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from $300 / night

21

Anguilla / Sandy Hill Bay

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children

 …see more

from $660 / night

$4620 / week

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from $660 / night

31

Anguilla / West End Village

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children

 …see more

from $5200 / night

$36400 / week

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from $5200 / night

(2) Very Good 

11

Anguilla / Little Harbour

Studio 8 Min stay varies

  • Studio
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1755 / night

$12285 / week

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from $1755 / night

(2) Excellent 

20

Anguilla / West End Village

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $719 / night

$5032 / week

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from $719 / night

(1) Excellent 

29

Anguilla

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $2750 / night

$19250 - $25200 / week

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from $2750 / night

35

Anguilla

Studio 16 Min stay varies

  • Studio
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $8150 / night

$57050 / week

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from $8150 / night

20

Anguilla

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $650 / night

$4550 - $7000 / week

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from $650 / night

(1) Very Good 

24

Anguilla

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $3357 / night

$23499 / week

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from $3357 / night

44

Anguilla

Studio 14 Min stay varies

  • Studio
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $7225 / night

$50575 / week

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from $7225 / night

41

Anguilla

Studio 10 5 nights min

  • Studio
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $1774 / night

$12416 / week

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from $1774 / night

(2) Very Good 

28

Anguilla / Island Harbour

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 3 mi
  • Air conditioning
  • Private garden

 …see more

from $98 / night

$686 / week

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from $98 / night

(6) Excellent 

22

Anguilla

Studio 6 Min stay varies

  • Studio
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets

 …see more

from $1350 / night

$9450 / week

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from $1350 / night

18

Anguilla

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $1250 / night

$8750 - $12250 / week

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from $1250 / night

34

Anguilla

Studio 10 Min stay varies

  • Studio
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning

 …see more

from $1500 / night

$10500 / week

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from $1500 / night

31

Anguilla / Long Bay Village

7 14 14 nights min

  • 7 bedrooms
  • Sleeps 14
  • 14 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

 …see more

from $9286 / night

$65002 - $125000 / week

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from $9286 / night

1