Holiday Rentals in Anguilla

769 available vacation rental offers

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Anguilla holiday rentals
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Best Holiday rentals and Airbnb offers in Anguilla

Best family friendly Anguilla holiday rentals

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

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.
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.
Delightful Island Home With 4br & Amazing Views - Anguilla
10 1 review

Delightful Island Home With 4br & Amazing Views

house
This gated villa offers a secure island retreat, conveniently situated for access to supermarkets, beaches, and restaurants within 2 kilometres, whilst maintaining a secluded atmosphere.
This 4-bedroom, 2-bathroom property accommodates up to 8 guests and features air conditioning, a garden, parking, and complimentary internet, making it an affordable option for families or groups.
1 Bedroom Beachfront Apartment, Spectacular Views. - Anguilla
10 14 reviews

1 Bedroom Beachfront Apartment, Spectacular Views.

apartment
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.

Best Anguilla holiday rentals with a pool

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

4-bed Villa, Pool, Parking - Anguilla
10 3 reviews

4-bed Villa, Pool, Parking

house
Villa Farina, a luxurious beachfront property on Anguilla's southern coast, offers stunning ocean views and is conveniently located near various attractions.
This four-bedroom, four-bathroom villa boasts 2,750 square metres of living space, sleeps eight guests, includes a private pool, complimentary vehicle, butler and babysitting services, and high-speed internet access.
Luxury 6br Anguilla Villa | Pool & Beach Access - Anguilla
No reviews

Luxury 6br Anguilla Villa | Pool & Beach Access

apartment
This six-bedroom villa offers direct access to a secluded beach in Anguilla, with unique, expansive terraces providing uninterrupted views of the turquoise Caribbean waters.
This private residence accommodates up to 14 guests, featuring an indoor-outdoor living design, a private swimming pool, and personalised villa service, ideal for families and groups seeking a relaxed island experience.
Villa Soliel At Harbour Ridge - Anguilla
10 1 review

Villa Soliel At Harbour Ridge

house
This four-bedroom Island Harbour house, sleeping eight, offers a convenient base for exploring the island; further details regarding its precise location within Island Harbour and proximity to local attractions are needed.
The property includes a kitchen with fridge, microwave, and dishwasher, air conditioning, a swimming pool, parking, and one bathroom; additional information on the house's size, interior design, and on-site amenities is required.
3 Bd. Luxury Villa W/ A Pool And Tennis Court. - Anguilla
No reviews

3 Bd. Luxury Villa W/ A Pool And Tennis Court.

apartment
Modena Villa, a luxurious Caribbean residence in Anguilla's West End, offers an exclusive ocean view experience with exceptional privacy and comfort, situated a short distance from key attractions.
This three-bedroom, three-bathroom villa accommodates up to six guests and features air conditioning, a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, alongside a swimming pool, garden, and parking.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, head to Shoal Bay East, consistently ranked among the world's best, or Rendezvous Bay, known for its calm waters. Explore the historical landmarks like the Old Wall at Sandy Ground, a remnant of Anguilla's past. For breathtaking views, visit the highest point, Crocus Hill. Don't miss the picturesque Little Bay, accessible only by boat or a steep climb.
  • What are the best Airbnb and vacation rentals in Anguilla?

    Tradewinds Apartments Simpson Bay, Maho Beach House - Deluxe 2-bedroom - Ocean View Suite 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?

    Anguilla offers a range of activities. Relax on its pristine beaches, swim in the turquoise waters, snorkel or dive to explore the vibrant coral reefs. Take a boat trip to pristine islands like Prickly Pear or Scrub Island. Enjoy watersports like windsurfing, kitesurfing, and paddleboarding. Alternatively, explore the island by car, visiting historical sites and enjoying the scenic drives.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate throughout the year. However, the trade winds provide a cooling effect across the island, so there isn't a significant difference in climate between areas. The beaches generally offer the most pleasant breezes.
  • What are the best vacation 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's a relatively small airport, but it receives flights from several regional hubs.
  • 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 of the narrow, winding roads, especially in some of the more rural areas. Driving is on the left-hand side of the road. Remember to drive cautiously and be mindful of pedestrians and other vehicles.
  • 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, 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, usually held in July and August, featuring music, dance, and cultural performances. Other smaller festivals and events are held throughout the year, often celebrating local culture and traditions.
  • What is the best time of year to visit Anguilla?

    The best time to visit is during the shoulder seasons (April-May and September-October) for pleasant weather and fewer crowds. The peak season (December-April) offers sunny skies but can be more expensive and crowded.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, prepared in various ways, from grilled to curried. Conch is another popular seafood option. For a taste of Anguillian cuisine, sample dishes like fungi (a cornmeal dumpling), and Johnny cakes (fried cornmeal 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, contact the Royal Anguilla Police Force.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its laid-back atmosphere, but politeness and respect for local customs are always appreciated. Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for service providers.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, consider basing yourself in the areas of Shoal Bay East or Meads Bay, offering proximity to excellent beaches and restaurants. These areas provide a good balance of relaxation and access to amenities.
  • What are the best areas to spend a weekend in Anguilla?

    For a weekend getaway, Sandy Ground offers a vibrant atmosphere with restaurants, bars, and shops. Alternatively, the quieter areas of Barnes Bay or Rendezvous Bay provide a more relaxed experience.
  • What are the top shopping destinations in Anguilla?

    Sandy Ground is the main hub for shopping, offering a variety of boutiques, art galleries, and souvenir shops. Many hotels and resorts also have gift shops.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Explore the island's interior, visiting small villages like Island Harbour and The Valley. Take a hike to Crocus Hill for panoramic views. Discover secluded beaches like Cove Bay or Little Bay.

Best Anguilla holiday rentals with parking

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.
Beach Home In Paradise - Serenity - Anguilla
10 9 reviews

Beach Home In Paradise - Serenity

apartment
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.
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.
West End Bay Condos 1 Bedroom- Steps To Beach! - Anguilla
10 14 reviews

West End Bay Condos 1 Bedroom- Steps To Beach!

apartment
This apartment is situated in Anguilla's West End, just a 0.8 km walk from Shoal Bay West and the famous Arch, making it a great base for exploring this beautiful area. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is a one-bedroom unit that can comfortably accommodate up to three guests. It comes equipped with modern amenities, including a kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a garden, and access to shared facilities like grills and green space.

Best Anguilla holiday rentals with a balcony

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.
Cozy Coconut - Anguilla
9.8 6 reviews

Cozy Coconut

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.
Elleamau - Anguilla
9.7 20 reviews

Elleamau

apartment, Island Harbour
Elleamau is a one-bedroom apartment situated in Island Harbour, a quiet and serene location just 15 miles from Shoal Bay and 6.2 miles from Anguilla Airport. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The 1300 square metre apartment comfortably accommodates two guests. It features a fully equipped kitchen, a spacious living area, a private terrace and balcony with garden views, and access to a range of amenities like air conditioning, free Wi-Fi, and private parking. Guests can also enjoy the on-site barbecue facilities, sun terrace, and babysitting service.
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.
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