Holiday Rentals in Anguilla

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Anguilla holiday rentals
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Best Holiday rentals and Airbnb offers in Anguilla

Best family friendly Anguilla holiday rentals

Among the 561 accommodations in Anguilla, here are the 4 best family friendly rentals

We Offer Something New  And Crisp - Anguilla
9.5 72 reviews

We Offer Something New And Crisp

apartment
This charming house is located in South Hill Village, just 5km from the nearest grocery store and bakery and 9km from the beach. It has excellent user, location and cleanliness ratings.
The house has one bedroom and one bathroom. Enjoy amenities such as a swimming pool, garden, parking, air conditioning, internet and a kitchen equipped with a fridge and microwave oven.
Beach Home In Paradise - Serenity - Anguilla
10 8 reviews

Beach Home In Paradise - Serenity

apartment
This apartment is located in Blowing Point, just 10-15 metres from the ocean, offering a peaceful and relaxing atmosphere. The property has received excellent ratings for its cleanliness, location and overall experience.
The apartment has two bedrooms and can accommodate up to four guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and a large porch with stunning mountain views.
Malliouhana Resort Anguilla - Anguilla
9.6 101 reviews

Malliouhana Resort Anguilla

resort, Meads Bay
Malliouhana Resort Anguilla is located in Meads Bay, just a short drive from Shoal Bay, offering a peaceful escape on the island's beautiful coastline. The resort has received excellent user ratings for its cleanliness and a very good rating for its location.
The resort features a range of rooms, including comfortable suites and villas, each offering a private balcony or terrace to enjoy the views. Guests can enjoy a variety of amenities such as a swimming pool, spa, fitness centre, tennis court and restaurant, as well as complimentary bikes for exploring the area.
Native Vybz 1 - Cab & Car Rental - Anguilla
9.7 26 reviews

Native Vybz 1 - Cab & Car Rental

apartment
This one-bedroom flat is conveniently located near the Four Seasons Grounds, just behind the Island Treasures souvenir shop, putting you within easy reach of the island's main attractions. The apartment has received excellent ratings for its cleanliness, location and overall experience, making it a popular choice for travellers.
The flat comfortably accommodates up to three guests and features a well-equipped kitchen with a fridge. You can enjoy the convenience of air conditioning, parking and Wi-Fi access, as well as the option to bring your pet along.

Best Anguilla holiday rentals with a pool

Among the 561 accommodations in Anguilla, here are the 4 best rentals with a pool

Flamboyant Garden Villa Sandyhill - Anguilla
10 1 review

Flamboyant Garden Villa Sandyhill

apartment
Flamboyant Garden Villa is situated in Sandy Hill, just 50 metres from the beach and within a gated community. The villa is part of the Sandy Hill Condos, offering a peaceful and secure environment.
The villa has two bedrooms and three bathrooms, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, and access to a communal swimming pool.
Malibu House Anguilla - Steps To The Four Seasons - Anguilla
10 13 reviews

Malibu House Anguilla - Steps To The Four Seasons

apartment
Malibu House Anguilla, a luxurious three-bedroom property, is situated on a coveted beach near the Four Seasons and Malliouhana resorts in Anguilla.
This beachfront villa offers stunning ocean views, sleeps eight guests, includes housekeeping three days a week, and boasts a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, a garden, and parking.
Amazing Views In A Beautiful Villa - Anguilla
9.1 9 reviews

Amazing Views In A Beautiful Villa

house
This stunning four-bedroom villa in Seafeathers offers breathtaking Caribbean Sea views and is located just a short distance from the town centre and popular beaches. The property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The villa is spacious and tranquil, perfect for a relaxing getaway. Guests can enjoy a private swimming pool, a garden, a gazebo with a bar, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.
Caribbean Rhapsody Oceanfront Villa - Anguilla
10 25 reviews

Caribbean Rhapsody Oceanfront Villa

house
This four-bedroom villa is situated in Island Harbour, a short 8-kilometre drive from Shoal Bay East and Captains Bay, offering easy access to the island's most popular beaches. The property boasts a private infinity pool, a well-equipped kitchen, and a spacious living area, ideal for families or groups of up to ten guests.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, you absolutely have to visit Shoal Bay East, consistently ranked among the world's best. Maundays Bay is another gorgeous option, known for its upscale resorts. For a different vibe, explore the historical landmarks in The Valley, Anguilla's capital. And don't miss the dramatic cliffs and secluded coves of Little Bay.
  • What are the best Airbnb and holiday rentals in Anguilla?

  • What are the typical activities to do in Anguilla?

    Anguilla offers a range of activities. Relaxing on its pristine beaches is a given. Watersports are hugely popular, from swimming and sunbathing to snorkelling, diving, and kitesurfing. Exploring the island by boat is also a great way to see hidden coves and beaches. For something different, visit the Anguilla National Trust's heritage sites or take a cooking class focusing on local cuisine.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm and sunny climate year-round. There's little variation in temperature across the island, but the areas sheltered from the prevailing winds might feel slightly warmer and calmer. However, the trade winds provide a welcome breeze across the whole island, making it comfortable even during the warmest months.
  • What are the best holiday rentals with a pool in Anguilla?

  • What airport options are there for reaching Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's well-connected to various regional hubs, with many airlines offering connecting flights.
  • What are the best rentals for families and kids in Anguilla?

  • Are there specific challenges to driving in Anguilla that visitors should know?

    Driving in Anguilla is generally straightforward, but it's important to be aware of the narrow roads, especially in some of the more remote areas. Many roads are unpaved, and you should drive cautiously. Renting a vehicle is a good way to explore, but be prepared for some challenging driving conditions in certain parts of the island.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the top festivals to experience in Anguilla?

