Photo by Anguilla Tourist Board

Anguilla holiday homes

We found 235 holiday rentals — enter your dates for availability

Popular Anguilla destinations on Bookabach

Why visit Anguilla

  • Pristine Beaches: Unwind on Anguilla's stunning beaches, known for their soft white sand and crystal-clear waters, perfect for swimming and sunbathing.
  • Outdoor Adventures: Engage in activities like snorkelling and scenic coastal walks, immersing yourself in the island's natural beauty.
  • Relaxation Opportunities: Enjoy rejuvenating spa experiences and tranquil outdoor showers, enhancing your sense of peace.
  • Local Charm: Experience the friendly vibe of the island through its welcoming communities and local cuisine.
  • Family-Friendly Atmosphere: Discover a safe and enjoyable environment for family outings, making it ideal for all ages.

Top attractions in Anguilla

Anguilla is a stunning Caribbean destination perfect for beach lovers and outdoor enthusiasts. Explore its pristine beaches, serene bays, and picturesque landscapes, offering a tranquil escape. Enjoy sunbathing, swimming, and snorkelling in crystal-clear waters, or embark on scenic walks along the coast. The island's natural beauty and laid-back atmosphere make it an ideal spot for relaxation and adventure alike, ensuring an unforgettable holiday experience in this tropical paradise.

  • Shoal Bay Beach: Renowned for its powdery white sands and crystal-clear waters, Shoal Bay Beach offers a tranquil paradise perfect for sunbathing and swimming. The vibrant beach vibes make it an ideal spot for relaxation and enjoying the stunning Caribbean scenery.
  • Sandy Hill Bay: This picturesque bay boasts breathtaking views and serene beaches, perfect for outdoor enthusiasts. The charming scenery invites visitors to explore and unwind in a peaceful setting, making it a wonderful place for a leisurely day by the water.
  • Heritage Collection: Dive into Anguilla's rich history at the Heritage Collection, where local culture comes alive. This engaging museum showcases artefacts and exhibits that tell the story of the island's heritage, providing a unique insight into its past.

Things to do recommended for couples

Anguilla offers a magical escape for couples. Enjoy a sunset beach picnic at Shoal Bay or take a private boat tour to explore secluded coves. Indulge in a candlelit dinner at a beachfront restaurant, soaking in the island's serene beauty and vibrant culture together.

Things to do recommended for families

Families visiting Anguilla can enjoy the sandy shores of Shoal Bay Beach, perfect for swimming and building sandcastles. Explore the dolphin encounters at Dolphin Discovery, and embark on a fun-filled day of snorkelling at Little Bay, where vibrant marine life awaits.

Things to do recommended for groups

Explore Anguilla's hidden gems with your mates, from local culinary delights to vibrant cultural encounters, ensuring a true Kiwi adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Anguilla

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, be sure to refine your search according to your specific needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Anguilla with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Anguilla with young kids: Travelling with little ones can present its challenges. It's essential to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Anguilla: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Anguilla: If you're searching for holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Anguilla

Anguilla offers a luxurious yet relaxing escape with its pristine best beach, perfect for family-friendly outings and outdoor adventures. Discover the island’s scenic outdoor showers and unwind at rejuvenating spas. Whether staying in cosy residences or indulging in a classic Anguilla holiday, travellers savor a blend of trendy vibes and friendly local charm, ensuring an unforgettable experience in this picturesque paradise.

