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

Boutique 2-br Suite Apartment Carteas|anguilla - Anguilla
9.9 26 reviews
Anguilla
01/09 – 04/09
£231/nighttotal: £693 (3 )

Boutique 2-br Suite Apartment Carteas|anguilla

1 4
apartment , George Hill
CARTeas is a two-bedroom apartment located in the peaceful village of George Hill, just a short distance from the island's stunning beaches and charming restaurants. The apartment is situated on the upper level of a property, offering a private and tranquil setting.
The apartment has a spacious layout, comfortably accommodating up to four guests. It is fully equipped with a modern kitchen, a comfortable living area, and a washer/dryer, ensuring a convenient and enjoyable stay.
The Apartment At Lions Rock - Anguilla
10 1 review
Anguilla
01/08 – 10/08
£284/nighttotal: £2556 (9 )

The Apartment At Lions Rock

1 3
apartment , Island Harbour
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.
Cap Juluca, A Belmond Hotel, Anguilla - Anguilla
9.5 235 reviews
Anguilla
29/10 – 03/11
£4808/nighttotal: £24040 (5 )

Cap Juluca, A Belmond Hotel, Anguilla

3 7
resort , West End Village
Cap Juluca, A Belmond Hotel, Anguilla, is located in Maundays Bay, a short distance from West End Village and around 8 miles from Anguilla Airport. The hotel has received excellent ratings for its location, cleanliness and overall experience.
The hotel has a unique Greco-Moorish architectural style, giving it a distinct and elegant feel. It offers a range of amenities and activities, including a private beach, complimentary watersports, a spa, a restaurant, a tennis court, and a fitness centre.
Jenna Ville Estate - Anguilla
9.9 9 reviews
Anguilla
04/01 – 04/02
£133/nighttotal: £4123 (31 )

Jenna Ville Estate

1 2
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.

Best Anguilla holiday rentals with a pool

Among the 561 accommodations in Anguilla, here are the 4 best rentals with a pool

Caribbean Rhapsody Oceanfront Villa - Anguilla
10 25 reviews
Anguilla
01/09 – 04/09
£578/nighttotal: £1734 (3 )

Caribbean Rhapsody Oceanfront Villa

4 4
house , Island Harbour
This four-bedroom villa is situated in Island Harbour, a short 8-kilometre drive from Shoal Bay East and Captains Bay, offering easy access to the island's most popular beaches. The property boasts a private infinity pool, a well-equipped kitchen, and a spacious living area, ideal for families or groups of up to ten guests.
Artistic 'Maison Hibernia', 10 Mins To Shoal Bay. - Anguilla
10 7 reviews
Anguilla
20/07 – 26/07
£500/nighttotal: £3000 (6 )

Artistic 'Maison Hibernia', 10 Mins To Shoal Bay.

1 4
house , island harbour
This private 2,500 sq ft villa is situated in Island Harbour, offering a 5-minute drive to the village amenities and a 10-minute drive to Shoal Bay Beach.
This self-contained island retreat features two bedrooms, two bathrooms, a lap pool, and a professional kitchen, set within park-like gardens with Asian sculptures and Balinese wall carvings.
Book Your Fall/winter Stay At La Gran Maria Villa! - Anguilla
10 1 review
Anguilla
01/08 – 10/08
£2027/nighttotal: £18243 (9 )

Book Your Fall/winter Stay At La Gran Maria Villa!

1 3
apartment , Blowing Point
La Gran Maria Villa, a luxurious 9,000 sq ft six-bedroom property in Lockrum Estates, Blowing Point, Anguilla, offers direct beach access and is situated on a 0.32 hectare plot.
This Anguilla villa boasts seven bathrooms, a private pool, jacuzzi, fitness centre, parking, and accommodates up to twelve guests, including daily breakfast and a cocktail hour, plus a spacious terrace with a summer kitchen and wet bar.
Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
9.4 13 reviews
Anguilla
04/01 – 04/02
£266/nighttotal: £8246 (31 )

Villa Grande Downstairs Oceanview W/ Pool | 2br

2 2
house , Island Harbour
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.

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
Anguilla
22/08 – 26/08
£143/nighttotal: £572 (4 )

Breezee

2 2
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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
£219/nighttotal: £657 (3 )

White Sands Anguilla Sand Unit

1 1
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.
Oceanfront Studio Villa W/kitchen By Shoal Bay #10 - Anguilla
9.6 52 reviews
Anguilla
24/06 – 30/06
£101/nighttotal: £606 (6 )

Oceanfront Studio Villa W/kitchen By Shoal Bay #10

1 2
apartment , Anguilla
This oceanfront cottage is situated in Island Harbour, just a 5-minute drive from restaurants and a grocery store, and a 10-minute drive from the renowned Shoal Bay beach. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
The cottage offers a comfortable and convenient stay for two guests with one bedroom and bathroom. Enjoy the private oceanfront terrace, direct beach access, communal bar, and included water sports like paddle boarding and glass bottom kayaking.
Thrush Nest View Studio Apartment - Anguilla
9.5 23 reviews
Anguilla
22/08 – 28/08
£126/nighttotal: £756 (6 )

Thrush Nest View Studio Apartment

1 2
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.

Best Anguilla holiday rentals with a balcony

Turtle's Nest Beach Resort - Anguilla
9.2 709 reviews
Anguilla
22/08 – 26/08
£278/nighttotal: £1112 (4 )

Turtle's Nest Beach Resort

1 2
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.
Island Paradise - Anguilla
Anguilla
22/08 – 26/08
£175/nighttotal: £700 (4 )

Island Paradise

2 2
apartment , The Valley
Island Paradise is located in The Valley, just 2.4 kilometres from Anguilla Airport and a short walk from Crocus Bay Beach.
This two-bedroom apartment offers comfortable accommodation for up to seven guests, with amenities including a private garden, terrace, and free parking.
Cozy Coconut - Anguilla
10 4 reviews
Anguilla
21/07 – 30/07
£86/nighttotal: £774 (9 )

Cozy Coconut

1 2
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.
Malliouhana Resort Anguilla - Anguilla
9.4 175 reviews
Anguilla
01/08 – 08/08
£2795/nighttotal: £19565 (7 )

Malliouhana Resort Anguilla

3 3
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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