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

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.
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.
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.
Turtle's Nest Beach Resort - Anguilla
9.3 595 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.

Best Anguilla holiday rentals with a pool

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

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.
Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
9.4 13 reviews

Villa Grande Downstairs Oceanview W/ Pool | 2br

house
This villa in Island Harbour offers direct access to a swimming pool and stunning ocean views, located just minutes from Anguilla's premier beaches, dining, and entertainment.
This accessible 2-bedroom, 2-bathroom property sleeps 4 guests and features a fully equipped kitchen, on-site parking, and a patio overlooking the sea, ideal for those seeking a relaxing Caribbean getaway.
Villa Steps From The Beach - Anguilla
10 3 reviews

Villa Steps From The Beach

house
This luxurious five-bedroom Limestone Bay villa, a two-minute stroll from a secluded white-sand beach, offers 1022 square metres of Moroccan-inspired living space.
The property boasts a private infinity pool, fitness centre, and ample parking, sleeping up to ten guests in king-size suites, each with an en-suite bathroom and included housekeeping.
The Apartment At Lions Rock - Anguilla
10 1 review

The Apartment At Lions Rock

apartment
This apartment is located on the larger property of Lions Rock, a short walk down the hill from the beach and a quick drive to 30 other beaches, some with seaside bars and restaurants.
The apartment sleeps four guests and offers a private pool, a garden, and parking, as well as a fully equipped kitchen and air conditioning.

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

Breezee - Anguilla
9.3 8 reviews

Breezee

apartment, Long Path
This two-bedroom apartment is situated just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, making it a convenient base for exploring the island. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property can accommodate up to four guests and features a well-equipped kitchen, multiple bathrooms, and a private patio with mountain views. Enjoy the convenience of air conditioning, free Wi-Fi, and parking, as well as the opportunity to relax in the garden and on the balcony with sea views.
Relaxing Garden-view Studio Near Shoal Bay East #4 - Anguilla
9.5 48 reviews

Relaxing Garden-view Studio Near Shoal Bay East #4

apartment
This oceanfront studio apartment at Arawak Beach Club, Anguilla, is a one-minute walk from Arawak Beach and a five-minute kayak ride from Scilly Cay, with Shoal Bay, Savannah Bay, and Captain's Bay within a 5-10 minute (8-16km) drive.
The self-catering unit, sleeping two guests, boasts a fully equipped kitchen, private deck, air conditioning, and access to a swimming pool with kayaks and paddleboards; high-speed internet is also available.
4cs Vacation Suites #2 - Anguilla
9.7 19 reviews

4cs Vacation Suites #2

apartment
This apartment is located in peaceful South Hill Village, just a short walk from the town centre and a 15-kilometre drive from the scenic South Hill Park. The accommodation is ideal for a group of six, featuring a spacious living area, a well-equipped kitchen, and comfortable bedrooms. The apartment offers modern amenities such as high-speed internet, a flat-screen TV, a washing machine, and a dryer, and features a private balcony or patio with peaceful views of the surrounding neighbourhood.
James Hughes Special In West End - Anguilla
9.9 40 reviews

James Hughes Special In West End

apartment
This West End Anguilla flat is ideally located near Maundays Bay, Barnes Bay, Meads Bay, and Shoal Bay West beaches, and close to Best Buy Supermarket, Tipsy Turtle, and Picante restaurants.
The one-bedroom, one-bathroom apartment sleeps two, features a fully equipped kitchen, air conditioning, Wi-Fi, a patio, and offers rental services including cars, electric bikes, and scooters, plus free airport/ferry transfers and a beach shuttle service.

Best Anguilla holiday rentals with a balcony

Jared's Place - Anguilla
No reviews

Jared's Place

house, The Quarter
This holiday home is situated in The Quarter, 1.9 kilometres from Anguilla Airport and 6.4 kilometres from Shoal Bay.
This property accommodates up to eight guests across two bedrooms and two bathrooms, offering air conditioning, WiFi, and a fully equipped kitchen, with a private terrace for enjoying the surroundings.
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.
Littlelux Living - Anguilla
9.3 186 reviews

Littlelux Living

studio, George Hill
LittleLux Living is located in George Hill, just 1 kilometre from Anguilla Airport and 14 kilometres from Shoal Bay, offering a peaceful garden setting. This studio apartment has received excellent ratings for cleanliness and location, making it a great choice for travellers.
The self-catering studio has a private bathroom with a walk-in shower and a kitchenette with a microwave, toaster, stovetop, coffee machine, and kettle. Guests can enjoy the comfort of air conditioning, a flat-screen TV, free Wi-Fi, and a private balcony or terrace, as well as access to a shared swimming pool, jacuzzi, spa, fitness centre, and free parking.
Thrush Nest View Studio Apartment - Anguilla
9.5 25 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.
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