Island Harbour Holiday Rentals

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Holiday Rentals in Island Harbour

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Island Harbour
10.0 out of 10, Exceptional, (5)
"The property has gorgeous views and great snorkeling. Plenty of room for our party of 12. We had a wonderful time here!"
United States
alissa k.
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Island Harbour
10.0 out of 10, Exceptional, (29)
"Gorgeous, clean with beautiful views. Amazing staff. We had the best time!"
United States
Anonymous traveller
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families

Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Island Harbour
9.8 out of 10, Exceptional, (39)
"Greenelle met us when we arrived and walked us through. Great location & View. The villa is well kept and stocked with soft towels and lots of kitchenware. Area is quiet and close to walk able distance restaurants. A/C is crisp for hot days. Lots of windows for the ocean breeze days. We felt perfectly safe the entire time. We would stay again!"
United States
Aimee H.
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!

Lovely 6-bedroom Villa with Pool

Island Harbour
The price is NZ$7,036
includes taxes & fees
29 Nov - 30 Nov
Lovely 6-bedroom Villa with Pool

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

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

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

Shoal Bay
9.0 out of 10, Wonderful, (2)
"A lovely villa, that was clean and spacious. Perfect for two couples, with parking behind the home. Stocked with lots of linen, and a good selection of pots and frying pans. We did have a bit of a problem finding the location of the villa. So a map with directions and communication would be helpful a few days before arrival. The host dropped by the morning after arrival and was very nice and friendly and helpful."
Canada
Linda M.
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!

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

Canifest
9.6 out of 10, Exceptional, (10)
"Andy greeted us at the airport, assisted in getting our car from Andy’s Rentals, then led me to the property. Andy have a quick tour of the place then led me to the best grocery store in the immediate area. The only draw back was the barking dogs across the street. Every night! Andy did show us another property he has been working on. Looks beautiful. Thanks for the great service Andy. Hope everything works out with the family."
United States
Roger F.
Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla

One Bedroom Economy Car Rental included rentals 7 days or more April-October

Anguilla
10.0 out of 10, Exceptional, (4)
"Hosts were very friendly. Home was beautiful!"
United States
Jennifer B.
One Bedroom Economy Car Rental included rentals 7 days or more April-October

Patricks Bay Villa

3.0 star property
Sea Rocks
Patricks Bay Villa

Turtles Nest Beach Resort 

3.0 star property
West End Village
9.4 out of 10, Exceptional, (163)
"Great place, one if the few mid priced places in the area"
United States
Cyndi
The price is NZ$613
includes taxes & fees
16 Nov - 17 Nov
Turtles Nest Beach Resort 

Royal Palms Hotel

3.5 star property
South Hill
9.0 out of 10, Wonderful, (64)
"Place was clean and people were very gentle and kind with our needs. You have to rent a car to get there though, or keep using taxis. "
United States
Roberto
The price is NZ$400
includes taxes & fees
16 Nov - 17 Nov
Royal Palms Hotel

Fountain Anguilla

3.5 star property
Shoal Bay
8.8 out of 10, Excellent, (61)
"The staff was very kind and accommodating. Beautiful location and access to the beach."
United States
Chadrick
Fountain Anguilla

Coralito Bay Suites & Villas

3.5 star property
The Valley
10.0 out of 10, Exceptional, (11)
"Beautiful views, quiet and serene well keep. I highly recommend this property."
United States
Pasker Lee
Coralito Bay Suites & Villas

Tranquility Beach Anguilla

4.0 star property
West End Village
10.0 out of 10, Exceptional, (44)
"This was by far the best treatment we have ever had during a vacation stay anywhere! The staff is A+++++. And great, quiet beach. "
United States
Steven
Tranquility Beach Anguilla

Sheriva Luxury Villas and Suites

4.0 star property
West End Village
Sheriva Luxury Villas and Suites

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

Sandy Hill Bay
9.2 out of 10, Wonderful, (37)
"This condo was perfect for my family. It was spacious yet cozy for our family of five. Complete with all the necessary amenities, including beach towels. Perfect location, easy access to everything. This was our first trip to Anguilla, we will be back."
United States
birse t.
Seaside Splendor: 2-3 BR w/ Expansive Deck, Panoramic Views, AC, Wifi, & Pool

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

Sandy Hill Bay
9.6 out of 10, Exceptional, (61)
"Nice clean 2bd condo, plenty of space to spread out, beautiful views of the ocean. Convenient to all East End beaches."
United States
Glen B.
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING

Stylish Private Guest Suite – Comfort & Convenience await.

The Valley
9.6 out of 10, Exceptional, (5)
"I am so happy I stayed here! The host is lovely! Very quiet neighborhood without cars coming in and out. Close to markets, beaches, gas station, airport, bank, restaurants and main carnival events. Perfect for solo travelers. Lots of items to make you feel at home such as first aid kit, iron, beach towels, tupperware, etc. I was very comfortable as I'm a simple traveler and would highly recommend this place"
Canada
Ashleigh
Stylish Private Guest Suite – Comfort & Convenience await.

Villa Blue in Sandy Hill Bay

Sandy Hill
9.8 out of 10, Exceptional, (42)
"Nice, clean, private and quiet area."
United States
Rolando
Villa Blue in Sandy Hill Bay

Book your Thanksgiving in Anguilla at the Ultimate Luxury Villa B on the Sea!

Seafeathers
10.0 out of 10, Exceptional, (13)
"The “B by the Sea” Villa was amazing and perfect for our trip to Anguilla for a family wedding at the Aroura. There were 12 people staying at the house and we had plenty of room and never felt crowded. David and Flo were very responsive to inquiries and the pastries and croissants that Flo brought each morning were such a wonderful treat. Our stay was during Mother’s Day weekend and Flo was very helpful in the planning of a chef prepared breakfast, Swedish messages and flower deliveries. We...
United States
Denise S.
Book your Thanksgiving in Anguilla at the Ultimate Luxury Villa B on the Sea!
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.
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Top Island Harbour Hotel Reviews

Find out more about Island Harbour

Everything you need to know about Island Harbour holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Island Harbour holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Island Harbour holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Island Harbour holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Island Harbour. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Island Harbour holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Island Harbour holiday rentals we have selected for you start as low as NZ$400 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Island Harbour rentals

At Expedia, we put the best Island Harbour holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Island Harbour rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Island Harbour holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Island Harbour. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Patricks Bay Villa: This highly rated holiday home rental in Island Harbour is located near the beach, and has a terrace, a private garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Some other homes for rent in Island Harbour include Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach! and Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!.

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. Captain's Bay Beach and Orient Bay Beach are a couple of places you'll find in the wider area.

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.