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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 322 Rentals in Anguilla
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From
$1,375
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
Reviews (2) Make Inquiry
From
$995
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 12
19 photos Details
Reviews (1) Make Inquiry
From
$1,800
Per Night
Little Harbour
6 Bedrooms, 6 Bathrooms, Sleeps 12
13 photos Details
Reviews (3) Make Inquiry
Also consider
Koala Cottage
19 Bedrooms, sleeps 16
$178 / night
Beach Escape Villa
5 Bedrooms, sleeps 10
$920 - $3,450 / night
ARUSHI VILLA
5 Bedrooms, sleeps 10
$3,497 - $11,130 / night
7 Palms Villa  - Anguilla - Caribbean
4 Bedrooms, sleeps 8
$350 - $450 / night
From
$1,000
Per Night
Blowing Point
7 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Reviews (2) Make Inquiry
From
$2,100
Per Night
Island Harbour
5 Bedrooms, 7 Bathrooms, Sleeps 10
29 photos Details
Reviews (1) Make Inquiry
From
$1,999
Per Night
The Valley
5 Bedrooms, 4 Bathrooms, Sleeps 10
47 photos Details
Reviews (1) Make Inquiry
From
$420
Per Night
The Valley
2 Bedrooms, 2 Bathrooms, Sleeps 5
89 photos Details
Reviews (11) Make Inquiry
From
$3,325
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (1) Make Inquiry
Get the List
From
$1,200
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
25 photos Details
Reviews (11) Make Inquiry
From
$1,375
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
27 photos Details
Reviews (7) Make Inquiry
From
$500
Per Night
Long Bay Village
5 Bedrooms, 6 Bathrooms, Sleeps 11
27 photos Details
Reviews (9) Make Inquiry
From
$195
Per Night
The Valley
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (2) Make Inquiry
From
$1,000
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 14
28 photos Details
Reviews (2) Make Inquiry
From
$465
Per Night
Long Bay Village
3 Bedrooms, 3 Bathrooms, Sleeps 6
7 photos Details
Reviews (1) Make Inquiry
From
$150
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details
Reviews (1) Make Inquiry
From
$440
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
29 photos Details
Reviews (6) Make Inquiry
From
$795
Per Night
Long Bay Village
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (3) Make Inquiry
From
$160
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
30 photos Details
Reviews (5) Make Inquiry
From
$125
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (21) Make Inquiry
From
$799
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
101 photos Details
Reviews (57) Make Inquiry
From
$2,790
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 14
13 photos Details
Reviews (1) Make Inquiry
From
$90
Per Night
Island Harbour
1 Bedroom, 1 Bathroom, Sleeps 2
15 photos Details
Reviews (2) Make Inquiry
From
$2,900
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
8 photos Details
Reviews (2) Make Inquiry
From
$1,250
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 10
44 photos Details
Reviews (1) Make Inquiry
From
$900
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
31 photos Details
Reviews (10) Make Inquiry
From
$5,000
Per Night
The Valley
4 Bedrooms, 5 Bathrooms, Sleeps 8
1 photo Details
Reviews (2) Make Inquiry
From
$99
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
31 photos Details
Reviews (21) Make Inquiry
From
$780
Per Night
4 Bedrooms, 6 Bathrooms, Sleeps 8
18 photos Details
Reviews (13) Make Inquiry
From
$160
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Reviews (1) Make Inquiry
From
$300
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Reviews (8) Make Inquiry
From
$385
Per Night
West End Village
3 Bedrooms, 3 Bathrooms, Sleeps 6
10 photos Details
Reviews (1) Make Inquiry
From
$385
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
6 photos Details
Reviews (2) Make Inquiry
From
$1,100
Per Night
West End Village
4 Bedrooms, 5 Bathrooms, Sleeps 10
16 photos Details
Reviews (5) Make Inquiry
From
$300
Per Night
Sandy Ground
6 Bedrooms, 5 Bathrooms, Sleeps 11
33 photos Details
Reviews (4) Make Inquiry
From
$1,375
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
21 photos Details
Reviews (3) Make Inquiry
From
$424
Per Night
Island Harbour
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (3) Make Inquiry
From
$514
Per Night
The Valley
11 Bedrooms, 10 Bathrooms, Sleeps 22
6 photos Details
Reviews (2) Make Inquiry
From
$295
Per Night
The Valley
3 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Inquiry
From
$602
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
24 photos Details
Reviews (4) Make Inquiry
From
$945
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 12
15 photos Details
Reviews (2) Make Inquiry
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Book Online(40)
Use filters to find the best results!

Suitability

  • Wheelchair access (43)
  • Elder access (29)
  • Suitable for children (137)
  • Pet friendly (15)
  • Smoking allowed (19)

Amenities

  • Internet (268)
  • Grill (248)
  • Air Conditioning (192)
  • Washer/Dryer (174)
  • All pools (153)
  • View all amenities
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Book Online(40)

Suitability

  • Wheelchair access (43)
  • Elder access (29)
  • Suitable for children (137)
  • Pet friendly (15)
  • Smoking allowed (19)

Amenities

  • Internet (268)
  • Grill (248)
  • Air Conditioning (192)
  • Washer/Dryer (174)
  • All pools (153)
  • View all amenities