Holiday Rentals in Anguilla

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Anguilla holiday rentals
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769 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

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

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.
Luxury Living-affordable Stay +Car Rental Avail. - Anguilla
9.8 8 reviews

Luxury Living-affordable Stay +Car Rental Avail.

apartment
This modern studio apartment is centrally located in Anguilla, just 5 minutes from beautiful beaches, restaurants, and local attractions.
This family-friendly studio offers a comfortable retreat for up to three guests, featuring air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and access to a garden and fitness centre.
Modern 1br Getaway *Car Rental Available* - Anguilla
9.8 25 reviews

Modern 1br Getaway *Car Rental Available*

apartment
This one-bedroom flat is perfectly located in AI, just a short walk from the bustling city centre and its many attractions. The apartment has received excellent ratings for its cleanliness, location, and overall comfort, ensuring a pleasant stay.
The flat comfortably accommodates two guests and features a well-equipped kitchen with a fridge and microwave oven. You can enjoy the air conditioning, garden, and parking, as well as the added convenience of a washing machine and dryer, two smart TVs, and a secure environment with exterior cameras.
Beach Home In Paradise - Harmony - Anguilla
9.8 28 reviews

Beach Home In Paradise - Harmony

apartment
This apartment is located on the first floor of a building in Blowing Point, just a short walk from the beach and offering direct views of the aquamarine waters. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers one bedroom and one bathroom, comfortably sleeping up to four guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and internet access.

Best Anguilla holiday rentals with a pool

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

Turtle Dove Villa - Anguilla
10 1 review

Turtle Dove Villa

house
This luxurious North Hill Village villa boasts breathtaking Sandy Ground views from its elevated position on North Hill.
The multi-level property offers four bedrooms, five bathrooms, sleeping eight guests, and features a private pool, expansive garden, and included housekeeping service; all within easy reach of Sandy Ground's amenities.
Home At Lions Rock, Anguilla - Anguilla
10 1 review

Home At Lions Rock, Anguilla

apartment
This apartment is situated on the highest point of the island, offering stunning views and a short walk to the beach. It has consistently received excellent ratings for location, cleanliness, and overall experience.
The apartment is spacious and can comfortably accommodate up to eight guests. It features a private pool, a large garden, and is fully equipped with a kitchen, air conditioning, and internet access.
Villa Elegante Overlooking The Ocean - Anguilla
9.8 79 reviews

Villa Elegante Overlooking The Ocean

house
This one-bedroom villa is situated in Island Harbour, just a short distance from the beach, restaurants and nightlife.
The property features a private swimming pool, a Jacuzzi, a barbecue grill and a garden, perfect for relaxing after a day exploring the island.
Waterfront Pickleball/tennis/pool Secluded Villa - Anguilla
10 5 reviews

Waterfront Pickleball/tennis/pool Secluded Villa

house
This contemporary villa is located at the end of Island Harbour, offering complete privacy and solitude just 100 metres from the waterline. The property has received excellent user, location and cleanliness ratings.
This modern house has four bathrooms and can accommodate up to eight guests. Enjoy the benefits of a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a garden, parking and high-speed internet access, plus hiking trails right outside your door.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, Shoal Bay East and Rendezvous Bay are absolute must-sees. Maundays Bay boasts luxurious resorts and calm waters. For a historical perspective, visit the Old Wall at Sandy Ground, a remnant of Anguilla's past. Don't forget to explore the dramatic cliffs and caves at Little Bay.
  • 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 world-famous beaches is a top choice. Watersports like swimming, snorkelling, and diving are popular, particularly around Sandy Island and Prickly Pear Cays. For a more active experience, try kayaking or paddleboarding. Exploring the island by car or scooter is also enjoyable, allowing you to discover hidden coves and viewpoints.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm climate year-round. However, the island's generally flat terrain means there aren't significant microclimates. The trade winds provide a cooling breeze across the entire island, making it pleasant most of the time. The southern areas might feel slightly warmer due to less direct exposure to the wind.
  • 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). It's a relatively small airport, but it receives regular flights from various Caribbean islands 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 visitors should be aware of the narrow roads, particularly in some of the more rural areas. Driving on the left is standard. Rental cars are readily available, but a 4x4 is not generally necessary unless you plan to explore particularly rough terrain.
  • 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 is a major event, typically held in July and August, featuring music, dance, and cultural performances. The Anguilla Day celebrations in May showcase the island's heritage and history. Smaller, local events are also held throughout the year.
  • 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) for pleasant weather and fewer crowds. The summer months (June-August) are hotter and more humid, but this is when the Summer Festival takes place.
  • What are some local dishes to try in Anguilla?

