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Vacation rentals in Anguilla, Caribbean

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 358 Rentals in Anguilla
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From
$9,336
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
10 photos Details
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From
$1,174
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
15 photos Details
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From
$1,344
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 12
23 photos Details
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Also consider
7 Palms Villa  - Anguilla - Caribbean
4 Bedrooms, sleeps 8
$373 - $480 / night
2014 Certificate of Excellence! Award-Best Sunsets
4 Bedrooms, sleeps 10
$853 - $1,279 / night
Anguilla SANDCASTLE
4 Bedrooms, sleeps 8
$1,494 - $3,521 / night
The Retreat - 2 Bed Luxury In Tranquil East End
2 Bedrooms, sleeps 6
$848 - $987 / night
From
$10,457
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
8 photos Details
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From
$800
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
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From
$2,390
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
3 photos Details
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From
$2,346
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
23 photos Details
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From
$35,504
Per Week
5 Bedrooms, 7 Bathrooms, Sleeps 10
8 photos Details
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From
$1,814
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
$1,062
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
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From
$2,668
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
7 photos Details
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From
$1,793
Per Night
Little Harbour
4 Bedrooms, 4 Bathrooms, Sleeps 10
14 photos Details
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From
$26,888
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
8 photos Details
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From
$13,444
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details
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From
$18,673
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
10 photos Details
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From
$5,532
Per Night
8 Bedrooms, 9 Bathrooms, Sleeps 16
15 photos Details
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From
$14,191
Per Week
4 Bedrooms, 5 Bathrooms, Sleeps 8
19 photos Details
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From
$13,108
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
8 photos Details
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From
$13,444
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
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From
$4,481
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
18 photos Details
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From
$373
Per Night
Island Harbour
1 Bedroom, 1 Bathroom, Sleeps 3
31 photos Details
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From
$320
Per Night
Island Harbour
1 Bedroom, 1 Bathroom, Sleeps 3
34 photos Details
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From
$587
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
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From
$2,555
Per Night
West End Village
4 Bedrooms, 5 Bathrooms, Sleeps 8
12 photos Details
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From
$3,735
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
8 photos Details
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From
$3,094
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
26 photos Details
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From
$3,905
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
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From
$1,857
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
21 photos Details
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From
$662
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
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From
$3,201
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
14 photos Details
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From
$11,204
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
10 photos Details
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From
$46,948
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 12
10 photos Details
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From
$1,307
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 12
18 photos Details
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From
$3,094
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
25 photos Details
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From
$960
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
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From
$2,774
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details
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From
$3,398
Per Night
9 Bedrooms, 9 Bathrooms, Sleeps 20
15 photos Details
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From
$5,533
Per Night
8 Bedrooms, 9 Bathrooms, Sleeps 16
15 photos Details
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From
$3,094
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
4 photos Details
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From
$38,732
Per Week
8 Bedrooms, 9 Bathrooms, Sleeps 16
8 photos Details
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Book Online(39)
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Suitability

  • Wheelchair access (43)
  • Elder access (29)
  • Suitable for children (135)
  • Pet friendly (14)
  • Smoking allowed (18)

Amenities

  • Internet (302)
  • Grill (249)
  • Air Conditioning (204)
  • All pools (177)
  • Washer/Dryer (175)
  • View all amenities
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