Vacation Rentals in Anguilla

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Anguilla holiday rentals
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769 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

Among the 769 accommodations in Anguilla, here are the 4 best family friendly rentals

Sandcastle Villa - Anguilla
10 32 reviews

Sandcastle Villa

house, Crocus Hill
Sandcastle Beach House is situated in The Valley, just a short distance from Crocus Bay Beach and Shoal Bay, offering a tranquil escape in a prime location. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious villa features four bedrooms, making it ideal for families or groups of friends. The property offers a range of amenities, including a private pool and hot tub, a well-equipped kitchen, daily room service, and a host of activities like cycling, fishing, and snorkeling.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 267 reviews

Aurora Anguilla Resort & Golf Club

resort, Rendezvous Beach
The Aurora Anguilla Resort & Golf Club is situated on the beach in Anguilla, just a short drive from Blowing Point and Ferry Terminal and Anguilla Clayton J. Lloyd Airport. It has consistently received excellent ratings for its cleanliness and location, ensuring a comfortable and enjoyable stay.
The resort offers a range of accommodation options, including spacious suites with cable TV and Bose music systems. There are also a variety of amenities and activities available, such as a spa, gym, tennis courts, and multiple dining options, making it an ideal choice for families and couples seeking a relaxing and luxurious getaway.
Malliouhana Resort Anguilla - Anguilla
9.6 106 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.
Breezee - Anguilla
9.3 8 reviews

Breezee

apartment, Long Path
This two-bedroom apartment is situated just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property can accommodate up to four guests and features a well-equipped kitchen, multiple bathrooms, and a private patio with mountain views. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the opportunity to relax in the garden and on the balcony with sea views.

Best Anguilla holiday rentals with a pool

Among the 769 accommodations in Anguilla, here are the 4 best rentals with a pool

Luxury Villa In The Farrington - Anguilla
10 1 review

Luxury Villa In The Farrington

house
This oceanfront property in The Quarter boasts direct access to the water and stunning sea views, offering a peaceful retreat ideal for families.
The four-bedroom, four-bathroom house sleeps eight guests and includes a swimming pool, fitness centre, and complimentary vehicle; all amenities are available for your use.
Lovely Villa In Iconic Little Bay Anguilla - Anguilla
10 6 reviews

Lovely Villa In Iconic Little Bay Anguilla

apartment
This three-bedroom apartment is situated on Roaches Hill in the North Side Village, a short drive from Crocus Bay and Little Bay, offering stunning views and a tranquil setting. The apartment is ideal for families or groups of up to six guests, providing a comfortable and spacious living space.
The apartment features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking. Guests can enjoy the beautiful views from the patio, relax by the pool, or explore the nearby beaches and restaurants.
Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

house
Sand Villa is a luxurious five-bedroom property situated on the secluded Long Bay Beach, just a short distance from golf courses and the best restaurants in the West End. It has consistently received excellent ratings for user experience, location, and cleanliness.
The villa offers four master suites with luxurious ensuite bathrooms and can accommodate up to twelve guests. Guests can enjoy a private heated infinity pool, hot tub, oceanfront terrace, a fully equipped kitchen, a fitness centre, and a range of activities including kayaking, paddleboarding, and fishing.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 60 reviews

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool

house, Lockrum Bay
This property is located in Blowing Point, Anguilla, just a short distance from Pelican Bay and Rendezvous Bay Beach, and close to the Blowing Point Ferry Terminal. It has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This spacious 325 square metre house offers a comfortable and well-equipped living space, perfect for families or groups. Enjoy the private pool, Jacuzzi, and terrace, along with access to a fully equipped kitchen, laundry facilities, and a range of amenities for a relaxing and enjoyable stay.

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 beautiful 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 along the island's northern coast.
  • 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 incredibly popular, from swimming and sunbathing to snorkelling, diving, kitesurfing, and windsurfing. Exploring the island by car or scooter is a great way to discover hidden gems. Boat trips to nearby islands or to secluded bays are also a must. For a more luxurious experience, consider a spa day at one of the island's many high-end resorts.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm, tropical climate year-round. However, the southern areas tend to be slightly warmer and sunnier, particularly around Shoal Bay and Maundays Bay. The northern coast can be windier.
  • 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), located on the island. It receives flights from various destinations in the Caribbean and the US.
  • 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 be aware that some roads are narrow and winding, especially in the more rural areas. Driving on the left-hand side of the road is standard. Rental cars are readily available, but it's advisable to book in advance, particularly during peak season.
  • 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 East Caribbean dollar (EC$), but US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's Summer Festival is a major event, typically running for several weeks in July and August, featuring music, dancing, and cultural celebrations. The Anguilla National Day on 30 May is another significant event, showcasing the island's culture and heritage.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the shoulder seasons (April-May and September-October), when you'll find pleasant weather and fewer crowds than during the peak winter months (December-April).
  • What are some local dishes to try in Anguilla?