  • West End Village: Nestled in the heart of Anguilla, West End Village offers a delightful blend of coastal charm and outdoor adventure. Visitors are drawn to the pristine beaches, scenic bays, and the inviting water features that define this city. With a focus on water sports and leisurely outdoor pursuits, the area promises a relaxed yet invigorating travel experience. Whether you’re keen to explore the natural beauty on foot or indulge in a round of golf, West End Village provides a compelling mix of scenic landscapes and vibrant activity.
  • Shoal Bay: Shoal Bay is renowned for its expansive beaches and breathtaking coastal views. This city presents travellers with a perfect balance of outdoor recreation and serene natural settings. Enjoy water sports along the sandy shores, or take in the picturesque bay views that stretch into the horizon. The local attractions, including the iconic beach and water features, make Shoal Bay an ideal destination for those looking to immerse themselves in the natural beauty of Anguilla.
  • The Valley: Situated in Anguilla, The Valley is a city that epitomises the island’s scenic allure and outdoor lifestyle. The area is celebrated for its inviting beaches and beautifully maintained water features, offering a serene backdrop for both relaxation and active pursuits. With opportunities to enjoy a round of golf or explore the local outdoor venues on foot, The Valley presents a harmonious blend of leisure and adventure, making it a must-visit for travellers seeking the quintessential Anguillan experience.

Best time to go to Anguilla

If you're planning a trip to Anguilla, it's a good idea to check both the weather and property rates. The warmest month is September.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January78.3°F (25.7°C)No Rain (Dry)Mostly SunnySlightly High
February77.7°F (25.4°C)No Rain (Dry)Mostly SunnyAverage
March77.4°F (25.2°C)No Rain (Dry)Mostly SunnyAverage
April78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverage
May80.1°F (26.7°C)Light RainMostly SunnySlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverage
July82.0°F (27.8°C)Light RainMostly SunnySlightly High
August82.6°F (28.1°C)Light RainMostly SunnyAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly High
October82.4°F (28.0°C)Light RainMostly SunnySlightly Low
November81.1°F (27.3°C)Light RainMostly CloudySlightly Low
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is a breeze

Are you keen to save on your next adventure? Being flexible with your travel dates can make a real difference, as prices can fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's unique Trip Board offers you a convenient space to plan new adventures, pick up from where you last left off, or manage your travel arrangements. You can easily access properties you've saved or booked, now sorted into Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the best area to stay in Anguilla when booking a holiday home?
If you're planning an Anguilla trip, Little Harbour is one of the most popular neighbourhoods to stay. Whether you opt for a chalet, cottage or other property type, you'll always have the entire place to yourself.
What is the most popular type of holiday home accommodation in Anguilla?
Based on our data, villas are the most desirable holiday home type in Anguilla. But naturally, everyone's idea of an awesome trip can vary. Bookabach has holiday homes of all sizes, shapes and budgets, so you're sure to discover your ideal fit.
How much does it cost to rent a holiday home in Anguilla?
The average price for a holiday home in Anguilla can vary depending on factors like time of year, length of stay and property type. Whether you're dreaming about a sprawling villa with room to move around or a cosy cabin for you and your other half, just enter your travel dates to see stays with amazing value.
How much does it cost to rent a beach house in Anguilla?
The average price for a holiday home near the beach in Anguilla will depend on when you're going and the size and type of property you want. You can easily find prices on Bookabach by entering your travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
What are popular home amenities in Anguilla?
When it comes to home amenities that people look for in Anguilla, a fridge, a microwave oven and a washing machine rank highest. With Bookabach holiday homes, there are options to fit your style and taste, whether you're taking a trip with family members, friends or even pets.
Are there large group holiday homes in Anguilla?
You'll find 41 holiday homes in Anguilla that can host 10 or more people. Whether you're planning a get-together with extended family or a special event, there's plenty of room to get your favourite people together under the same roof.
Can I find two-bedroom holiday homes in Anguilla?
Anguilla has 26 two-bedroom holiday properties to choose from. Experience a holiday home with all the space and comfort you need at an attractive price on Bookabach.
Are there holiday homes with WiFi in Anguilla?
Choose from 67 holiday homes with WiFi in Anguilla. If you'd like to disconnect from daily life on your break, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How old do you have to be to rent a holiday home in Anguilla?
You'll need to check with the Anguilla holiday home you're considering on Bookabach as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday home in Anguilla for?
The amount of time you can stay in an Anguilla holiday home for is up to the property. Simply tap in your preferred travel dates to view available options that offer extended stays. They feature all you need to make your extended trip more enjoyable and convenient, like kitchens and air conditioning. Some holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.