Holiday Rentals in Anguilla

561 available vacation rental offers

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Anguilla holiday rentals
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Anguilla holiday rentals: compare the best deals

Best family friendly Anguilla holiday rentals

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

Beach Home In Paradise - Serenity - Anguilla
10 8 reviews
Anguilla
07/20 – 07/26
HK$1852/nighttotal: HK$11112 (6 )

Beach Home In Paradise - Serenity

2 4
apartment , Blowing Point
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.
Hibiscus Cottage : One Bedroom Studio Apartment - Anguilla
10 51 reviews
Anguilla
06/27 – 07/04
HK$1053/nighttotal: HK$7371 (7 )

Hibiscus Cottage : One Bedroom Studio Apartment

1 2
apartment , Island Harbour
This apartment is located in a peaceful neighbourhood just 1 kilometre from the bustling waterfront of Island Harbour, with its cafes and restaurants. It is a short walk from the historic lighthouse and the vibrant market square.
The apartment can comfortably accommodate 2 guests and features a well-equipped kitchen, air conditioning, and parking. Guests can enjoy free Wi-Fi and the convenience of being able to bring their pets.
Seaside House In Shoal Bay - Anguilla
10 79 reviews
Anguilla
10/09 – 10/12
HK$2863/nighttotal: HK$8589 (3 )

Seaside House In Shoal Bay

2 1
apartment , Village de Shoal Bay
Shoal Bay Cottage is situated in Shoal Bay Village, Anguilla, just a 0.5 kilometre stroll from the renowned Shoal Bay East beach.
This two-bedroom, two-bathroom cottage sleeps up to four guests and boasts a spacious garden, direct beach access, and modern amenities, making it an ideal choice for families or groups seeking a comfortable and relaxing stay.
Sandcastle Villa - Anguilla
10 26 reviews
Anguilla
10/29 – 11/03
HK$40213/nighttotal: HK$201065 (5 )

Sandcastle Villa

5 7
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.

Best Anguilla holiday rentals with a pool

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

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 69 reviews
Anguilla
10/09 – 10/12
HK$3440/nighttotal: HK$10320 (3 )

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

1 1
house , Island Harbour
This oceanfront villa is located in Island Harbour, just 5km from Shoal Bay and within walking distance of bars and restaurants. It has excellent user, location, and cleanliness ratings.
The villa is a 2-bedroom, 2-bathroom property that can accommodate up to 6 guests. It includes a private pool, Jacuzzi, and outdoor shower, along with two kayaks and two paddle boards for exploring the surrounding waters.
Very Private Ocean Front Villa, Shoal Bay Closeby - Anguilla
10 29 reviews
Anguilla
08/01 – 08/08
HK$9153/nighttotal: HK$64071 (7 )

Very Private Ocean Front Villa, Shoal Bay Closeby

1 3
house , Island Harbour
This villa is situated on the oceanfront in Island Harbour, Anguilla, with 5 beaches, including the famous Shoal Bay, within a 2-12 minute drive. The property has received excellent user, location, and cleanliness ratings.
The house is a two-bedroom, two-bathroom property that can accommodate up to four guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a fully equipped kitchen, and a selection of beach equipment.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
12/26 – 01/02
HK$21202/nighttotal: HK$148414 (7 )

Sleeps 11, Kids Lounge, 5,000 Sqft

4 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.
Spectacular Oceanview Luxury 5 Bdr Samaji Villa - Anguilla
9.7 6 reviews
Anguilla
10/29 – 11/03
HK$11952/nighttotal: HK$59760 (5 )

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

5 7
house , Island Harbour
Samaji Villa is situated in Island Harbour, a charming fishing village on Anguilla, just a short walk from the beach, shops, restaurants and bars. This property enjoys excellent ratings for location, cleanliness and overall user experience.
The villa offers five bedrooms and three bathrooms, comfortably accommodating up to ten guests. Guests can enjoy a private pool, garden, and a fully equipped kitchen with modern appliances, as well as air conditioning and Wi-Fi throughout the property.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    Shoal Bay East, consistently ranked among the world's best beaches, is a must. Then there's Meads Bay, known for its calm waters and upscale resorts. For a historical perspective, visit the Wallblake House, a beautifully preserved Georgian mansion. And don't miss the dramatic cliffs and secluded coves of Little Bay.
  • What are the best Airbnb and vacation rentals in Anguilla?

  • What are the typical activities to do in Anguilla?

    Relaxing on Anguilla's stunning beaches is a top activity. Watersports like snorkelling, diving, and kayaking are popular, especially around Sandy Island and Prickly Pear Cays. Exploring the island by car or scooter offers scenic drives. Fine dining and sunset cocktails are also significant parts of the Anguilla experience.
  • 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 trade winds generally make the northern parts of the island, particularly areas like Shoal Bay, feel slightly cooler and less humid than the southern areas.
  • What are the best vacation rentals with a pool in Anguilla?

  • What airport options are there for reaching Anguilla?

