Holiday Rentals in Anguilla

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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

Luxury Villa In The Farrington - Anguilla
10 1 review

Luxury Villa In The Farrington

house
This oceanfront property in The Quarter boasts direct access to the water and stunning sea views, offering a peaceful retreat ideal for families.
The four-bedroom, four-bathroom house sleeps eight guests and includes a swimming pool, fitness centre, and complimentary vehicle; all amenities are available for your use.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews

Sleeps 11, Kids Lounge, 5,000 Sqft

house
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.
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.
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.

Best Anguilla holiday rentals with a pool

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

5br Modern Caribbean Luxury With Pool & Bay Views - Anguilla
9.8 19 reviews

5br Modern Caribbean Luxury With Pool & Bay Views

house
Songbird Villa is located in Rendezvous Bay, a short stroll from the beach and within easy reach of amenities like high-end hotels, a golf course, supermarkets, and beach bars. The villa has received excellent ratings for user experience, location, and cleanliness.
The property offers four bedrooms and four bathrooms, accommodating up to eight guests. This spacious villa includes a private infinity pool overlooking the salt pond and hills of St. Maarten, a fully equipped kitchen, air conditioning, a garden, private parking, daily housekeeping service, and 24/7 concierge service.
Spectacular Views - Anguilla
No reviews

Spectacular Views

apartment, Long Path
This spacious five-bedroom residence in Long Path is situated 4 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport.
Boasting 327 square metres of living space, this family-friendly apartment accommodates up to 23 guests with its six bathrooms, offering amenities such as a swimming pool, hot tub, private parking, and free WiFi.
Spectacular Oceanview Luxury 5 Bdr Samaji Villa - Anguilla
9.7 6 reviews

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

house
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.
Villa Zirok 3 Bedroom - Anguilla
10 6 reviews

Villa Zirok 3 Bedroom

house
This brand-new villa offers exclusive beachside living in Shoal Bay, just 200 meters from the renowned shores.
This luxurious 3-bedroom, 3.5-bathroom apartment accommodates up to 8 guests, featuring en-suite bathrooms for each bedroom, air conditioning, a swimming pool, garden, parking, and an on-site Villa Assistant for a seamless stay.

Frequently asked questions about holiday rentals in Anguilla

  • What are the must-see places in Anguilla?

    For stunning beaches, you absolutely have to visit Shoal Bay East, consistently ranked among the world's best. Maundays Bay is another gorgeous option, known for its upscale resorts. For a different vibe, explore the historical landmarks in The Valley, Anguilla's capital. And don't miss the dramatic cliffs and secluded coves of 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 pristine beaches is a given. Watersports are hugely popular, from swimming and sunbathing to snorkelling, diving, and kitesurfing. Exploring the island by boat is also a great way to see hidden coves and beaches. For something different, visit the Anguilla National Trust's heritage sites or take a cooking class focusing on local cuisine.
  • 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. There's little variation in temperature across the island, but the areas sheltered from the prevailing winds might feel slightly warmer and calmer. However, the trade winds provide a welcome breeze across the whole island, making it comfortable even during the warmest months.
  • 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's well-connected to various regional hubs, with many airlines offering connecting flights.
  • 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 it's important to be aware of the narrow roads, especially in some of the more remote areas. Many roads are unpaved, and you should drive cautiously. Renting a vehicle is a good way to explore, but be prepared for some challenging driving conditions in certain parts of the island.
  • What are the best rentals or Airbnbs with a jacuzzi in Anguilla?

  • What currency is used in Anguilla?

    The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted throughout the island. Most businesses will happily accept both currencies.
  • What are the top festivals to experience in Anguilla?

    Anguilla's annual Summer Festival is a highlight, usually running for several weeks in July and August. The festival includes a range of events, from boat races to musical performances and street parades. The Anguilla Literary Festival is another popular event, attracting authors and book lovers from around the world.
  • What is the best time of year to visit Anguilla?

