Compare Vacation Rentals & Airbnb in Anguilla

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Anguilla vacation rentals
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769 Rentals and Airbnb in Anguilla

Best family friendly Anguilla vacation rentals

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

Waters Edge Villa - Anguilla
9.6 7 reviews

Waters Edge Villa

apartment
This five-bedroom villa in Pelican Bay is just a short walk from Blowing Point Beach and close to the ferry and restaurants, making it an ideal location for exploring the island. The property has consistently received very good ratings for location, cleanliness, and overall user experience.
The spacious villa, spanning 465 square metres, comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a private pool and terrace, a separate guest cottage, and modern amenities including smart TVs, air conditioning, and Wi-Fi, ensuring a comfortable and enjoyable stay.
Fortune Estate (Car Rental Available) - Anguilla
10 64 reviews

Fortune Estate (Car Rental Available)

apartment
This modern apartment is located in Mount Fortune, a 5-minute drive from grocery stores, Island Harbour beach, and restaurants, with Shoal Bay beach just 10 minutes away. It has received excellent ratings for its location, cleanliness, and user experience.
The property is a one-bedroom, one-bathroom flat that can comfortably accommodate up to three guests. It offers a fully equipped kitchen, air conditioning, a garden, a fitness centre, parking, and access to a range of amenities like a washer and dryer, a 40-inch TV, cable, and internet.
Home & Apartment At Lions Rock - Anguilla
10 3 reviews

Home & Apartment At Lions Rock

apartment
This apartment is located on the highest point of Lions Rock in Anguilla, offering stunning panoramic views of the island and the surrounding sea. The property is just a short walk from the beach and a short drive to the island's 30 beaches. This property has received excellent ratings for user experience, location, and cleanliness.
The apartment is ideal for families and groups, accommodating up to 12 guests. It boasts a private pool, a garden, and parking, as well as a fully equipped kitchen with a fridge, freezer, and microwave. Enjoy the fresh breeze and the breathtaking views from the balcony, perfect for a relaxing holiday.
Native Vybz 1 - Cab & Car Rental - Anguilla
9.7 28 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 vacation rentals with a pool

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

Malliouhana Resort Anguilla - Anguilla
9.6 107 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.
Pied A Terre Overlooking The Ocean - Anguilla
9.5 19 reviews

Pied A Terre Overlooking The Ocean

apartment
This one-bedroom flat in Sandy Ground, Lower South Hill, offers stunning views of the Atlantic Ocean and is just a short walk from the beach. It has received excellent ratings for location, cleanliness, and overall experience.
The flat is ideal for couples and comes equipped with a kitchen, air conditioning, and a private balcony. Guests can enjoy the on-site swimming pool, barbecue facilities, and access to beach chairs and towels.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 268 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.
Dolphins Villa - Anguilla
No reviews

Dolphins Villa

apartment
This four-bedroom apartment is located just a short walk from the bustling town centre and a scenic 1 km stroll from the beautiful Sandy Hill Bay beach. The area is known for its tranquil atmosphere and proximity to local attractions.
The apartment has four bathrooms and comfortably sleeps eight guests. It features a fully equipped kitchen, air conditioning, a swimming pool, and parking. Enjoy the peace and quiet of your private space while having easy access to the beach, shops, restaurants, and other activities.

Frequently Asked Questions about vacation 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-era mansion. And don't forget the breathtaking views from Crocus Bay.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Grand Ocean Suite - 2 Bedroom and Blue Dream Apartments are the most popular Airbnb and vacation rentals in Anguilla among travelers.

  • What are the typical activities to do in Anguilla?

    Relaxing on Anguilla's stunning beaches is a given. Water sports like snorkeling, diving, and kitesurfing are popular. Exploring the island by car or scooter offers amazing coastal views. You can also enjoy fine dining at some of the Caribbean's top restaurants.
  • 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. However, the trade winds tend to make the northern areas, like Shoal Bay, feel slightly cooler and less humid than the southern parts of the island.
  • 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, receiving flights primarily from regional hubs in the Caribbean and the US. You'll likely need a connecting flight.
  • 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 the roads can be narrow in some areas, especially in the older sections of the island. Be mindful of driving on the left side of the road and pay attention to the smaller, less-traveled roads.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

    The best vacation rentals or Airbnb with a jacuzzi in Anguilla are Maho Beach House - Grand Ocean Suite - 2 Bedroom, Blue Dream Apartments and The Villas On Great Bay - Villa Lavinia #9.

