We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Villas 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
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 325 Rentals in Anguilla
loading...
Sort by
From
$123
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Parking, Water Views & more
8 photos Details
Reviews (35) Make Enquiry
From
$314
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Other outdoor space, Water Views, Grill & more
12 photos Details
Reviews (5) Make Enquiry
From
$678
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Internet, Grill, Washer/Dryer & more
16 photos Details
Reviews (2) Make Enquiry
Also consider
Alegria Anguilla - 4+ bedrooms, Cul-de-Sac Villa
4 Bedrooms, sleeps 8
$1,465 - $4,155 / night
Ani Villas, Anguilla (North Villa)
4 Bedrooms, sleeps 8
$5,327 - $15,676 / night
Ani Villa South - Anguilla
6 Bedrooms, sleeps 12
$6,697 - $15,676 / night
West End Bay Holiday Apartments
1 Bedroom, sleeps 2
$186 / night
From
$197
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Grill, Suitable for children
7 photos Details
Reviews (1) Make Enquiry
From
$288
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Elder access, Parking, Suitable for children & more
24 photos Details
Reviews (2) Make Enquiry
From
$1,060
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 12
Air Conditioning, Public pool, Washer/Dryer & more
19 photos Details
Reviews (1) Make Enquiry
From
$1,007
Per Night
6 Bedrooms, 7 Bathrooms, Sleeps 12
Parking, Pool, Air Conditioning & more
15 photos Details
Reviews (2) Make Enquiry
From
$3,090
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
Public pool, Smoking allowed, Other outdoor space & more
8 photos Details
Reviews (2) Make Enquiry
Get the List
From
$469
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
Water Views, Housekeeping Optional, Washer/Dryer & more
29 photos Details
Reviews (6) Make Enquiry
From
$320
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 11
Air Conditioning, Other outdoor space, Grill & more
33 photos Details
Reviews (4) Make Enquiry
From
$533
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 11
Suitable for children, Water Views, Grill & more
27 photos Details
Reviews (9) Make Enquiry
From
$320
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Internet, Other outdoor space, Pool & more
10 photos Details
Reviews (8) Make Enquiry
From
$452
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Public pool, Washer/Dryer, Pool & more
17 photos Details
Reviews (3) Make Enquiry
From
$1,465
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Suitable for children, Internet, Garden & more
27 photos Details
Reviews (7) Make Enquiry
From
$1,065
Per Night
7 Bedrooms, 5 Bathrooms, Sleeps 12
Public pool, Fitness Room, Internet & more
16 photos Details
Reviews (2) Make Enquiry
From
$447
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Water Views, Private Outdoor Pool (Heated), Garden & more
89 photos Details
Reviews (11) Make Enquiry
From
$452
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Smoking allowed, Suitable for children, Hot Tub & more
29 photos Details
Reviews (2) Make Enquiry
From
$2,237
Per Night
5 Bedrooms, 7 Bathrooms, Sleeps 10
Internet, Air Conditioning, Hot Tub & more
29 photos Details
Reviews (1) Make Enquiry
From
$133
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Parking, Air Conditioning, Internet & more
15 photos Details
Reviews (21) Make Enquiry
From
$1,918
Per Night
6 Bedrooms, 6 Bathrooms, Sleeps 12
Washer/Dryer, Parking, Air Conditioning & more
13 photos Details
Reviews (3) Make Enquiry
From
$495
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Wheelchair access, Parking, Suitable for children & more
7 photos Details
Reviews (1) Make Enquiry
From
$2,130
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 10
Suitable for children, Private Outdoor Pool (Heated) & more
47 photos Details
Reviews (1) Make Enquiry
From
$1,278
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
Private pool, Suitable for children, Hot Tub & more
25 photos Details
Reviews (11) Make Enquiry
From
$831
Per Night
4 Bedrooms, 6 Bathrooms, Sleeps 8
Water Views, Housekeeping Optional, Grill & more
18 photos Details
Reviews (13) Make Enquiry
From
$1,065
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 14
Private pool, Waterfront, Other outdoor space & more
28 photos Details
Reviews (2) Make Enquiry
From
$410
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Air Conditioning, Internet & more
6 photos Details
Reviews (2) Make Enquiry
From
$3,542
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
Pool, Public pool, Internet & more
20 photos Details
Reviews (1) Make Enquiry
From
$7,998
Per Night
10 Bedrooms, 10 Bathrooms, Sleeps 20
Grill, Hot Tub, Fitness Room & more
42 photos Details
Reviews (2) Make Enquiry
From
$213
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
Hot Tub, Other outdoor space, Internet & more
21 photos Details
Reviews (7) Make Enquiry
From
$851
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
Garden, Other outdoor space, Water Views & more
101 photos Details
Reviews (57) Make Enquiry
From
$426
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
Washer/Dryer, Garden, Water Views & more
31 photos Details
Reviews (49) Make Enquiry
From
$105
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Mountain Views, Grill, Air Conditioning & more
31 photos Details
Reviews (21) Make Enquiry
From
$410
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Suitable for children, Elder access, Private pool & more
10 photos Details
Reviews (1) Make Enquiry
From
$1,012
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
Grill, Pet friendly, Private Outdoor Pool (Unheated) & more
49 photos Details
Reviews (5) Make Enquiry
From
$208
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
Suitable for children, Air Conditioning & more
20 photos Details
Reviews (2) Make Enquiry
From
$847
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 18
Private Outdoor Pool (Heated), Washer/Dryer, Hot Tub & more
29 photos Details
Reviews (39) Make Enquiry
From
$170
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
Internet, Water Views, Washer/Dryer & more
30 photos Details
Reviews (5) Make Enquiry
From
$641
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
Parking, Private Outdoor Pool (Unheated) & more
24 photos Details
Reviews (4) Make Enquiry
From
$170
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Washer/Dryer, Water Views, Housekeeping Optional & more
9 photos Details
Reviews (1) Make Enquiry
From
$9,132
Per Night
10 Bedrooms, 14 Bathrooms, Sleeps 20
Air Conditioning, Water Views, Hot Tub & more
21 photos Details
Reviews (9) Make Enquiry
Go to map view
Book Online(40)
Use filters to find the best results!

Suitability

  • Wheelchair access (43)
  • Elder access (29)
  • Suitable for children (136)
  • Pet friendly (15)
  • Smoking allowed (19)

Amenities

  • Internet (272)
  • Grill (250)
  • Air Conditioning (195)
  • Washer/Dryer (175)
  • All pools (154)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Popular cities in Anguilla