    The best time to visit Anguilla is during the dry season, which runs from April to August. These months offer the most sunshine and the lowest chance of rain. However, it's also peak tourist season, so you should book accommodation and flights well in advance.
  • What are some local dishes to try in Anguilla?

    You should definitely sample Anguilla's fresh seafood. Lobster is a particular speciality. Try the local variations of conch dishes and the delicious fish stews. Many restaurants also offer traditional Caribbean dishes, such as johnnycakes and fungi.
  • 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 also 911. It's advisable to note down these numbers before your trip and to inform your hotel or accommodation provider of your plans.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its relaxed and friendly atmosphere. Casual attire is generally acceptable, although dressing respectfully when visiting churches or other places of worship is appreciated. Remember to be mindful of the local environment and avoid disturbing wildlife or damaging natural features.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in one location and explore the island from there. Shoal Bay East offers a lively atmosphere with plenty of restaurants and bars, while areas like Meads Bay provide a more luxurious and tranquil setting. The Valley offers a good base for exploring the island's cultural and historical heritage.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla is best spent focusing on one or two key areas. Shoal Bay East is a great choice for its combination of beach, restaurants, and bars. Alternatively, if you prefer a more relaxed atmosphere, Meads Bay offers upscale resorts and a quieter beach experience.
  • What are the top shopping destinations in Anguilla?

    The Valley has the main shopping area, with a mix of local craft shops and boutiques selling souvenirs, clothing, and jewellery. Many of the larger resorts also have gift shops and boutiques, offering a wider range of products.
  • What are some off-the-beaten-path places to explore in Anguilla?

    For a more secluded experience, consider exploring the island's less accessible beaches and coves. Rent a car or take a boat trip to discover hidden gems, such as Rendezvous Bay or Cove Bay. The island's interior also offers opportunities for hiking and exploring the natural landscape.

Best Anguilla holiday rentals with parking

Sunset Seclusion. - Anguilla
10 23 reviews

Sunset Seclusion.

apartment
This one-bedroom apartment is situated in Sunset Seclusion, a peaceful district of The Valley, offering stunning sunset views and a tranquil escape from the bustling town centre. The apartment boasts modern amenities including a Jacuzzi, air conditioning, and a private garden, perfect for a relaxing stay for two guests.
Jamie's Apartments
Island Living At Its Finest - Anguilla
10 1 review

Jamie's Apartments Island Living At Its Finest

apartment
This Island Harbour apartment complex is located on the Eastern Sea Rocks, providing direct access to Anguilla's waters and panoramic sea views.
Offering studios, one-bedroom, and two-bedroom flats for up to six guests, this property features air conditioning, a kitchen with a fridge, and two bathrooms, with pets welcome and internet provided.
Akayita's Escape - 3bd With 3 Private Baths - Anguilla
9.1 11 reviews

Akayita's Escape - 3bd With 3 Private Baths

apartment
This three-bedroom, three-bathroom house in Sea Feathers Bay, East End, offers a peaceful retreat close to East End's beaches and attractions, though precise distances aren't specified.
This self-catering property sleeps six, boasting a fully equipped kitchen with fridge and microwave, a garden, parking, in-house laundry, a Smart TV, and private en-suite bathrooms in each bedroom.
Jenna Ville Estate
Unit 1-cedar Haven
Lower Floor - Anguilla
10 10 reviews

Jenna Ville Estate Unit 1-cedar Haven Lower Floor

apartment
This one-bedroom apartment in Jenna Ville Estate, North Side, is less than 3.2 kilometers from Crocus Bay beach and local restaurants.
The self-catering flat, sleeping two guests, offers air conditioning, parking, Wi-Fi, and a kitchen, plus access to fresh fruit from a nearby garden.

Best Anguilla holiday rentals with a balcony

Turtle's Nest Beach Resort - Anguilla
9.3 590 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.
Moonlight Cottage - Anguilla
10 4 reviews

Moonlight Cottage

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.
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.
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.
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