  • 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 late July and early August, is a major event featuring music, dance, and competitions. The Anguilla National Trust also hosts various events throughout the year focusing on conservation and island culture.
  • What is the best time of year to visit Anguilla?

    Anguilla enjoys pleasant weather year-round. The best time to visit is typically during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds. Hurricane season runs from June to November.
  • What are some local dishes to try in Anguilla?

    Try the fresh lobster, a local specialty. You should also sample the conch prepared in various ways, and don't miss the local fish dishes, often prepared with fresh herbs and spices. Many restaurants offer traditional Anguillian cuisine.
  • 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 264-497-2333.
  • What etiquette tips are important when visiting Anguilla?

    Anguillians are known for their warmth and friendliness. A simple 'hello' and a smile go a long way. Respect local customs and traditions, and be mindful of the environment.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider basing yourself in the areas around Shoal Bay East or Meads Bay. These locations offer a range of accommodation options, beautiful beaches, and easy access to restaurants and activities.
  • What are the best areas to spend a weekend in Anguilla?

    For a weekend trip, focus on one or two key areas. Shoal Bay East or Meads Bay are excellent choices for their stunning beaches and proximity to restaurants. Alternatively, explore the more secluded areas of the island for a quieter getaway.
  • What are the top shopping destinations in Anguilla?

    The Blowing Point Ferry Terminal area has several shops offering souvenirs, clothing, and local crafts. Many resorts also have boutiques offering a range of goods.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's interior by car or scooter, discovering hidden coves and beaches. Visit Little Bay, a secluded beach only accessible by boat or a somewhat challenging hike. Also consider exploring the island's various historical sites and nature trails.

Best Anguilla vacation rentals with parking

Island Paradise - Anguilla
10 1 review

Island Paradise

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.
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.
Modern 1 Bedroom Apartment  5 Mns From The Beach - Anguilla
10 5 reviews

Modern 1 Bedroom Apartment 5 Mns From The Beach

apartment
This Long Pond, Anguilla apartment, perfect for a family of two, offers a peaceful retreat with excellent user ratings for cleanliness and location; further details on proximity to beaches and attractions are needed to confirm precise distances.
The one-bedroom, one-bathroom flat includes a fridge and microwave, parking, and internet access; additional information regarding the apartment's size, interior design, and nearby activities is required for a comprehensive description.
Sea Breeze Villa - Anguilla
9.7 54 reviews

Sea Breeze Villa

apartment
This one-bedroom house is situated in the peaceful Sea Feathers neighbourhood, just a short walk from Sandy Hill Beach and a short drive from restaurants, beaches, grocery stores, and attractions. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house has two sofas and a queen-size air mattress, making it suitable for up to four guests. Amenities include air conditioning, a garden, two parking spaces, a kitchen with a fridge and microwave, and two outdoor patios offering a shady spot and ocean views.

Best Anguilla vacation rentals with a balcony

Coconut Haven - Anguilla
10 1 review

Coconut Haven

apartment, East End Village
This Anguilla flat, Coconut Haven, is located in East End Village, 6.9 kilometres from Shoal Bay and 8 kilometres from Anguilla Airport, offering convenient access to both.
This apartment provides air conditioning, WiFi, a fully equipped kitchen, private parking, and garden views, with a capacity for three guests and a check-out between 08:00 AM and 11:00 AM.
Exclusive Riviera Retreat Near Pampelonne Beach - Anguilla
No reviews

Exclusive Riviera Retreat Near Pampelonne Beach

apartment, Mount Fortune
This exclusive Riviera Retreat offers sea views in Mount Fortune, situated 6.3 kilometres from Shoal Bay and 8 kilometres from Clayton J. Lloyd International Airport.
This spacious 400 square metre residence accommodates up to 23 guests with 6 bedrooms and 7 bathrooms, featuring a fully equipped kitchen, on-site swimming pool, fitness centre, bar, and private beach access.
Turtle's Nest Beach Resort - Anguilla
9.3 595 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.
Gumbsie Villas - Anguilla
No reviews

Gumbsie Villas

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.
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