Island Harbour Vacation Rentals

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Our top choices for Island Harbour vacation rentals

Vacation Home in Sea Rocks

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! "
United States
Tracy
$191 nightly
The price is $191
Jan 7 - Jan 8, 2026
Total with taxes and fees
Cozy one bedroom studio
$178 nightly
The price is $195
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.

Villa in Island Harbor

Lovely 6-bedroom Villa with Pool
$3,704 nightly
The price is $4,004
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lovely 6-bedroom Villa with Pool

Condo in Shoal Bay

Fountain Anguilla
3.5 star property
9.0 out of 10, Wonderful, (62)
"It was very nice property to stay it "
United States
Felicia
$356 nightly
The price is $382
Jan 6 - Jan 7, 2026
Total with taxes and fees
Fountain Anguilla

Condo in West End Village

Turtles Nest Beach Resort 
3.0 star property
9.4 out of 10, Exceptional, (167)
"Great place on one of the best beaches in Anguilla."
Canada
John
$431 nightly
The price is $484
Jan 2 - Jan 3, 2026
Total with taxes and fees
Turtles Nest Beach Resort 
9.6 out of 10, Exceptional, (4)
"Quiet place. Great host. Highly recommend. "
United States
Daniel M.
AIR Residence relax in your home away from home centrally located on Anguilla
10.0 out of 10, Exceptional, (1)
"The apartment was very modern and well kept. Home away from home. Very comfortable. TV in the bedroom and livingroom. AC in the bedroom and livingroom area to keep cool. The staff were extremely hospitable."
United States
bianca
$217 nightly
The price is $217
Jan 9 - Jan 10, 2026
Total with taxes and fees
Fortune Estate East (Rental Car Available)
9.8 out of 10, Exceptional, (7)
"Perfect and comfy get away spot! "
United States
iesha
$149 nightly
The price is $149
Jan 29 - Jan 30, 2026
Total with taxes and fees
Modern Smart Suite w/ free fast WIFI & 5 min beach access
10.0 out of 10, Exceptional, (1)
"Second stay in this location. Love it!"
United States
Vicki
$263 nightly
The price is $263
Jan 12 - Jan 13, 2026
Total with taxes and fees
Stunning Seaside Beach, Breeze, Cozy, Studio Condo on Sandy Hill Beach
8.0 out of 10, Very Good, (1)
$172 nightly
The price is $172
Jan 9 - Jan 10, 2026
Total with taxes and fees
Charming 1-bedroom apartment with AC, WiFi in wonderful Tackling
9.0 out of 10, Wonderful, (2)
"Every think was good. Suggest better indication for arriving at house. There isn't the civic number, so it's quite difficult guess the right house"
Italy
YLENIA
$195 nightly
The price is $195
Jan 19 - Jan 20, 2026
Total with taxes and fees
Clean & comfy spacious-1 Bdrm condo w/free fast WIFI & 5 mins to beach
9.4 out of 10, Exceptional, (21)
"The owner went above and beyond to ensure anything that we needed was supplied. Internet was a little slow but I felt that was typical of the area. I hope to go back and visit again in the future. Easy to get around from the property. Everything was great! I even saw the neighbours parrot on the roof one afternoon...how cool is that! I felt well looked after."
United States
Teresa C.
$236 nightly
The price is $252
Jan 5 - Jan 6, 2026
Total with taxes and fees
Anguilla Vacation Rental Short Term / Long Term
9.8 out of 10, Exceptional, (6)
"Anguilla is an island of beautiful beaches and people. You need a car to visit the beaches and great restaurants so James Place Apartments is a comfortable, quiet base from which to explore. Its spacious accommodations include a fully equipped kitchen so you don’t have to eat all your meals out. Everything is fresh and clean. The bed is comfortable and the bedroom has AC. We loved our stay!"
United States
Kathy H.
$236 nightly
The price is $247
Jan 5 - Jan 6, 2026
Total with taxes and fees
Anguilla -James Place Apartments Short Term/ Long Term Lease

Apartment in The Valley

Deany's UpTop Luxury Suite
Deany's UpTop Luxury Suite
8.6 out of 10, Excellent, (4)
"The property is great for a quiet getaway, as the area is very secluded and safe . All essentials were in the room ."
United States
Sheena C.
$140 nightly
The price is $140
Jan 4 - Jan 5, 2026
Total with taxes and fees
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED

Vacation Home in RendezVous Bay

Dream Weaver Villa in RendezVous Bay
10.0 out of 10, Exceptional, (1)
"It’s a beautiful house with large rooms. The host and his daughter are so helpful. Whatever you need they will accomadate. We arrived late and they arranged to have food for us at the house. Just a beautiful house with comfortable beds. We were very happy and would go back anytime."
United States
Bert V.
$1,081 nightly
The price is $1,081
Jan 2 - Jan 3, 2026
Total with taxes and fees
Dream Weaver Villa in RendezVous Bay
$179 nightly
The price is $179
Jan 1 - Jan 2, 2026
Total with taxes and fees
Lovely studio apartment Beachfront/swimming pool

Villa in West End Village

Sheriva Luxury Villas and Suites
4.0 star property
$6,683 nightly
The price is $7,472
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sheriva Luxury Villas and Suites

Apartment in Anguilla

Home away from home in paradise
2.0 out of 10, (1)
"leaves much to be desired in both offering and services"
United States
Marlyn L.
$183 nightly
The price is $183
Jan 1 - Jan 2, 2026
Total with taxes and fees
Home away from home in paradise
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Island Harbour vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Island Harbour vacation 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 low season months. For more hustle and bustle, you may prefer to visit Island Harbour in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $191 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Island Harbour rentals

At Expedia, we put the best Island Harbour vacation 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 vacation.

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 vacation rentals in Island Harbour?

Yes, there are vacation rentals near well known sights in Island Harbour, or you can go with a more secluded option if you want a relaxing place to 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's the top vacation rental that Island Harbour has to offer?

Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!: This Island Harbour vacation home rental offers a balcony, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Some other homes for rent in Island Harbour include Cozy one bedroom studio and 4-bedroom house in charming quiet Harbour Ridge with AC, WiFi. Relax and unwind.

How many vacation rentals will I find in Island Harbour?

With 6 Expedia vacation rentals, you're sure 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 Maho Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Island Harbour?

Vacation rentals are private properties you can stay in for a couple days or more in Island Harbour. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a small group gathering.