Island Harbour holiday lettings

We found 222 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)
  • Crocus Bay Beach (4.6 mi / 7.4 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, Anguilla, the area offers a delightful blend of tranquillity and local charm. This picturesque fishing village is known for its stunning beach and vibrant community atmosphere. Staying here allows you to immerse yourself in the authentic Anguillian lifestyle while enjoying the island's natural beauty.

In Island Harbour, you'll find a selection of properties, ranging from charming beachfront villas to cozy apartments, suiting various tastes and budgets. One of the area's main attractions is the serene beach itself, where you can soak up the sun, take leisurely swims, or enjoy water sports. Additionally, the nearby Anguillan Heritage Museum provides an insightful glimpse into the island's rich history and culture.

Moreover, the local dining scene is not to be missed; you can savour delicious seafood and traditional dishes at nearby restaurants, often with stunning views of the harbour.
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, consider the areas around the picturesque coastline that offers stunning views and tranquillity. The stretch of beach near the Harbour itself is ideal, where you can find charming properties that often come with private access to the sandy shores and crystal-clear waters. Many of these rentals feature amenities such as spacious outdoor decks, swimming pools, and fully equipped kitchens, allowing guests to enjoy both indoor and outdoor living in a tropical setting.

Additionally, the nearby Shoal Bay East, renowned for its beautiful white sands and vibrant marine life, is another excellent option for beach house rentals. Here, you can find properties that boast features like beach loungers, outdoor dining areas, and easy access to water sports activities. Some accommodations may even provide complimentary beach gear, enhancing the overall experience for families or groups eager to immerse themselves in the beach lifestyle.

In Island Harbour, you can also expect to be close to local dining options and shops, offering a taste of the local cuisine and culture.
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 approximately 27 available in the area. These luxurious properties often feature spacious layouts, private pools, and stunning views of the Caribbean Sea, providing an ideal setting for relaxation and enjoyment. For those seeking a more communal atmosphere, around 18 holiday houses are also offered, which typically include multiple bedrooms, fully equipped kitchens, and outdoor spaces for gatherings. Additionally, there are several condos and apartments available, suitable for couples or smaller groups, often equipped with essential amenities such as kitchen facilities and comfortable living areas.
Are there any family house rentals in Island Harbour?
In Island Harbour, Anguilla, there are some family-friendly holiday rentals available, with around 14 options to choose from. This picturesque area is known for its stunning beaches and tranquil atmosphere, making it an excellent choice for families seeking a relaxing getaway. Many of the properties feature spacious living areas and well-equipped kitchens, great for preparing meals together after a day of exploring the island.

Visitors will appreciate the proximity to nearby points of interest, such as the beautiful Shoal Bay Beach, where families can enjoy swimming, snorkelling, or simply relaxing on the soft sand. Furthermore, some homes boast private outdoor spaces, ideal for children to play or for family barbecues.
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 feature pools or hot tubs. This picturesque area is known for its stunning beaches and tranquil atmosphere, making it an ideal destination for a relaxing getaway. Many of the properties come equipped with private pools and hot tubs, providing the ideal setting for unwinding under the Caribbean sun.

Travellers can expect amenities such as spacious outdoor terraces, fully equipped kitchens, and comfortable living spaces, ideal for both families and groups. The proximity to the beach allows for easy access to the crystal-clear waters, and some rentals may also include outdoor grills and lush gardens, enhancing the overall experience.
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 that cater to those travelling with furry companions. Many of these properties are strategically located near the beautiful beaches of the area, offering stunning views and easy access to the sandy shores. The rentals often come equipped with amenities such as private pools, spacious outdoor areas, and fully equipped kitchens, making them ideal for families or groups seeking a relaxing getaway.

The neighbourhood itself is known for its serene atmosphere and picturesque surroundings, making it a delightful destination for both pets and their owners. Visitors can enjoy leisurely strolls along the beach or explore nearby pet-friendly cafes and shops, enhancing the overall holiday experience.
Are there any remote work holiday rentals in Island Harbour?
In Island Harbour, Anguilla, there are a variety of remote work holiday rentals available, with around 48 options for travellers to choose from. This picturesque area is known for its stunning beaches and tranquil environment, making it an ideal setting for working remotely while enjoying a getaway. Many properties come equipped with essential amenities such as free Wi-Fi, ensuring a reliable connection for work purposes.

Travellers can expect features like dedicated workspaces, comfortable seating areas, and some rentals even provide access to printers for printing documents. Additionally, the serene surroundings offer a great backdrop for a productive workday, while still allowing time to explore the local beaches and enjoy the vibrant culture of Anguilla. 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 well-equipped kitchens, which allow guests to prepare their own meals using fresh local ingredients. Many properties also feature balconies or decks, providing lovely spots to enjoy the stunning views of the coastline. Additionally, rentals often come with conveniences such as coffee and tea makers for a relaxing start to the day, and blenders for whipping up refreshing drinks.
When is the best time to visit Island Harbour for a holiday rental?
January is the most popular time to visit Island Harbour, where visitors flock to enjoy the idyllic Caribbean setting during the peak winter months. This period features pleasant temperatures averaging around 25 to 28 degrees Celsius, making it superb for sunbathing on pristine beaches and engaging in water sports such as snorkelling and kayaking. The vibrant local culture comes alive with various events and festivities, allowing travellers to immerse themselves in Anguilla's rich heritage.

As you plan your trip, keep in mind that the high tourist season typically runs from July to September, attracting those eager to experience the lively summer atmosphere. However, for a more tranquil experience with fewer crowds, consider visiting in October. This month often offers a delightful escape, with lower rental rates and the opportunity to appreciate the natural beauty of the island at a more leisurely pace.

Whether you're drawn to the bustling beach scene in January or prefer the calm of October, Island Harbour has a wealth of experiences waiting for you.
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.
What are the top attractions in Island Harbour?
In Island Harbour, Anguilla, visitors can enjoy a variety of attractions that showcase the island's natural beauty and local culture. The picturesque beach at Island Harbour is a major highlight, offering soft sands and clear turquoise waters, superb for swimming and relaxation. Nearby, the quaint fishing village atmosphere provides opportunities to experience local life and cuisine, particularly at the waterfront restaurants serving fresh seafood.

Just a short distance away, the stunning beaches of Shoal Bay East and Rendezvous Bay are easily accessible and are renowned for their breathtaking scenery and excellent snorkelling options. For those interested in local history, the Heritage Collection Museum in nearby The Valley offers insights into Anguilla's past and culture.

Additionally, the nearby island of Sandy Island is a popular day-trip destination, known for its serene surroundings and excellent spots for sunbathing and swimming.
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.