Island Harbour Holiday Rentals

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Holiday Rentals in Island Harbour

Dining
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
9.8 out of 10, Exceptional, (6)
"Nice accommodations in a quiet part of the beautiful island!"
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
Pool
Ocean Front Villa In Island Harbour, Anguilla BWI
10.0 out of 10, Exceptional, (9)
"We absolutely love Anguilla and have stayed all over the island but we will most definitely return to this home. It’s truly a warm, thoughtful home and not just a rental. The views are stunning. We spent every morning and evening on the balcony. The rooms are spacious. The beds are very comfortable and the AC truly works! We cooked every day in the kitchen. The Island Harbor area is very welcoming and the people are wonderful. Head down to the pier to buy lobster off the boat and cook on the...
Ocean Front Villa In Island Harbour, Anguilla BWI
Property grounds
Cozy one bedroom studio
10.0 out of 10, Exceptional, (1)
"I stayed 11 nights in the cottage. I absolutely loved it. It was even nicer than I was expecting it to be. Indira made me feel so welcome. I felt at home almost immediately. For a small cottage it has a lovely open, spacious feel to it. Immaculately clean and comfortable. I was able to walk to a French bistro and a French bakery. A very short drive to Shoal Beach, my favorite one. Great location overall. I would love to stay there again!"
The price is NZ$276
includes taxes & fees
26 Jun - 27 Jun
Cozy one bedroom studio
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Iron/ironing board, WiFi, bed sheets
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
8.0 out of 10, Very good, (1)
"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."
Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach!
Pool
Breathtaking Shoal Bay Villa
Breathtaking Shoal Bay Villa
Outdoor dining
One Bedroom Economy Car Rental included rentals 7 days or more April-October
10.0 out of 10, Exceptional, (1)
"We found the location very convenient and the host was terrific This end of the Island is quiet with easy access to Shoal Bay-5 minute drive and lots of dining options"
One Bedroom Economy Car Rental included rentals 7 days or more April-October
Beach
Lovely 6-bedroom Villa with Pool
The price is NZ$6,595
includes taxes & fees
28 Jun - 29 Jun
Lovely 6-bedroom Villa with Pool
Outdoor pool, pool loungers
Turtles Nest Beach Resort 
3.0 star property
9.2 out of 10, Wonderful, (101)
"Room was a little dated but for the price was excellent. Beach was awesome, lounge chairs was always available, places to eat was within walking distance. Would definitely stay here again. Shoutout to Scooby maintenance guy was awesome. "
The price is NZ$508
includes taxes & fees
29 May - 30 May
Turtles Nest Beach Resort 
Outdoor pool
Royal Palms Hotel
3.5 star property
9.2 out of 10, Wonderful, (38)
"Centrally located in the west area of the island. Just minutes driving to the most wonderful beaches. I will go again! "
The price is NZ$290
includes taxes & fees
29 May - 30 May
Royal Palms Hotel
View from room
Fountain Anguilla
3.5 star property
8.4 out of 10, Very good, (46)
"It was very nice property to stay it "
Fountain Anguilla
Luxury Condo, 1 Bedroom, Hot Tub, Beachfront | Terrace/patio
Tranquility Beach Anguilla
3.5 star property
10.0 out of 10, Exceptional, (22)
"Great property and staff. "
Tranquility Beach Anguilla
View from property
Milly's Inn
2.0 star property
9.0 out of 10, Wonderful, (28)
"We had a great stay here! It's a 10 minute walk to one of the best beaches on the island. The staff were very attentive and kind. Great location."
Milly's Inn
On the beach, sun-loungers, beach towels
Paradise in tranquility Anguilla
10.0 out of 10, Exceptional, (1)
"This is a wonderful family oriented property with lots of space, wonderful views and all the practical amenities a family needs. Anguilla can be expensive, this property is affordable making adventuring and experiencing the wonderful people, scenery and food of the island more approachable. I recommend renting a car and familiarizing yourself with the local grocery stores and restaurants. The property owners are kind and accommodating and went out of their way to ensure we had everything we...
Paradise in tranquility Anguilla
Outdoor pool
Villa blue in Sandy Hill Bay
9.8 out of 10, Exceptional, (29)
"Villa Blue B2 is a hidden gem with a gorgeous ocean view, nightly cool breezes and a breathtaking sunrise view. Being 15 minutes to all the best bays allowed us to explore the entire island on a short trip while having plenty of extra time to unwind. Joyce welcomed us to the island personally and was a quick call away for anything we had questions about. We highly recommend spending your holiday at the Sandy Hill Beach Club!"
Villa blue in Sandy Hill Bay
Beach nearby, beach towels
CHARMING LOCATION: NEAR THE OCEAN, LARGE BALCONY, PRIVATE SUNDECK, AC & WIFI
9.6 out of 10, Exceptional, (54)
"The view was fantastic"
CHARMING LOCATION: NEAR THE OCEAN, LARGE BALCONY, PRIVATE SUNDECK, AC & WIFI
Outdoor pool
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
9.0 out of 10, Wonderful, (2)
"Plain, simple unit but clean with caring owners. Quiet neighborhood. Good deal for the cost."
The price is NZ$228
includes taxes & fees
5 Jun - 6 Jun
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
Terrace/patio
CéBlue
5.0 star property
10.0 out of 10, Exceptional, (3)
"This property has only 5 bedroom Villa's with Kitchen/Dining, Media Room, Laundry and Private Pool. One of the best views on the Island and modern, beautifully built and decorated interiors and exteriors. My Wife and I booked for ourselves and loved the freedom the Villa lent to our travels including the desire to stay in and enjoy the private pool and sundeck. Plan on bringing family or friends to enjoy the property to it's fullest for a great value for a larger group. The Beach is close by...
CéBlue
Pool
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
10.0 out of 10, Exceptional, (16)
"The villa was beautiful with amazing views. Jeet went above and beyond to make us feel welcome. He helped arrange the car rental to be at the port and met us there to help out when we arrived. Knowing my son was vegan he had a dish waiting for him when we arrived, and made us wonderful tea on our last day. I would highly recommend."
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
Terrace/patio
Coralito Bay Suites & Villas
3.5 star property
10.0 out of 10, Exceptional, (4)
"We loved our 10 day stay at Coralito Suites and Villas, we had a bungalow, and loved the quietness, beach all to ourselves mostly and beautiful view. The bungalow was perfect, cute and charming. Ivor was so helpful, and we really appreciate everything he did for us! A must if you want to stay away from the crowds but close enough to go to when wanted!"
Coralito Bay Suites & Villas
Fridge, cookware/dishes/utensils
Fortune Rise. Car Rental available
10.0 out of 10, Exceptional, (10)
"The condo is just as beautiful as the photos. We LOVE the location close to our favorite restaurants and you’re always close to a perfect beach on Anguilla. Upstairs unit with a nice balcony. I messed up our rental car reservation with another company and the property manager went above and beyond to help me last minute. We can’t wait to come back!"
Fortune Rise. Car Rental available
Don't see what you're looking for?
See all available properties in Island Harbour
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.

