Vacation Rentals in Anguilla

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Anguilla holiday rentals
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561 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

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

Island Paradise Apartments - Anguilla
9.7 4 reviews
Anguilla
01/09 – 04/09
A$336/nighttotal: A$1008 (3 )

Island Paradise Apartments

2 4
apartment , The Valley
Island Paradise Apartments is located in The Valley, a short 6.4 kilometre drive from Shoal Bay.
This two-bedroom apartment, ideal for families, offers a private terrace, a fully equipped kitchen and a garden, perfect for relaxing after a day exploring the island.
Syl Apartment – Modern Cozy Getaway W/ Car Rental - Anguilla
9.8 23 reviews
Anguilla
22/08 – 26/08
A$191/nighttotal: A$764 (4 )

Syl Apartment – Modern Cozy Getaway W/ Car Rental

1 2
apartment , The Valley
This one-bedroom flat is perfectly located in AI, just a short walk from the bustling city centre and its many attractions. The apartment has received excellent ratings for its cleanliness, location, and overall comfort, ensuring a pleasant stay.
The flat comfortably accommodates two guests and features a well-equipped kitchen with a fridge and microwave oven. You can enjoy the air conditioning, garden, and parking, as well as the added convenience of a washing machine and dryer, two smart TVs, and a secure environment with exterior cameras.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
09/12 – 17/12
A$2199/nighttotal: A$17592 (8 )

Sleeps 11, Kids Lounge, 5,000 Sqft

1 6
house , Village de Shoal Bay
Villa Okeanos is located just 150 metres above the sea rocks in Shoal Bay East, Anguilla, a short distance from the world-renowned beach. The property has excellent user, location and cleanliness ratings.
This four-bedroom, three-bathroom villa can accommodate up to 10 guests. The property features an infinity pool, BBQ grill, outdoor dining area, a bar under a covered patio, and a dedicated Kids Lounge.
Luxe Villa W/ Beach + Pickle Ball - Anguilla
10 5 reviews
Anguilla
09/12 – 17/12
A$9870/nighttotal: A$78960 (8 )

Luxe Villa W/ Beach + Pickle Ball

1 6
apartment , West End Bay
Kandara Villa, a luxurious eight-bedroom property on Anguilla's West End tip, boasts exceptional privacy and direct access to a secluded cove perfect for snorkelling.
This over 930 square metre (10,000 sq ft) villa offers eight suites, nine bathrooms, and can accommodate up to sixteen guests, featuring a heated infinity pool, spa, gym, pickleball court, and dedicated staff including a concierge and butlers.

Best Anguilla holiday rentals with a pool

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

We Offer Something New  And Crisp - Anguilla
9.5 71 reviews
Anguilla
29/06 – 29/07
A$91/nighttotal: A$2730 (30 )

We Offer Something New And Crisp

1 2
apartment , South Hill
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.
Sea Whisper - Anguilla
10 9 reviews
Anguilla
08/07 – 29/07
A$285/nighttotal: A$5985 (21 )

Sea Whisper

1 2
apartment , Sandy Hill Beach
This apartment in Sandy Hill Beach offers a peaceful retreat within 500 meters of local attractions.
This one-bedroom, one-bathroom flat accommodates up to three guests and features air conditioning, a kitchen, internet, a swimming pool, and parking, ideal for a relaxing seaside break.
J's Place - Anguilla
8.5 2 reviews
Anguilla
21/06 – 30/06
A$291/nighttotal: A$2619 (9 )

J's Place

2 2
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.
A4 Sea Side View - Anguilla
10 4 reviews
Anguilla
25/12 – 02/01
A$386/nighttotal: A$3088 (8 )

A4 Sea Side View

1 4
apartment , The Valley
B6 is a one-bedroom flat located in Sandy Hill, just 0.3km from a beautiful beach perfect for snorkelling and sailing, in a peaceful setting. This apartment has received excellent ratings for its location, cleanliness, and overall experience.
The flat is designed for two guests and features a private sundeck patio with stunning views of the surrounding area. It offers a range of amenities including a kitchen, air conditioning, a swimming pool, parking, and internet access, as well as easy access to the shops, restaurants, and attractions of The Valley.

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

Breezee - Anguilla
9.3 8 reviews
Anguilla
09/10 – 12/10
A$273/nighttotal: A$819 (3 )

Breezee

2 1
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.
Gumbsie Villas - Anguilla
Anguilla
04/01 – 04/02
A$864/nighttotal: A$26784 (31 )

Gumbsie Villas

1 2
apartment , The Valley
This Gumbsie Villas apartment is situated in The Valley, 4.19 kilometres from Shoal Bay and 5.95 kilometres from Anguilla Airport.
This one-bedroom flat offers air conditioning, a fully equipped kitchen, complimentary private parking, and free high-speed Wi-Fi, with direct access to a terrace boasting garden views.
Malliouhana Resort Anguilla - Anguilla
9.4 175 reviews
Anguilla
08/07 – 29/07
A$4708/nighttotal: A$98868 (21 )

Malliouhana Resort Anguilla

2 2
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.
Jenna Ville Estate - Anguilla
9.9 9 reviews
Anguilla
09/10 – 12/10
A$261/nighttotal: A$783 (3 )

Jenna Ville Estate

1 1
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.

Best Anguilla holiday rentals with a balcony

Tranquility Beach Anguilla Resort - Anguilla
9.9 224 reviews
Anguilla
09/12 – 17/12
A$1490/nighttotal: A$11920 (8 )

Tranquility Beach Anguilla Resort

1 2
hotel , Meads Bay
Tranquility Beach Anguilla Resort is located in Meads Bay, just steps from the beach and a short drive from Shoal Bay. The resort has consistently received excellent ratings for its location, cleanliness, and overall experience.
The hotel offers a range of accommodation options, each featuring a private hot tub for ultimate relaxation. Guests can enjoy amenities such as a swimming pool, fitness centre, spa, and on-site activities like karaoke and bike rentals.
Luxury Villa - Anguilla
Anguilla
01/09 – 04/09
A$7045/nighttotal: A$21135 (3 )

Luxury Villa

1 4
house , George Hill
This luxurious villa is located in George Hill, Anguilla, approximately 5 kilometres from Anguilla Airport.
The 610 square metre property boasts ten bathrooms, sleeps 39 guests, and includes a private pool, terrace, fully equipped kitchen, free Wi-Fi, and free private parking.
Jamies Apartments - Anguilla
Anguilla
08/07 – 29/07
A$414/nighttotal: A$8694 (21 )

Jamies Apartments

2 2
apartment , Island Harbour
This Jamies Apartments flat is located in Island Harbour, 2.9 kilometres from Shoal Bay Beach and 3.0 kilometres from Shoal Bay, with Anguilla Airport 9.0 kilometres away.
This pet-friendly apartment sleeps up to nine guests and offers two bedrooms, a bathroom, air conditioning, a kitchen, a terrace, and complimentary WiFi and private parking.
Coralito Bay Suites & Villas - Anguilla
9.8 90 reviews
Anguilla
05/12 – 12/12
A$426/nighttotal: A$2982 (7 )

Coralito Bay Suites & Villas

1 2
studio , The Valley
Coralito Bay Suites & Villas is located in The Valley, just a short distance from Anguilla Airport and Shoal Bay, making it an ideal base for exploring the island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
This studio apartment offers a private patio for enjoying the Caribbean Sea views. Guests can benefit from modern amenities, such as air conditioning, a flat-screen TV, and free Wi-Fi, as well as the opportunity to snorkel in the surrounding waters.
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