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 in Island Harbour, Anguilla

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
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 21 Rentals in the Island Harbour Area
loading...
From
€77
Per Night
Island Harbour
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
15 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 23 February 2014
The place was clean, big, comfortable . The host were really nice and helpfull. Great location : there is a supermarket and the little Barbour close and the most beautiful beach...
See all reviews
From
€889
Per Night
Island Harbour
4 Bedrooms, 6 Bathrooms, Sleeps 8
24 photos Details
Make Enquiry
From
€1,469
Per Night
Island Harbour
6 Bedrooms, 7 Bathrooms, Sleeps 12
7 photos Details
Make Enquiry
From
€104
Per Night
Island Harbour
2 Bedrooms, 3 Bathrooms, Sleeps 4
Bookings
12 photos Details
Make Enquiry
From
€1,624
Per Night
Island Harbour
5 Bedrooms, 7 Bathrooms, Sleeps 10
32 photos Details
Reviews (1) Make Enquiry
From
€328
Per Night
Island Harbour
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 31 January 2014
I recently enjoyed a week's stay at Wesley House, January, 2014, and it was an outstanding experience. When I am searching for my perfect vacation rental home I focus on 4...
See all reviews
From
€328
Per Night
Island Harbour
3 Bedrooms, 3 Bathrooms, Sleeps 6
17 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 26 March 2013
Our family had one of the most relaxing and fun vacations we've had in a long time. We traveled as a couple with 3 children (ages 8-4) and Wesley House was the perfect decision...
5 of 5 stars Reviewed 7 April 2012
What a magical place to spend a vacation. Wesley House is the perfect example of colonial british architecture in Anguilla with every modern amenity! The open floorplan and the...
See all reviews
From
€1,315
Per Night
Island Harbour
4 Bedrooms, 4 Bathrooms, Sleeps 8
19 photos Details
Make Enquiry
From
€1,624
Per Night
Island Harbour
5 Bedrooms, 7 Bathrooms, Sleeps 10
29 photos Details
Make Enquiry
From
€1,856
Per Night
Island Harbour
8 Bedrooms, 8 Bathrooms, Sleeps 16
34 photos Details
Make Enquiry
Get the List

The following rentals are within 10 kilometers of Island Harbour, Anguilla.

From
€151
Per Night
The Valley
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
20 photos Details
Reviews (3) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 10 August 2014
The name says it all. !00% Local is the real deal-- in a good, very good way. The hosts, Ambrose and Susan are in a unique position to offer their guests an authentic and...
5 of 5 stars Reviewed 23 January 2014
My wife, son, daughter and I, stayed for 3 nights at 100% local, sharing long conversations with Ambrose and Susan. Let start with the house, We had a great surprise, as it is...
See all reviews
From
€1,005
Per Night
The Valley
4 Bedrooms, 4 Bathrooms, Sleeps 8
47 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 2 August 2012
zoe is property manager, genius chef, leader of the most amazing staff...how could one of the most beautiful places on earth also be graced by such wonderful people. Magnificent...
See all reviews
From
€3,867
Per Night
The Valley
4 Bedrooms, 5 Bathrooms, Sleeps 8
1 photo Details
Reviews (2) Make Enquiry
From
€397
Per Night
The Valley
11 Bedrooms, 10 Bathrooms, Sleeps 22
6 photos Details
Reviews (2) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 26 January 2013
I am writing this review because we were very pleased with our stay. We were a group of 11 people and had rented the top and middle floors of the villa. There was plenty of room...
See all reviews
From
€155
Per Night
The Valley
1 Bedroom, 1 Bathroom, Sleeps 2
21 photos Details
Reviews (7) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 29 September 2013
This is the place to stay. Great for couples or traveling solo (as I did). Good location in ( middle of island). less then 15 min. drive from Meads Bay. And 20 min drive to Shoal...
5 of 5 stars Reviewed 14 March 2013
My husband and I just got back from 2 weeks at Little Butterfly. Wow! Loved it!!!! The Villa is gorgeous and spacious and luxurious! My husband is a chef and loved the...
See all reviews
From
€135
Per Night
The Valley
1 Bedroom, 1 Bathroom, Sleeps 2
4 photos Details
Reviews (16) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 25 February 2014
Carl has done a great job with his condos! They are very modern and clean. Very spacious, much larger than my condo! You will need a car in Anguilla but Carl can make the...
5 of 5 stars Reviewed 30 January 2014
Reasonably priced, clean, new and modern, excellent staff. Good location on westerly end of island about a 2 min. drive to pretty and virtually deserted Shoal Bay West beach and...
See all reviews
From
€4,861
Per Night
The Valley
6 Bedrooms, 7 Bathrooms, Sleeps 12
25 photos Details
Reviews (2) Make Enquiry
From
€228
Per Night
The Valley
3 Bedrooms, 3 Bathrooms, Sleeps 8
12 photos Details
Reviews (5) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 5 March 2013
We spent a wonderful time in Anguilla, the island is amazing and the sea is the best we have never seen. We had a beautiful holidays and it was excatly what we were looking for...
5 of 5 stars Reviewed 19 December 2011
we stayed in Bayberry and loved it. Lyn the housekeeper was very well informed and great. The frogs singing at night (apperently an invasive species brought to Anguilla during a...
See all reviews
From
€6,628
Per Night
The Valley
10 Bedrooms, 14 Bathrooms, Sleeps 20
21 photos Details
Reviews (9) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 15 June 2014
The location of Ani Villas is magnificent. You have a constant view of picturesque Little Bay and can freely watch turtles, sting rays, pelicans, and boats coming in and out of...
5 of 5 stars Reviewed 3 June 2013
I both stayed and got married at Ani last month and everything about the experience was beyond top notch. We rented both the North and South Villa and worked with Blue Sea...
See all reviews
From
€325
Per Night
The Valley
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
89 photos Details
Reviews (11) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 31 May 2014
Perfection is the word that sums it up. This was the nicest villa that we've ever rented, anywhere. The location was perfect, quiet with stunning views. The villa was high end...
5 of 5 stars Reviewed 13 December 2012
From the minute you walk in the front door your eye is drawn to the beautiful view outside! The water is so blue and amazing! The home is wonderful, the furnishings are so well...
See all reviews
Enquire for rates
Island Harbour
4 Bedrooms, 4 Bathrooms, Sleeps 8
18 photos Details
Make Enquiry
Go to map view
Book Online(7)
Use filters to find the best results!

Suitability

  • Wheelchair access (3)
  • Elder access (7)
  • Suitable for children (10)
  • Pet friendly (5)
  • Smoking allowed (2)

Amenities

  • Internet (18)
  • Grill (17)
  • Air Conditioning (16)
  • Other outdoor space (14)
  • Washer/Dryer (12)
  • 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
Nearby cities