Other types of properties in Island Harbour you may be interested in

Dining
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
9.8 out of 10, Exceptional, (6)
"Nice accommodations in a quiet part of the beautiful island!"
The Penthouses (Sunrise and Sunset) at Andy’s Castle - near Shoal Bay Beach
Pool
Ocean Front Villa In Island Harbour, Anguilla BWI
10.0 out of 10, Exceptional, (9)
"We absolutely love Anguilla and have stayed all over the island but we will most definitely return to this home. It’s truly a warm, thoughtful home and not just a rental. The views are stunning. We spent every morning and evening on the balcony. The rooms are spacious. The beds are very comfortable and the AC truly works! We cooked every day in the kitchen. The Island Harbor area is very welcoming and the people are wonderful. Head down to the pier to buy lobster off the boat and cook on the...
Ocean Front Villa In Island Harbour, Anguilla BWI
Property grounds
Cozy one bedroom studio
10.0 out of 10, Exceptional, (1)
"I stayed 11 nights in the cottage. I absolutely loved it. It was even nicer than I was expecting it to be. Indira made me feel so welcome. I felt at home almost immediately. For a small cottage it has a lovely open, spacious feel to it. Immaculately clean and comfortable. I was able to walk to a French bistro and a French bakery. A very short drive to Shoal Beach, my favorite one. Great location overall. I would love to stay there again!"
The price is NZ$276
includes taxes & fees
26 Jun - 27 Jun
Cozy one bedroom studio
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Island Harbour holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Island Harbour. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Island Harbour. Seeing all the best attractions is bound to make you fall in love with Island Harbour. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Island Harbour short-term rentals, that won’t be hard to do.

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?

Cozy one bedroom studio: This highly rated holiday home rental in Island Harbour has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Shoal 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.

Recent reviews of Island Harbour properties
Expedia verified reviews