Island Harbour Holiday Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Holiday Rentals in Island Harbour

Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

9.6 out of 10, Exceptional, (10)
"Our Hosts were lovely and very helpful recommending beaches to go to and restaurants to dine at. The Penthouse has an easy layout, comfy beds and seating areas for easy conversations."
Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

10.0 out of 10, Exceptional, (4)
"I’ve lived in Anguilla and my friends would come visit staying in different areas they always had a great time enjoyed the houses they stayed in but rhapsody villa was definitely a couple classes above the hosts were great and the villa was stunning. We are looking forward to our next vacation there. The one thing I heard from everyone was best vacation ever thank you see you soon"
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

9.0 out of 10, Wonderful, (2)
"Zen house is in a good location. beautiful beach 2 minute drive. Everything good!"
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

Lovely 6-bedroom Villa with Pool

The price is NZ$6,634
includes taxes & fees
30 June - 1 July
Lovely 6-bedroom Villa with Pool

Upstairs 2 bedroom apartment- 5 mins from the beach

10.0 out of 10, Exceptional, (8)
"The hosts were very welcoming, friendly and helpful. Great place to stay on a budget."
Upstairs 2 bedroom apartment- 5 mins from the beach

Cozy one bedroom studio

9.8 out of 10, Exceptional, (6)
"Hostess and host with the most! Amazing property, Indira and George couldn’t have been more accommodating! "
The price is NZ$314
includes taxes & fees
30 June - 1 July
Cozy one bedroom studio

Turtles Nest Beach Resort 

3.0 star property
9.4 out of 10, Exceptional, (149)
"What a fabulous hostel on a fabulous beach. So peaceful, quiet and conveniently located near several good restaurants. Would go back in a heartbeat!"
Turtles Nest Beach Resort 

Coralito Bay Suites & Villas

3.5 star property
9.8 out of 10, Exceptional, (8)
"We love this staying here. It was quiet."
Coralito Bay Suites & Villas

Tranquility Beach Anguilla

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great friendly staff!!!"
Tranquility Beach Anguilla

Royal Palms Hotel

3.5 star property
9.0 out of 10, Wonderful, (63)
"We really enjoyed our stay at Royal Palms! Rooms were incredibly clean and spacious for our family of four and you cannot beat the location!"
The price is NZ$376
includes taxes & fees
30 June - 1 July
Royal Palms Hotel

Private; one of the best views on Anguilla; heated pool.

10.0 out of 10, Exceptional, (63)
"Oceana was beautiful. We could not have designed a more perfect vacation home. Michelle was so nice and answered all our questions and Shiela our house keeper was amazing. We had no trouble getting around. This island is special. The people are so friendly. "
Private; one of the best views on Anguilla; heated pool.

Sheriva Luxury Villas and Suites

4.0 star property
Sheriva Luxury Villas and Suites

White Sands Anguilla

3.5 star property
10.0 out of 10, Exceptional, (3)
"Much larger and nicer than the pics show. Perfect for families. Great location near the ferry and Rendezvous Bay. "
White Sands Anguilla

Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

9.2 out of 10, Wonderful, (36)
"Very pleasant property with a beautiful view. Very nice pool. Joyce who takes care of the property is wonderful. Perfect for our needs."
Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

Paradise in Anguilla

9.4 out of 10, Exceptional, (3)
"Homer was an excellent host. Very friendly and funny. My friends and I had an amazing time staying there. I would definitely stay there again if I visit with friends again. Homer we want to thank you for taking the time out to make us dinner and making us feel at home away from home. Much appreciated. "
Paradise in Anguilla

Genesis Residences Meads Bay 1 - Downstairs Unit

10.0 out of 10, Exceptional, (1)
"I love the location it was very private and close to the Four Seasons "
Genesis Residences Meads Bay 1 - Downstairs Unit

Villa Blue in Sandy Hill Bay

9.8 out of 10, Exceptional, (40)
"Nice, clean, private and quiet area."
Villa Blue in Sandy Hill Bay

PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

9.6 out of 10, Exceptional, (60)
"This was our fifth trip to Anguilla and the third place we’ve rented. It was well suited to our purposes and we will plan to stay here again. Good location and easy to get to anyplace on the island, though it’s closer to the more authentic east end that we prefer. "
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

The price is NZ$431
includes taxes & fees
30 June - 1 July
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach

Caribbean Beach Front Villa With Swimming Pool

10.0 out of 10, Exceptional, (1)
"We had a great time visiting Anguilla from this spacious villa. Lots of places to relax and enjoy the view of Saint Martin across the water. "
Caribbean Beach Front Villa With Swimming Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Can I find holiday rentals in Island Harbour?

Yes, there are holiday rentals close to the most popular sights in Island Harbour, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Island Harbour. Make sure you have time to check out the parks and waterfront during your trip.

What are some of the best holiday rentals that Island Harbour has to offer?

White Sands Anguilla: This holiday home rental outside Island Harbour is located near the beach, and has a terrace, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games. Some other homes for rent in Island Harbour include Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach! and Cozy one bedroom studio.

How many holiday rentals will I find in Island Harbour?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Island Harbour stay.

What can I see and do in Island Harbour?

Island Harbor Beach and Scilly Cay are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Orient Bay Beach and Maho Beach.

What are holiday rentals like in Island Harbour?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Island Harbour. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.