Anguilla holiday lettings

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Holiday rentals with weekly discounts - Anguilla

Showing deals for:7 Nov - 14 Nov

Why visit Anguilla

  • Stunning beaches: Anguilla boasts pristine shores and picturesque bays, perfect for relaxation and sunbathing.
  • Luxurious accommodations: Choose from a range of holiday rentals, including luxurious villas and comfortable condos.
  • Trendy eateries: Indulge in a variety of dining options, showcasing local flavours and international cuisine.
  • Outdoor activities: Enjoy family-friendly activities and water sports, from snorkelling to paddleboarding.
  • Charming atmosphere: Experience the friendly vibe of Anguilla, making it an inviting destination for all travellers.

Popular types of accommodation in Anguilla

Discover the charm of Anguilla with our selection of holiday rentals. From luxurious villas to comfortable condos and apartments, there’s something for every traveller. Whether you’re seeking a serene escape or a vibrant beachside retreat, our Anguilla villa rentals cater to your needs. Choose from a variety of options that promise transparency, savings, and peace of mind, ensuring your stay is as enjoyable as possible.

  • Villas: The foremost choice for visitors seeking luxury and privacy, villas in Anguilla offer spacious accommodations with stunning views and private amenities.
  • Condos: A popular option for those wanting a blend of home comforts and hotel-like facilities, condos provide a convenient base for exploring the island.
  • Apartments: Ideal for longer stays, apartments offer self-catering options in various locations, perfect for families or groups.
  • Houses: A great choice for larger parties, these homes provide a homely atmosphere with plenty of space.
  • Cottages: Charming and quaint, cottages offer a cosy retreat for couples or small families amidst beautiful surroundings.**

Top attractions in Anguilla

Anguilla is a paradise for those seeking beach, outdoor, and scenic experiences. With its stunning beaches, picturesque bays, and charming islands, there are countless points of interest to explore. Whether you're travelling solo, with family, or friends, you’ll find plenty of activities to enjoy in this idyllic Caribbean destination.

  • Meads Bay: A stunning bay known for its soft, powdery sands and crystal-clear waters. Here, you can soak up the sun while enjoying outdoor activities amidst picturesque scenery that embodies the essence of the Caribbean.
  • Shoal Bay Beach: Renowned for its vibrant beach vibes, this idyllic stretch of coastline offers a tranquil escape with gentle waves, perfect for swimming, sunbathing, or simply unwinding in a tropical paradise.
  • Anguilla Arch: A striking natural rock formation that showcases breathtaking views and unique outdoor experiences. It's an ideal spot for photography and appreciating the rugged beauty of Anguilla's coastline.

Things to do recommended for couples

For a romantic getaway in Anguilla, indulge in a sunset beach picnic at Shoal Bay or enjoy a couples' massage at a luxurious spa. Don't miss a candlelit dinner at a seaside restaurant, where the sound of waves creates a perfect backdrop for your special evening.

Things to do recommended for families

Families can explore the pristine beaches of Shoal Bay, perfect for building sandcastles, or take a glass-bottom boat tour to witness the vibrant marine life. The Anguilla Dolphin Discovery offers memorable interactions with dolphins, ensuring a fun-filled day for all ages.

Things to do recommended for groups

Enjoy a round of golf at the Aurora International Golf Club, where you can soak in the scenic views and outdoor atmosphere with your group. It’s a perfect way to bond while experiencing the vibrant sports culture of Anguilla.

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

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's essential to filter according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Anguilla with a group: Think about how many bedrooms you require, as well as any additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Anguilla with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities for their age, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Anguilla: For many, a family holiday isn't truly complete without their four-legged companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most 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 in search of holiday rentals offering discounts 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 accommodations. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Anguilla

Anguilla offers a stunning escape for those seeking a relaxing beach holiday. With its pristine shores and luxurious holiday rentals, visitors can unwind in style. Explore the island's friendly atmosphere, indulge in trendy eateries, and soak up the breathtaking scenery. From vibrant beachfronts to family-friendly activities, Anguilla is the perfect destination for a memorable getaway. Enjoy easy beach access and discover the beauty of this idyllic Caribbean paradise.