    Be sure to sample Anguilla's fresh seafood, particularly lobster and conch. Try the local specialty, lobster thermidor. You'll also find delicious Caribbean staples like rice and peas, callaloo soup, and johnny cakes.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, also dial 911.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its laid-back atmosphere, but it's always courteous to be respectful of local customs. Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for services like taxis and tours.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in the areas around Shoal Bay East or Maundays Bay, giving you easy access to beautiful beaches and a range of restaurants and activities. Exploring other parts of the island from there is also very convenient.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be perfectly spent in the vicinity of Shoal Bay East. It offers a great balance of relaxation and activities, easily accessible from the airport.
  • What are the top shopping destinations in Anguilla?

    The Valley, Anguilla's capital, has a selection of shops offering local crafts, souvenirs, and duty-free goods. Many resorts also have boutiques offering high-end brands and designer items.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Venture to the island's northern coast to discover secluded beaches and dramatic cliffs, such as Little Bay and Rendezvous Bay. Explore the island's interior, discovering some of the smaller bays and less-developed areas.

Best Anguilla holiday rentals with parking

White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
This beautiful villa is located in Blowing Point Village, just 6.9 miles from Shoal Bay and 3.7 miles from Anguilla Airport, making it a convenient base for exploring the island. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The spacious villa offers 232 square metres of living space and can comfortably accommodate up to 6 guests. It features a fully equipped kitchen, a private patio with outdoor dining, a hot tub, and a swimming pool, as well as laundry services, air conditioning, and free Wi-Fi.
Sunset Serenity. - Anguilla
10 11 reviews

Sunset Serenity.

apartment
This one-bedroom apartment in The Valley, Anguilla, offers a tranquil setting and is conveniently located, though precise proximity to landmarks is unspecified.
The self-catering flat sleeps two, features a fully equipped kitchen including fridge, freezer, and microwave, plus a washing machine, dryer, air conditioning, Wi-Fi, and a private balcony; a dedicated workspace is also provided.
La Vista  Spacious 3br W/ Stunning Views - Anguilla
9.8 26 reviews

La Vista Spacious 3br W/ Stunning Views

apartment
This George Hill apartment, situated in a central location offering easy access to local amenities, provides stunning panoramic ocean and greenery views.
The three-bedroom, two-bathroom dwelling sleeps six guests and features a fully equipped kitchen (fridge, freezer, microwave), air conditioning, a garden, parking, and upper-level access via stairs.
Modern Studio - 3 Min Drive To Rendezvous Bay - Anguilla
10 32 reviews

Modern Studio - 3 Min Drive To Rendezvous Bay

apartment
This Merrivale studio apartment is located in Lower South Hill, less than 0.5km from Rendezvous Bay beach.
The self-contained unit sleeps two, features a full kitchen with washer/dryer, a private patio, free Wi-Fi, Netflix, and a workstation, ideal for those seeking a comfortable base to explore Lower South Hill.

Best Anguilla holiday rentals with a balcony

Ceblue Villas - Anguilla
9.2 13 reviews

Ceblue Villas

resort, The Valley
CeBlue Villas are located in the Crocus Bay district, just a 5-minute walk from Crocus Bay Beach and a 10-minute drive from Clayton J. Lloyd International Airport. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The villas offer modern and spacious accommodation with private balconies, and guests can enjoy a shared dipping pool, a restaurant serving delicious pizza and cocktails, and a bar with a specialty breakfast menu. The resort also provides complimentary golf cart service, a fitness centre, and a tour desk to arrange activities such as fishing, hiking, horse riding, and snorkeling.
Jared's Place - Anguilla
No reviews

Jared's Place

house, The Quarter
This holiday home is situated in The Quarter, 1.9 kilometres from Anguilla Airport and 6.4 kilometres from Shoal Bay.
This property accommodates up to eight guests across two bedrooms and two bathrooms, offering air conditioning, WiFi, and a fully equipped kitchen, with a private terrace for enjoying the surroundings.
Deany's Uptop Luxury Suite - Anguilla
9.1 37 reviews

Deany's Uptop Luxury Suite

apartment, The Valley
Deany's Uptop Luxury Suite is a one-bedroom apartment in The Valley, Anguilla, conveniently located 1.9km from Anguilla Airport and 8.2km from Shoal Bay beach.
This self-catering flat sleeps five, offering a fully equipped kitchen, free Wi-Fi, a balcony, private parking, and a washing machine; nearby attractions include the airport and the popular Shoal Bay beach.
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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