Island Harbour holiday lettings

We found 219 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Island Harbour that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a hot tub. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Explore the beachside setting in Island Harbour

The beaches and parks create a pretty picture of Island Harbour. Travellers appreciate the bars in this trendy city. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Island Harbour

Do you want to find attractions to see during your stay? Venture out of your cosy holiday rental and check out everything that makes Island Harbour a one-of-a-kind holiday spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aurora International Golf Club (8.9 mi / 14.3 km)
  • Mullet Bay Golf (16.4 mi / 26.4 km)

Exploring the natural landscape of Island Harbour

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Island Harbour. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (16.6 mi / 26.8 km)
  • Shoal Bay Beach (1.4 mi / 2.2 km)
  • Rendezvous Bay Beach (8.8 mi / 14.1 km)
  • Meads Bay (9.9 mi / 15.9 km)
  • Anse Marcel Beach (10.1 mi / 16.2 km)
  • Pinel Island (10.4 mi / 16.7 km)

Seasonal weather in Island Harbour

If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 28°C.

Transport to and around Island Harbour

The nearest airport is in The Valley (AXA-Clayton J. Lloyd Intl.), located 4.4 mi (7.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Grand Case (SFG-L'Esperance), which is 10.9 mi (17.6 km) away.

Frequently asked questions

What is the best area to stay in Island Harbour when booking a holiday rental?
When considering a holiday rental in Island Harbour, a popular area to stay is the eastern part of the island, particularly around the picturesque beach of Island Harbour itself. This charming neighbourhood offers a serene atmosphere and stunning views of the turquoise waters, making it a delightful retreat for those seeking relaxation and natural beauty.

In this area, you will find a range of properties, from quaint beachfront cottages to more luxurious villas, all providing easy access to the beach and local amenities. The number of holiday rentals tends to be moderate, ensuring a more intimate experience without feeling overcrowded.

A top attraction nearby is the famous Scilly Cay, a small island just offshore known for its delicious seafood and vibrant beach bar, where you can enjoy a leisurely day with picturesque views. Additionally, the nearby Anguilla Arts and Crafts Centre provides an excellent opportunity to explore local culture and pick up unique souvenirs crafted by local artisans.
How much does it cost to rent a holiday home in Island Harbour?
Prices for holiday rentals in Island Harbour vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Island Harbour to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Island Harbour holiday house rentals?
You can find great discounts on house rentals in Island Harbour on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Island Harbour?
For renting a beach house in Island Harbour, Anguilla, the area around the picturesque beach offers a selection of charming properties that cater to a variety of travellers. The coastline here is dotted with stunning stretches of sand, making it an ideal location for those seeking a relaxing beach getaway. Many of the beach houses feature amenities such as private pools, outdoor terraces, and direct beach access, allowing guests to fully immerse themselves in the tranquil surroundings.

In particular, properties near the secluded Little Harbour provide a serene atmosphere, where visitors can enjoy the gentle lapping of waves and breathtaking sunsets. These rentals often come equipped with modern kitchens, spacious living areas, and outdoor dining spaces, superb for enjoying meals al fresco after a day in the sun.

Additionally, Island Harbour is conveniently located near several local attractions, including the vibrant local markets and restaurants that showcase the island's culinary delights. Travellers can also explore nearby beaches such as Shoal Bay, known for its crystal-clear waters and vibrant marine life, where additional rental options are available. Properties in this area typically offer amenities like water sports equipment and beach gear, enhancing the beach experience.
What is the most popular type of holiday rental accomodation in Island Harbour?
In Island Harbour, villas are the most popular type of holiday rental, with about 17 available in this picturesque area. These villas typically offer luxurious amenities, including private pools, spacious terraces, and stunning views of the Caribbean Sea, making them superb for those seeking relaxation and tranquility.
Are there any family house rentals in Island Harbour?
In Island Harbour, Anguilla, there are 18 family-friendly holiday rentals to choose from, making it a wonderful destination for families seeking a beach getaway. These properties often feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can enjoy the sun and play. Many homes also come with amenities such as Wi-Fi, air conditioning, and sometimes even private pools, ensuring a comfortable stay.
Can I rent a holiday home with a pool or hot tub in Island Harbour?
In Island Harbour, Anguilla, there are several holiday homes available for rent that come with pools and hot tubs, with approximately 14 options to choose from. This picturesque area is known for its stunning beaches and serene atmosphere, making it superb for a relaxing getaway. Many of the properties feature private pools, outdoor patios, and hot tubs, providing ideal spaces for unwinding after a day in the sun.
Can I find long-stay holiday rentals in Island Harbour?
A long-stay holiday rental in Island Harbour is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Island Harbour?
In Island Harbour, Anguilla, there are several pet-friendly house rentals available, offering a charming retreat for travellers with pets. Many of these properties feature modern amenities such as fully equipped kitchens, private pools, and spacious outdoor areas, superb for enjoying the warm Caribbean climate. Guests can expect comfortable living spaces, often with stunning views of the surrounding coastline.
Are there any remote work holiday rentals in Island Harbour?
In Island Harbour, Anguilla, there are numerous holiday rentals suitable for remote work, with around 23 options available. This tranquil area is known for its stunning beaches and relaxed atmosphere, making it an ideal location for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote work, including reliable Wi-Fi, designated workspaces with desks and chairs, and safes for securing valuables. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Island Harbour holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Island Harbour with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Island Harbour?
In Island Harbour, popular rental amenities include private pools, kitchens equipped with cookware and dishware, and microwaves. Travellers can expect a variety of holiday rentals that allow for self-catering, giving them the flexibility to prepare their own meals while enjoying the beautiful surroundings. Many accommodations also feature spacious living areas, ideal for relaxation after a day spent at the beach or exploring the local area.
How early should I book a Island Harbour holiday rental?
Book your Island Harbour holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Island Harbour home rental booking on Vrbo?
To find Island Harbour holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Island Harbour holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.