Vacation 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

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.
Jenna Ville Estate - Anguilla
9.9 11 reviews

Jenna Ville Estate

apartment, Ebenezer
This Jenna Ville Estate apartment is located in Ebenezer, offering tranquil inner courtyard and garden views.
This 70 square meter apartment accommodates two guests and features air conditioning, a kitchen with a fridge and microwave, a balcony, and complimentary private parking.
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.
Waterfront Villa Centrally Located Between West End And The Valley! - Anguilla
9.6 7 reviews

Waterfront Villa Centrally Located Between West End And The Valley!

house, Blowing Point
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.

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.
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.
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.
Oasis Of Sea Feather, 2nd Floor - Anguilla
10 2 reviews

Oasis Of Sea Feather, 2nd Floor

apartment
Oasis of Sea Feather is a tranquil apartment located in the East End, offering an idyllic escape with stunning views and proximity to local attractions. This 3-bedroom, 2-bathroom flat accommodates up to 6 guests and features a kitchen, swimming pool, and jacuzzi for a relaxing retreat.

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 beautiful 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 along the island's northern coast.
  • 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 incredibly popular, from swimming and sunbathing to snorkelling, diving, kitesurfing, and windsurfing. Exploring the island by car or scooter is a great way to discover hidden gems. Boat trips to nearby islands or to secluded bays are also a must. For a more luxurious experience, consider a spa day at one of the island's many high-end resorts.
  • What are the most popular Airbnbs in Anguilla?

  • Which part of Anguilla offers the most pleasant climate?

    Anguilla enjoys a consistently warm, tropical climate year-round. However, the southern areas tend to be slightly warmer and sunnier, particularly around Shoal Bay and Maundays Bay. The northern coast can be windier.
  • 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), located on the island. It receives flights from various destinations in the Caribbean 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 be aware that some roads are narrow and winding, especially in the more rural areas. Driving on the left-hand side of the road is standard. Rental cars are readily available, but it's advisable to book in advance, particularly during peak season.
  • 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 East Caribbean dollar (EC$), 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, typically running for several weeks in July and August, featuring music, dancing, and cultural celebrations. The Anguilla National Day on 30 May is another significant event, showcasing the island's culture and heritage.
  • 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), when you'll find pleasant weather and fewer crowds than during the peak winter months (December-April).
  • What are some local dishes to try in Anguilla?

    Be sure to sample Anguilla's fresh seafood, particularly lobster and conch. Try the local specialty, lobster thermidor. You'll also find delicious Caribbean staples like rice and peas, callaloo soup, and johnny 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, also dial 911.
  • What etiquette tips are important when visiting Anguilla?

    Anguilla is known for its laid-back atmosphere, but it's always courteous to be respectful of local customs. Dress modestly when visiting churches or other religious sites. Tipping is customary in restaurants and for services like taxis and tours.
  • What are the best areas to spend a week in Anguilla?

    For a week-long stay, you could easily base yourself in the areas around Shoal Bay East or Maundays Bay, giving you easy access to beautiful beaches and a range of restaurants and activities. Exploring other parts of the island from there is also very convenient.
  • What are the best areas to spend a weekend in Anguilla?

    A weekend in Anguilla could be perfectly spent in the vicinity of Shoal Bay East. It offers a great balance of relaxation and activities, easily accessible from the airport.
  • What are the top shopping destinations in Anguilla?

    The Valley, Anguilla's capital, has a selection of shops offering local crafts, souvenirs, and duty-free goods. Many resorts also have boutiques offering high-end brands and designer items.
  • What are some off-the-beaten-path places to explore in Anguilla?

    Venture to the island's northern coast to discover secluded beaches and dramatic cliffs, such as Little Bay and Rendezvous Bay. Explore the island's interior, discovering some of the smaller bays and less-developed areas.

Best Anguilla holiday rentals with parking

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.
An Oasis In Sea Feathers - Anguilla
10 3 reviews

An Oasis In Sea Feathers

apartment
This 3-bedroom, 2-bathroom flat offers accommodation for up to 6 guests in East End Village, conveniently located a short distance from key landmarks.
This residence provides essential amenities including air conditioning, internet, a kitchen, swimming pool, and parking, ensuring a comfortable stay for visitors exploring East End Village.
Zen At Bayview Homes - Anguilla
9.7 32 reviews

Zen At Bayview Homes

apartment
Zen, a Shoal Bay apartment, offers spacious 2800 sq ft (260 sq m) accommodation for up to six guests, boasting two bedrooms with queen-size beds, two bathrooms, and three balconies.
This self-catering property includes a fully equipped kitchen, Wi-Fi, a smart TV, garage, washer, dryer, and ample storage; precise location details regarding proximity to Shoal Bay landmarks are unavailable.
Sea Heaven - Anguilla
10 6 reviews

Sea Heaven

house
This property is situated in the peaceful Sea Feathers Bay neighbourhood, just a short walk from a secluded beach and a 10-minute drive from the popular Shoal Bay beach. The house has received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom, three-bathroom villa can comfortably accommodate up to six guests. It comes fully equipped with a fridge, air conditioning, a garden, and parking, and offers stunning views of St. Maarten and St. Barth's.

Best Anguilla holiday rentals with a balcony

Island Paradise Apartments - Anguilla
9.8 5 reviews

Island Paradise Apartments

apartment, The Valley
Island Paradise Apartments is located in The Valley, a short 6.4 kilometre drive from Shoal Bay.
This two-bedroom apartment, ideal for families, offers a private terrace, a fully equipped kitchen and a garden, perfect for relaxing after a day exploring the island.
Aurora Anguilla Resort & Golf Club - Anguilla
9.5 267 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.
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.
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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