    Try the local lobster, often prepared in various ways, from grilled to curried. Conch is another popular seafood option. For land-based cuisine, sample the delicious Anguillian-style goat stew. Many restaurants offer fresh, locally sourced ingredients.
  • 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?

    Anguillians are known for their friendliness and hospitality. It's customary to greet people with a smile and a polite 'Good morning' or 'Good afternoon'. Respect local customs and traditions. Dress modestly when visiting churches or other religious sites.
  • 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, Rendezvous Bay, or Maundays Bay. These locations offer a good balance of beaches, restaurants, and amenities.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be spent in the more central areas like Sandy Ground, offering easy access to restaurants and bars. Alternatively, choosing a beach-focused area like Shoal Bay East provides a relaxing getaway.
  • What are the top shopping destinations in Anguilla?

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

    For a quieter experience, explore the island's coastline beyond the main beaches. Visit some of the smaller bays and coves, such as Meads Bay or Barnes Bay. A boat trip to Prickly Pear Cays offers a chance to discover pristine beaches and snorkelling spots.

Best Anguilla holiday rentals with parking

Kiki Residence Shoal Bay East - Anguilla
10 3 reviews

Kiki Residence Shoal Bay East

apartment
This Shoal Bay apartment, sleeping eight guests, is located in [Insert Precise District/Area of Shoal Bay, if available; otherwise remove this sentence and adjust the paragraph count accordingly. If distance to beach is known, add e.g., "...and is approximately X km from Shoal Bay beach."].
The spacious four-bedroom, three-bathroom property boasts a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, swimming pool, parking, and internet access.
House Of E.v.a - Anguilla
10 12 reviews

House Of E.v.a

house
This Little Harbour apartment, a short distance from local beaches and restaurants, offers captivating views of St Martin and nearby islands.
The self-catering one-bedroom apartment sleeps two, featuring a fully equipped kitchen with fridge, freezer, and microwave, air conditioning, and private parking; a garden is also available.
Lovely Villa In Iconic Little Bay Anguilla - Anguilla
10 6 reviews

Lovely Villa In Iconic Little Bay Anguilla

apartment
This three-bedroom apartment is situated on Roaches Hill in the North Side Village, a short drive from Crocus Bay and Little Bay, offering stunning views and a tranquil setting. The apartment is ideal for families or groups of up to six guests, providing a comfortable and spacious living space.
The apartment features a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, a swimming pool, a garden, and parking. Guests can enjoy the beautiful views from the patio, relax by the pool, or explore the nearby beaches and restaurants.
Cozy Garden Studio With Pool  Suite #1 - Anguilla
9.8 50 reviews

Cozy Garden Studio With Pool Suite #1

apartment
This oceanfront studio apartment at Arawak Beach Club in Island Harbour offers stunning sunrise views and is a 0.8km kayak trip from Scilly Cay and a 3.2km drive from Shoal Bay and Savannah Bay.
The self-catering unit sleeps two, features a private deck with direct ocean access, a kitchen with fridge, freezer and microwave, air conditioning, a swimming pool, garden, parking, and complimentary kayaks and stand-up paddleboards.

Best Anguilla holiday rentals with a balcony

Sea View Escape - Anguilla
9.2 12 reviews

Sea View Escape

apartment, The Valley
This beachfront apartment in The Valley offers direct access to a private beach area and is located 12.4 kilometres from Shoal Bay and 6 kilometres from Anguilla Airport.
This air-conditioned one-bedroom flat comfortably accommodates up to seven guests and features a fully equipped kitchen, a private terrace, complimentary WiFi, and private parking.
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.
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.
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