    Anguilla's annual Summer Festival is a highlight, usually running for several weeks in July and August. The festival includes a range of events, from boat races to musical performances and street parades. The Anguilla Literary Festival is another popular event, attracting authors and book lovers from around the world.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the dry season, which runs from April to August. These months offer the most sunshine and the lowest chance of rain. However, it's also peak tourist season, so you should book accommodation and flights well in advance.
  • What are some local dishes to try in Anguilla?

    You should definitely sample Anguilla's fresh seafood. Lobster is a particular speciality. Try the local variations of conch dishes and the delicious fish stews. Many restaurants also offer traditional Caribbean dishes, such as johnnycakes and fungi.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, the number is also 911. It's advisable to note down these numbers before your trip and to inform your hotel or accommodation provider of your plans.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed and friendly atmosphere. Casual attire is generally acceptable, although dressing respectfully when visiting churches or other places of worship is appreciated. Remember to be mindful of the local environment and avoid disturbing wildlife or damaging natural features.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in one location and explore the island from there. Shoal Bay East offers a lively atmosphere with plenty of restaurants and bars, while areas like Meads Bay provide a more luxurious and tranquil setting. The Valley offers a good base for exploring the island's cultural and historical heritage.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla is best spent focusing on one or two key areas. Shoal Bay East is a great choice for its combination of beach, restaurants, and bars. Alternatively, if you prefer a more relaxed atmosphere, Meads Bay offers upscale resorts and a quieter beach experience.
  • What are the top shopping destinations in Anguilla?

    The Valley has the main shopping area, with a mix of local craft shops and boutiques selling souvenirs, clothing, and jewellery. Many of the larger resorts also have gift shops and boutiques, offering a wider range of products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a more secluded experience, consider exploring the island's less accessible beaches and coves. Rent a car or take a boat trip to discover hidden gems, such as Rendezvous Bay or Cove Bay. The island's interior also offers opportunities for hiking and exploring the natural landscape.

Best Anguilla holiday rentals with parking

The Studio At Axa Farmhouse - Anguilla
9.4 64 reviews

The Studio At Axa Farmhouse

apartment
The AXA Farmhouse studio, a self-contained apartment near Bad Cox Pond (precise distance unspecified), offers a tranquil escape.
This one-bedroom unit sleeps two, boasting a fully equipped kitchen with fridge, freezer, and dishwasher, a spa-inspired bathroom, air conditioning, private parking, and a garden.
Azure At Bayview Homes - Anguilla
9.7 42 reviews

Azure At Bayview Homes

apartment
Azure is situated in a peaceful part of Anguilla, just a short distance from the lively Shoal Bay Beach and its restaurants and shops. It has received excellent ratings for location, cleanliness, and user experience.
This one-bedroom apartment comfortably accommodates up to four guests, featuring a spacious bedroom with a king-size bed, a separate living and dining area, and a large outdoor space. The apartment offers modern amenities like air conditioning, Wi-Fi, a smart TV, parking, and a fully equipped kitchen with a fridge, freezer, microwave oven, washing machine, and dryer.
4-bed Villa Pool Parking - Anguilla
10 1 review

4-bed Villa Pool Parking

house, Long Path
This four-bedroom house is situated in Long Path, Anguilla, just 18 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport, offering a tranquil escape from the bustling tourist areas. The peaceful location of Long Path provides a serene setting for your holiday.
The 125 square metre property comfortably accommodates eight guests with four bathrooms, a fully equipped kitchen, and a private garden and pool. The house also benefits from air conditioning, Wi-Fi, and parking, as well as stunning sea views.
Villa Elegante Overlooking The Ocean - Anguilla
9.8 79 reviews

Villa Elegante Overlooking The Ocean

house
This one-bedroom villa is situated in Island Harbour, just a short distance from the beach, restaurants and nightlife.
The property features a private swimming pool, a Jacuzzi, a barbecue grill and a garden, perfect for relaxing after a day exploring the island.

Best Anguilla holiday rentals with a balcony

Turtle's Nest Beach Resort - Anguilla
9.3 472 reviews

Turtle's Nest Beach Resort

resort, Meads Bay
Turtle's Nest Beach Resort is located directly on Meads Bay beach, a short distance from both Saint Martin and Sint Maarten Airport via Ferry. The resort has consistently received excellent ratings for location, cleanliness, and overall user experience.
The resort offers a range of spacious apartments, each with a fully equipped kitchen and living area. Guests can enjoy a refreshing dip in the oceanfront pool, relax on the beach with complimentary towels, chairs, and umbrellas, and take advantage of the daily rum punch served by the pool or on the beach.
Jenna Ville Estate - Anguilla
9.9 9 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
J's Place - Anguilla
8.5 2 reviews

J's Place

apartment, East End Village
This apartment in East End Village is located 7.2 kilometres from Shoal Bay beach and 8 kilometres from Anguilla Airport, offering a peaceful retreat with complimentary private parking and a private balcony.
This spacious flat accommodates up to seven guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, and access to a swimming pool, with check-out between 08:00 and 11:00 AM.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

house, The Valley
This Valley holiday home, situated 6km from Anguilla Airport and 13km from Shoal Bay, offers convenient access to key attractions.
The 232 square metre property boasts one bedroom, two bathrooms, and sleeps eleven guests, featuring a private pool, Jacuzzi, garden, and fully equipped kitchen with appliances including a dishwasher and washing machine.
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