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

1 Bedroom Beachfront Apartment, Spectacular Views. - Anguilla
10 14 reviews
Anguilla
22/08 – 26/08
A$518/nighttotal: A$2072 (4 )

1 Bedroom Beachfront Apartment, Spectacular Views.

1 2
apartment , Anguilla
Coralito Bay Suites & Villas is situated on a protected bay, just ten minutes from both the airport and the Blowing Point ferry port, offering a tranquil escape from the hustle and bustle. The property enjoys excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This one-bedroom suite, accommodating up to two guests, features a modern kitchen with a breakfast bar and living spaces with a beach theme. The apartment offers a range of amenities including queen-size beds, private bathrooms with showers, WiFi, air conditioning, beach loungers, parasols, and a complimentary pedal boat for exploring the bay.
Sandcastle Villa - Anguilla
10 26 reviews
Anguilla
22/08 – 28/08
A$3862/nighttotal: A$23172 (6 )

Sandcastle Villa

4 2
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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
A$417/nighttotal: A$1251 (3 )

White Sands Anguilla Sand Unit

1 1
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.
Fortune Rise. Car Rental Available - Anguilla
10 50 reviews
Anguilla
20/07 – 26/07
A$319/nighttotal: A$1914 (6 )

Fortune Rise. Car Rental Available

2 4
house , Mount Fortune
This charming house is situated in East End Village, just a short distance from popular beaches like Savanna Bay and Sile Bay, making it ideal for exploring the island's stunning coastline. The house has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The property features two bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy modern amenities like a fully equipped kitchen, air conditioning, a private garden, and a fitness centre, making it perfect for a relaxing and enjoyable vacation.

Best Anguilla holiday rentals with a pool

Among the 561 accommodations in Anguilla, here are the 3 best rentals with a pool

Beach Front Villa With Swimming Pool - Anguilla
9.4 17 reviews
Anguilla
26/12 – 02/01
A$1269/nighttotal: A$8883 (7 )

Beach Front Villa With Swimming Pool

1 6
apartment , Seafeathers
This beachfront property is located in Seafeathers, just 2.4 kilometres from the nearest grocery store and conveniently close to all island activities. It has excellent user, location, and cleanliness ratings.
The three-bedroom apartment can accommodate up to eight guests and offers a spacious living area, a fully equipped kitchen, and a large dining room table. Guests can enjoy private beach access, an infinity pool, a fenced garden, a fitness centre, and a range of amenities including a ping pong table, a mini pool table, and a gas grill.
Odyssey - Kamique - Anguilla
10 1 review
Anguilla
20/07 – 26/07
A$10585/nighttotal: A$63510 (6 )

Odyssey - Kamique

1 4
house , Little Harbour
Odyssey-Kamique, a luxurious four-bedroom villa in Anguilla's Little Harbour, boasts stunning views and is situated on the South Shore, close to a private beach and within easy reach of Sandy Ground, the CuisinArt Golf Course and Spa.
This wheelchair-accessible property offers a private beach with sun loungers, an infinity pool, daily concierge services, and sleeps eight guests, featuring modern interiors with a fully equipped kitchen including a microwave and dishwasher.
4-bed Villa Pool Parking - Anguilla
10 1 review
Anguilla
27/06 – 04/07
A$1932/nighttotal: A$13524 (7 )

4-bed Villa Pool Parking

4 2
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.

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

Cozy Coconut - Anguilla
10 4 reviews
Anguilla
21/07 – 30/07
A$163/nighttotal: A$1467 (9 )

Cozy Coconut

1 2
apartment , East End Village
Cozy Coconut, a one-bedroom apartment in East End Village, Anguilla, is situated 7km from Anguilla Airport and 7km from Shoal Bay beach.
This 74 square metre self-catering flat offers air conditioning, free Wi-Fi, private parking, and sleeps up to three guests.
Island Paradise - Anguilla
Anguilla
22/08 – 26/08
A$333/nighttotal: A$1332 (4 )

Island Paradise

2 2
apartment , The Valley
Island Paradise is located in The Valley, just 2.4 kilometres from Anguilla Airport and a short walk from Crocus Bay Beach.
This two-bedroom apartment offers comfortable accommodation for up to seven guests, with amenities including a private garden, terrace, and free parking.
Deany's Uptop Luxury Suite - Anguilla
9.0 33 reviews
Anguilla
22/08 – 26/08
A$247/nighttotal: A$988 (4 )

Deany's Uptop Luxury Suite

1 2
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.
Brookland Island View Middle Floor Fantastic Views - Anguilla
10 20 reviews
Anguilla
26/12 – 02/01
A$653/nighttotal: A$4571 (7 )

Brookland Island View Middle Floor Fantastic Views

1 6
apartment , Crocus Hill
This three-bedroom apartment is located in Crocus Bay, just a short 1km walk from the beach, Davida's Restaurant, and Bayside Grill. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is spacious and fully furnished, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, air conditioning, a garden, free parking, and a laundry room with a washer and dryer.

Best Anguilla holiday rentals with a balcony

Aurora Anguilla Resort & Golf Club - Anguilla
9.5 407 reviews
Anguilla
29/06 – 29/07
A$1613/nighttotal: A$48390 (30 )

Aurora Anguilla Resort & Golf Club

1 2
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.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
09/10 – 12/10
A$431/nighttotal: A$1293 (3 )

White Sands Anguilla - Sea

3 1
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.
Cap Juluca, A Belmond Hotel, Anguilla - Anguilla
9.5 236 reviews
Anguilla
01/08 – 08/08
A$3611/nighttotal: A$25277 (7 )

Cap Juluca, A Belmond Hotel, Anguilla

1 3
resort , West End Village
Cap Juluca, A Belmond Hotel, Anguilla, is located in Maundays Bay, a short distance from West End Village and around 8 miles from Anguilla Airport. The hotel has received excellent ratings for its location, cleanliness and overall experience.
The hotel has a unique Greco-Moorish architectural style, giving it a distinct and elegant feel. It offers a range of amenities and activities, including a private beach, complimentary watersports, a spa, a restaurant, a tennis court, and a fitness centre.
Jared's Place - Anguilla
Anguilla
25/12 – 02/01
A$491/nighttotal: A$3928 (8 )

Jared's Place

2 4
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.
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