  • West End Village: West End Village is a charming coastal city in Anguilla, renowned for its stunning beaches and vibrant outdoor activities. This area is perfect for those seeking a blend of relaxation and adventure, with popular activities including water sports, golfing, and enjoying the scenic beauty of the surroundings. Visitors can explore picturesque bays and indulge in the luxurious resorts that dot the coastline. The local landmarks, such as serene beaches and inviting water features, make it an idyllic spot for sun-seekers and nature lovers alike.
  • Rendezvous Bay: Rendezvous Bay is another delightful destination in Anguilla that captivates visitors with its breathtaking scenery and outdoor experiences. Known for its pristine beaches and crystal-clear waters, this area is perfect for those looking to unwind or engage in exhilarating water sports. The local resorts offer a range of amenities, ensuring a comfortable stay while you enjoy the picturesque bay and beach. The tranquil atmosphere, complemented by stunning water features, makes Rendezvous Bay a must-visit for anyone wanting to experience the natural beauty of Anguilla.
  • Shoal Bay: Shoal Bay is famous for its spectacular beach and vibrant marine life, making it a key attraction for tourists in Anguilla. This area offers an array of outdoor activities, including water sports and leisurely strolls along the stunning coastline. Shoal Bay is surrounded by beautiful bays and tranquil water features, providing the perfect backdrop for relaxation or adventure. With its inviting resorts and breathtaking scenery, Shoal Bay promises an unforgettable experience for those seeking both excitement and serenity in their vacation.

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. Peak season runs in January, July and September, while off-peak times, like May and October to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January78.3°F (25.700000000000003°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February77.7°F (25.4°C)No Rain (Dry)Mostly SunnyAverageAverage
March77.4°F (25.200000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April78.4°F (25.8°C)No Rain (Dry)Mostly SunnyAverageAverage
May80.1°F (26.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
June81.5°F (27.5°C)Light RainMostly SunnyAverageSlightly High
July82.0°F (27.8°C)Light RainMostly SunnySlightly HighAverage
August82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.4°F (28.0°C)Light RainMostly SunnySlightly LowSlightly Low
November81.1°F (27.3°C)Light RainMostly CloudySlightly LowAverage
December79.5°F (26.4°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to make the most of your budget on your next holiday? Being flexible with your travel dates can lead to great savings, as prices often fluctuate. Additionally, opting for a longer stay can result in considerable discounts. To discover a Vrbo property that suits your financial plans, utilise our filters to sort by price, location, and type of accommodation.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, resume your previous planning, or organise your itinerary all in one place. Your saved or booked properties will be neatly arranged under categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the best area to stay in Anguilla when booking a holiday rental?
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 rental accommodation in Anguilla?
Based on our data, villas are the most desirable holiday rental type in Anguilla. But naturally, everyone's idea of an awesome trip can vary. Vrbo has holiday rentals of all sizes, shapes and budgets, so you're sure to discover your ideal fit.
How much does it cost to rent a holiday rental in Anguilla?
The average price for a holiday rental 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 rental 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 Vrbo 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 rental amenities in Anguilla?
When it comes to rental amenities that people look for in Anguilla, a fridge, a microwave oven and a washing machine rank highest. With Vrbo holiday rentals, 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 rentals in Anguilla?
You'll find 41 holiday rentals 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 rentals 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 Vrbo.
Are there holiday rentals with WiFi in Anguilla?
Choose from 67 holiday rentals 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 Vrbo.
How old do you have to be to rent a holiday rental in Anguilla?
You'll need to check with the Anguilla holiday rental you're considering on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.
How long can I rent a holiday rental 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 rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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