Island Harbour Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Island Harbour

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
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 AU$266
includes taxes & fees
25 Nov - 26 Nov
Cozy one bedroom studio
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!
Breathtaking Shoal Bay Villa
Breathtaking Shoal Bay Villa
Lovely 6-bedroom Villa with Pool
The price is AU$6,265
includes taxes & fees
23 Nov - 24 Nov
Lovely 6-bedroom Villa with Pool
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
Caribbean Rhapsody Villa, Oceanfront Island Harbour Anguilla!!
10.0 out of 10, Exceptional, (2)
"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!!
Upstairs 2 bedroom apartment- 5 mins from the beach
10.0 out of 10, Exceptional, (6)
"Both host Indira and George were amazing. The very first night we got lost and although it was late, we texted George and he gave us the directions. They gave us great tips on beaches and places where we could dine. The apartment itself has so many amenities that it felt like home away from home. This truly was an amazing find and we plan to return. "
Upstairs 2 bedroom apartment- 5 mins from the beach
Turtles Nest Beach Resort 
3.0 star property
9.2 out of 10, Wonderful, (120)
"Perfect location "
The price is AU$480
includes taxes & fees
29 Nov - 30 Nov
Turtles Nest Beach Resort 
Royal Palms Hotel
3.5 star property
9.2 out of 10, Wonderful, (52)
"A bijoux Caribbean retreat. Loved it so much we have rebooked for next year. Mary, our host was amazing. "
Royal Palms Hotel
Tranquility Beach Anguilla
3.5 star property
10.0 out of 10, Exceptional, (31)
"Great friendly staff!!!"
Tranquility Beach Anguilla
Fountain Anguilla
3.5 star property
8.6 out of 10, Excellent, (51)
"Every time I come and visit Anguilla I will be staying right there it's so perfect and clean and everybody is so friendly and nice"
Fountain Anguilla
Milly's Inn
2.0 star property
8.8 out of 10, Excellent, (33)
"beautiful view of the ocean from the balcony large rooms and a quiet place"
Milly's Inn
Paradise in tranquility Anguilla
10.0 out of 10, Exceptional, (2)
"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 tranquility Anguilla
Coralito Bay Suites & Villas
3.5 star property
9.6 out of 10, Exceptional, (5)
"This property was very beautiful and quiet. It is right next to the beach. The property allows you to use a paddle board and a cycling boat to take out to the water which is cool. The place is not far from the island and can get to any destination quickly and without a problem. Ivor was very nice and always checked it. Thank you for a great relaxing stay. "
Coralito Bay Suites & Villas
Villa Blue in Sandy Hill Bay
9.8 out of 10, Exceptional, (31)
"The owners have created a lovely light and airy space and I Instantly felt at home. The overall cleanliness of the property was to a high standard. Joyce (Property Manager) was helpful and kept in touch to check if I had any issues and that I was comfortable during my stay."
Villa Blue in Sandy Hill Bay
BLACK FRIDAY ASK NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI
9.6 out of 10, Exceptional, (55)
"This property was nice. Good location, easy to get to and from all areas. Had everything we needed. Plenty of room for 4 people. Nice views. Owners and property manager easy to communicate with. No issues. Here are a few recommendations that would have made this a 5 star: update the mattresses. They were so hard. The younger 2 were fine, but the mid-age women were hurting after sleeping in the beds. Be upfront (mention it at booking) about request to keep ac off when not at the condo. We were...
BLACK FRIDAY ASK NEAR THE OCEAN LARGE BALCONY POOl PRIVATE SUNDECK, AC WIFI
CéBlue
5.0 star property
10.0 out of 10, Exceptional, (4)
"These villas are private and spacious, which is great when you are traveling with family or friends. The staff is extremely accommodating and friendly, top-notch service! The villas are not directly on the beach, but are a short walk from Crocus Bay, which had phenomenal snorkeling and a great restaurant serving breakfast, lunch, and dinner. The views from the villas perched on the hillside are remarkable. "
CéBlue
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
10.0 out of 10, Exceptional, (21)
"My mom, sister and I all stayed at Villa Tasha in celebration of my 40th birthday, and to say that this home did not disappoint is an understatement. Jeet and Stella were absolutely amazing with their communication, and left nothing to question. The property is expansive, beautiful, and functional. You cannot beat the sunsets either! Beds were comfortable, everything from linens to electronics were accounted for, and we wanted for nothing. The best part was Jeet and Stella’s recommendations for...
Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
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 ."
The price is AU$218
includes taxes & fees
24 Nov - 25 Nov
OUR STUDIO APARTMENTS COMES EQUIPPED WITH ALL ESSENTIAL NEED
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.
Don't see what you're looking for?
See all available properties in Island Harbour
Save an average of 15% on thousands of hotels when you're signed in

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

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
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 AU$266
includes taxes & fees
25 Nov - 26 Nov
Cozy one bedroom studio
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!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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. Our travellers also rate Zen is Private, Tranquil, and Perfectly Located near Shoal Bay Beach! as a favourite home for rent in Island Harbour.

How many holiday rentals will I find in Island Harbour?

With 5 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 Maho 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.