    The Clayton J. Lloyd International Airport (AXA) is Anguilla's only airport, serving both regional and international flights. Many travellers connect through San Juan (SJU) in Puerto Rico, or Antigua (ANU).
  • 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 some roads are narrow and winding, especially in the more rural areas. Remember to drive on the left-hand side of the road. Rental cars are readily available, but scooters are also popular for exploring the island.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • What currency is used in Anguilla?

    The East Caribbean dollar (EC$) is the official currency. However, US dollars are widely accepted throughout the island.
  • What are the top festivals to experience in Anguilla?

    Anguilla's Summer Festival, usually held in July and August, is a major event featuring music, dance, and cultural performances. The Anguilla Carnival is another vibrant celebration, typically in August, with parades and street parties.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, often grilled or prepared in a delicious curry. Conch is another popular seafood option. For a taste of Anguillan cuisine, sample the johnnycakes, a type of fried bread, and the various stews and rice dishes.
  • What emergency numbers should you know in case of a medical or security issue in Anguilla?

    For medical emergencies, dial 911. For police assistance, contact the Royal Anguilla Police Force.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is a relaxed island, but it's polite to dress respectfully when visiting churches or other formal places. Tipping is customary in restaurants and for service staff. Remember to respect the local environment and wildlife.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider staying in the areas of Shoal Bay East or Meads Bay, offering a mix of beautiful beaches, restaurants, and activities. Alternatively, exploring the quieter areas of the island such as Island Harbour offers a more secluded experience.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be spent on Shoal Bay East, enjoying the beach and nearby restaurants. Alternatively, a stay near Meads Bay would give easy access to upscale resorts and dining options.
  • What are the top shopping destinations in Anguilla?

    The Blowing Point Ferry Terminal area has a collection of shops selling souvenirs, local crafts, and duty-free goods. Many boutiques and art galleries can be found in the areas of The Valley and near the beaches.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the rugged coastline around the island's eastern end. Visit the secluded coves and beaches accessible only by boat, such as Little Bay. Take a hike to explore the island's interior and discover hidden viewpoints.

Best Anguilla holiday rentals with parking

Moonlight Cottage - Anguilla
10 4 reviews
Anguilla
08/22 – 08/26
HK$1223/nighttotal: HK$4892 (4 )

Moonlight Cottage

1 2
apartment , East End Village
Moonlight Cottage is situated in East End Village, a peaceful area on the island, just 15 miles from Shoal Bay and 6.2 miles from Anguilla Airport. The apartment has received very good ratings for its cleanliness, location and overall experience.
This one-bedroom apartment comfortably sleeps two guests. The cottage comes with a fully equipped kitchen, air conditioning, a private balcony with sea views, and secure parking.
Sienna At Bayview Homes - Anguilla
9.5 17 reviews
Anguilla
07/20 – 07/26
HK$2120/nighttotal: HK$12720 (6 )

Sienna At Bayview Homes

2 4
apartment , Shoal Bay
Sienna, a spacious Shoal Bay apartment, offers a 2800 sq ft (approx. 260 sq m) layout perfect for families or groups, boasting two bedrooms, two bathrooms, and three balconies.
This self-catering property includes a fully equipped kitchen, in-unit laundry, garage parking, a smart TV, Wi-Fi, and is within easy reach of Shoal Bay's beach and local attractions.
Tropix Getaway - Rental Car Available - Anguilla
9.2 74 reviews
Anguilla
07/20 – 07/26
HK$1474/nighttotal: HK$8844 (6 )

Tropix Getaway - Rental Car Available

2 4
apartment , Crocus Hill
The Tropix Getaway apartment is located in Crocus Hill, just 5km from Crocus Bay Beach and 14km from Shoal Bay. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms, one bathroom, and a floor area of 5 square metres, comfortably accommodating up to 7 guests. Guests can enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and a terrace with sea views.
Brookland Island View Middle Floor Fantastic Views - Anguilla
10 20 reviews
Anguilla
08/01 – 08/08
HK$2216/nighttotal: HK$15512 (7 )

Brookland Island View Middle Floor Fantastic Views

1 3
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

Ceblue Villas - Anguilla
9.2 13 reviews
Anguilla
12/26 – 01/02
HK$44205/nighttotal: HK$309435 (7 )

Ceblue Villas

3 6
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.
Deany's Uptop Luxury Suite - Anguilla
9.0 33 reviews
Anguilla
10/09 – 10/12
HK$1106/nighttotal: HK$3318 (3 )

Deany's Uptop Luxury Suite

1 1
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.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 407 reviews
Anguilla
12/26 – 01/02
HK$61303/nighttotal: HK$429121 (7 )

Aurora Anguilla Resort & Golf Club

2 6
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.
Island Paradise Apartments - Anguilla
9.8 4 reviews
Anguilla
08/22 – 08/26
HK$1688/nighttotal: HK$6752 (4 )

Island Paradise Apartments

2 2
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.
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