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

Turtles Nest Beach Resort  -  Direct Beach Access 2 Bedroom Condo - Anguilla
9.9 27 reviews

Turtles Nest Beach Resort - Direct Beach Access 2 Bedroom Condo

apartment
This two-bedroom apartment is situated in Meads Bay, the most iconic beach in Anguilla, just a short walk from a supermarket and dining options.
The property boasts a fully equipped kitchen, a spacious living area, air conditioning, a private garden, a swimming pool, and parking, ideal for a family of four.
Sea Whisper - Anguilla
10 10 reviews

Sea Whisper

apartment
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.
Moonlight Cottage Welcomes You - Anguilla
10 11 reviews

Moonlight Cottage Welcomes You

apartment
Moonlight Cottage is a one-bedroom apartment situated in the fishing village of Island Harbour, just a short distance from the main town centre and the picturesque harbour. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The self-catering apartment can accommodate two guests and features a fully equipped kitchen, a queen-sized bed, and air conditioning. Guests can enjoy a private garden, and the rental company offers additional conveniences such as temporary driver's licenses and delivery services.
Native Vybz 3- Cab & Car Rentals - Anguilla
9.5 42 reviews

Native Vybz 3- Cab & Car Rentals

apartment
This apartment is located just a short distance from the Four Seasons Grounds, tucked away behind the Island Treasures souvenir shop, offering a peaceful retreat from the hustle and bustle. The property has received excellent ratings for its cleanliness, location and overall experience.
This charming flat can comfortably accommodate up to four guests and features a well-equipped kitchen, air conditioning, a garden and parking. Enjoy the convenience of internet access, a local owner who can offer insights into the island's culture, and the option to bring your furry friend along.

Best Anguilla vacation rentals with a pool

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

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.
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.
Villa Nirvana - Anguilla
9.8 30 reviews

Villa Nirvana

house
This luxurious villa is located on Seafarer's Ridge in Anguilla, offering stunning views and a private setting just a short distance from the island's best beaches. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The spacious villa has four bedrooms and four bathrooms, comfortably accommodating up to eight guests. A fully equipped gym, a private swimming pool and Jacuzzi, and a large garden with an outdoor dining area provide plenty of opportunities for relaxation and entertainment.
Beachfront Villa Duet - A Lux Pair In Paradise. - Anguilla
10 1 review

Beachfront Villa Duet - A Lux Pair In Paradise.

apartment
This beachfront property, near Meads Bay in Long Bay Village, Anguilla, offers private beach access and stunning ocean views.
The five-bedroom, six-bathroom villa, comprising a main house and casita, sleeps fourteen guests and boasts a private pool, terrace, and rooftop terrace, alongside modern amenities.

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

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.
Deany's Uptop Luxury Suite 6 - Anguilla
10 15 reviews

Deany's Uptop Luxury Suite 6

apartment
Deany's UpTop Suite is a centrally located one-bedroom apartment in The Valley, Anguilla, within walking distance of supermarkets, a bakery, and IWAS bar, and a short drive (approximately 2.4km) from Sandy Ground Bay and Tasty's restaurant.
This self-catering flat offers a queen-size bed, smart TV, en-suite bathroom, in-suite laundry facilities, two private porches with island and St Martin views, private parking, and accommodates two guests.
Altamer Villas - Entire Estate - Anguilla
9.9 14 reviews

Altamer Villas - Entire Estate

house
Altamer Resort is situated in West End Village, just a short distance from Barnes Bay, Anguilla Arch, and Meads Bay Pond, offering a peaceful escape in a tranquil setting. The resort has received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The resort comprises five individual villas, each boasting a spacious 1115 square metres of floor area. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness centre, and direct beach access, as well as a restaurant, spa, and concierge service.
Ocean View 1 (View From Every Rm) - Anguilla
9.7 25 reviews

Ocean View 1 (View From Every Rm)

house
This Island Harbour villa, situated a short 1.6-3.2km drive from Island Harbour's seafront and 11-16km from Shoal Bay East, offers convenient access to supermarkets and the renowned Scilly Cay restaurant.
The 186-square-metre property boasts two bedrooms, two bathrooms, and sleeps four, featuring a fully equipped kitchen, air conditioning, Wi-Fi, two TVs (one a Roku smart TV), a DVD player, a whole-house generator, hurricane shutters, and panoramic ocean views; ham radio enthusiasts will appreciate its excellent location.

Best Anguilla vacation rentals with a balcony

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.
Thrush Nest View Studio Apartment - Anguilla
9.6 26 reviews

Thrush Nest View Studio Apartment

studio, The Valley
Thrush Nest View Studio is situated in The Valley, Anguilla, 4km from Shoal Bay and 4km from Anguilla Airport, offering easy access to both beach and airport.
This self-contained apartment boasts a 72 square metre floor area, sleeping up to two guests, and includes a fully equipped kitchen, private parking, a terrace, garden, air conditioning and free Wi-Fi.
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.
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.
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