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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
$2,135
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
8 photos Details
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From
$1,469
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
14 photos Details
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From
$3,098
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 8
21 photos Details
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Also consider
TRAVIVE Anguilla - Grand Villas
10 Bedrooms, sleeps 20
$10,148 - $12,818 / night
Alegria Anguilla - 4+ bedrooms, Cul-de-Sac Villa
4 Bedrooms, sleeps 8
$1,469 - $4,166 / night
Moonraker- 1 To 7 Suites - Luxury And Seclusion
7 Bedrooms, sleeps 18
$849 - $4,059 / night
Three Dolphins  Lockrum Bay, Anguilla  BWI
5 Bedrooms, sleeps 10
$1,015 - $3,739 / night
From
$8,724
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
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From
$4,412
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
10 photos Details
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From
$4,736
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
7 photos Details
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From
$9,156
Per Night
10 Bedrooms, 10 Bathrooms, Sleeps 20
36 photos Details
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From
$10,789
Per Night
22 Bedrooms, 25 Bathrooms, Sleeps 50
20 photos Details
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From
$844
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 14
35 photos Details
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From
$961
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
15 photos Details
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From
$577
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
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From
$3,205
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details
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From
$3,205
Per Night
Long Bay Village
4 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details
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From
$3,098
Per Night
8 Bedrooms, 9 Bathrooms, Sleeps 18
25 photos Details
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From
$3,098
Per Night
8 Bedrooms, 9 Bathrooms, Sleeps 18
25 photos Details
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From
$1,554
Per Night
Little Harbour
4 Bedrooms, 4 Bathrooms, Sleeps 8
7 photos Details
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From
$262
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
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From
$1,795
Per Night
Little Harbour
4 Bedrooms, 4 Bathrooms, Sleeps 8
11 photos Details
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From
$8,225
Per Week
8 Bedrooms, 8 Bathrooms, Sleeps 16
10 photos Details
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From
$12,544
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
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From
$6,196
Per Night
Little Harbour
9 Bedrooms, 9 Bathrooms, Sleeps 17
32 photos Details
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From
$43,369
Per Week
Little Harbour
9 Bedrooms, 9 Bathrooms, Sleeps 18
31 photos Details
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From
$1,175
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
25 photos Details
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From
$2,136
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 14
20 photos Details
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From
$705
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
23 photos Details
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From
$769
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
18 photos Details
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From
$3,739
Per Night
Long Bay Village
5 Bedrooms, 5 Bathrooms, Sleeps 10
15 photos Details
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From
$1,554
Per Night
Little Harbour
4 Bedrooms, 5 Bathrooms, Sleeps 8
8 photos Details
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From
$578
Per Night
West End Village
5 Bedrooms, 5 Bathrooms, Sleeps 10
19 photos Details
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From
$579
Per Night
Long Bay Village
5 Bedrooms, 5 Bathrooms, Sleeps 10
20 photos Details
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From
$1,015
Per Night
West End Village
4 Bedrooms, 4 Bathrooms, Sleeps 8
20 photos Details
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From
$37,387
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 12
10 photos Details
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From
$1,875
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
18 photos Details
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From
$694
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
11 photos Details
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From
$4,540
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
38 photos Details
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From
$6,104
Per Night
5 Bedrooms, 12 Bathrooms, Sleeps 10
25 photos Details
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From
$35,705
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
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From
$13,459
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
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From
$588
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
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From
$588
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 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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