Island Harbour Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
In three months
Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Island Harbour

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

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

9.6 out of 10, Exceptional, (10)
"It was the relaxing stay on an island with beautiful beaches that we needed to get away, from the New York City Life style."
Beautiful 2000 sq. ft Sunrise & Sunset Penthouse near Shoal Bay Beach, Anguilla
Lovely 6-bedroom Villa with Pool
Beach

Lovely 6-bedroom Villa with Pool

$3,731 nightly
The price is $4,031
Oct 5 - Oct 6
Total with taxes and fees
Lovely 6-bedroom Villa with Pool
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
Outdoor dining

Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!

10.0 out of 10, Exceptional, (5)
"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!!
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Outdoor dining

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

10.0 out of 10, Exceptional, (29)
"Gorgeous, clean with beautiful views. Amazing staff. We had the best time!"
Clearview Villas (UPPER): Casual, Bright, Affordable, Perfect for Families
Harmony is perfect for family or groups! Lots of space with a breathtaking view!
Exterior

Harmony is perfect for family or groups! Lots of space with a breathtaking view!

Harmony is perfect for family or groups! Lots of space with a breathtaking view!
Cozy one bedroom studio
Property grounds

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! "
$190 nightly
The price is $190
Oct 6 - Oct 7
Total with taxes and fees
Cozy one bedroom studio
Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Fridge, microwave, oven, stovetop

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

Sienna is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.
Interior

Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.

$177 nightly
The price is $194
Oct 5 - Oct 6
Total with taxes and fees
Cozy 1-bedroom fully furnished apartment located in Island Harbour, Anguilla.
Spectacular Oceanview Luxury 5 Bdr Samaji Villa
Outdoor pool

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

10.0 out of 10, Exceptional, (4)
"Island Harbour is by far our favorite area in Anguilla, and this was our first time visiting . My fiancé and I did copious amounts of research, and all pointed to this place. None were wrong. From the food to the accommodations to the beach, it’s top notch. But it’s our customer experience , that made it above and beyond. We cannot recommend Kerry our coordinator higher, she made our booking experience seamless and worry free . Freddy made our experience personal, intimate and one to remember....
Spectacular Oceanview Luxury 5 Bdr Samaji Villa
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!
Terrace/patio

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

9.8 out of 10, Exceptional, (39)
"Great place. Very spacious and clean. Had everything we needed. Within walking distance of restaurant, as well. Loved our stay."
Clearview Villas (LOWER): Casual, Bright, Steps from Sea, Great for families!
Turtles Nest Beach Resort 
Outdoor pool, open 6:00 AM to 10:30 PM, sun loungers

Turtles Nest Beach Resort 

3.0 star property
9.4 out of 10, Exceptional, (160)
"It’s was very quiet and relaxing , not close to shops and stores but nice beach hotel ."
$310 nightly
The price is $348
Oct 15 - Oct 16
Total with taxes and fees
Turtles Nest Beach Resort 
Fountain Anguilla
View from room

Fountain Anguilla

3.5 star property
8.8 out of 10, Excellent, (59)
"The staff was very kind and accommodating. Beautiful location and access to the beach."
Fountain Anguilla
Coralito Bay Suites & Villas
Terrace/patio

Coralito Bay Suites & Villas

3.5 star property
10.0 out of 10, Exceptional, (11)
"We love this staying here. It was quiet."
Coralito Bay Suites & Villas
Tranquility Beach Anguilla
Luxury Condo, 1 Bedroom, Hot Tub, Beachfront | Terrace/patio

Tranquility Beach Anguilla

4.0 star property
10.0 out of 10, Exceptional, (43)
"Great place and people"
Tranquility Beach Anguilla
Royal Palms Hotel
Outdoor pool

Royal Palms Hotel

3.5 star property
9.0 out of 10, Wonderful, (64)
"We had an excellent stay. The accommodations were roomy, clean, and quite comfortable. Mary was lovely to deal with. It was close to everything including a gym, but you need a car to comfortably get around. We would definitely stay here again!"
$204 nightly
The price is $227
Oct 5 - Oct 6
Total with taxes and fees
Royal Palms Hotel
Sheriva Luxury Villas and Suites
Beach nearby, white sand, free beach shuttle, sun loungers

Sheriva Luxury Villas and Suites

4.0 star property
$5,346 nightly
The price is $5,978
Oct 5 - Oct 6
Total with taxes and fees
Sheriva Luxury Villas and Suites
Paradise in Anguilla
On the beach, sun loungers, beach towels

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
New Luxury Ocean View Property, Package Included & Pool
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Luxury Ocean View Property, Package Included & Pool

9.4 out of 10, Exceptional, (6)
"We arrived by taxi from Blowing Point ferry and were greeted by a family member who showed us the apartment and explained all the features. She had stocked the house with a couple of days worth of food and a nice French rose. It was so welcoming, given that we were required to quarantine for 24 hours while waiting for our Covid test results we received when we arrived at the ferry dock. The place is spacious, great AC, and an excellent terrace where you can watch the business and activities of...
New Luxury Ocean View Property, Package Included & Pool
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING
Pool

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

9.6 out of 10, Exceptional, (61)
"The view was fantastic"
PERFECT NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI PARKING
Villa Blue in Sandy Hill Bay
Outdoor pool

Villa Blue in Sandy Hill Bay

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

Aurora Anguilla Resort & Golf Club

Aurora Anguilla Resort & Golf Club

10/10 Excellent
"Awesome stay!!!"
Bibi Asheanna 2-night trip
Posted 4 days ago
Aurora Anguilla Resort & Golf Club

Find out more about Island Harbour

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 $190 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Patricks Bay Villa: Visitors like this Island Harbour vacation home rental. It is located near the beach and has a terrace, a private yard, and a barbecue grill 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 you can cook with friends or family. Some other homes for rent in Island Harbour include Cozy one bedroom studio and Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!.

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?

Scilly Cay and Island Harbor Beach 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 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.