Holiday Rentals in Anguilla

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Anguilla holiday rentals
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561 Holiday rentals and Airbnb in Anguilla

Best family friendly Anguilla holiday rentals

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

Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews
Anguilla
25/12 – 02/01
503 €/nighttotal: 4024 € (8 )

Villa Catalina, Two Bedroom Cottage With Seaview

2 4
bungalow , Village de Shoal Bay
Catalina Villa is situated in Shoal Bay East, Anguilla, just 50 metres from the famous Shoal Bay Beach and a 3-minute drive from the main beach access point. This bungalow has received excellent ratings for location, cleanliness and overall experience.
The villa offers 2 bedrooms and 2 bathrooms, accommodating up to 4 guests. The property features a fully equipped kitchen with Bosch appliances, a spacious living area, and a large covered porch with stunning ocean views.
Coralito Bay Suites & Villas - Anguilla
9.8 90 reviews
Anguilla
29/06 – 29/07
197 €/nighttotal: 5910 € (30 )

Coralito Bay Suites & Villas

1 2
studio , The Valley
Coralito Bay Suites & Villas is located in The Valley, just a short distance from Anguilla Airport and Shoal Bay, making it an ideal base for exploring the island. The property has received excellent ratings for its location, cleanliness, and overall guest experience.
This studio apartment offers a private patio for enjoying the Caribbean Sea views. Guests can benefit from modern amenities, such as air conditioning, a flat-screen TV, and free Wi-Fi, as well as the opportunity to snorkel in the surrounding waters.
Turtle's Nest Beach Resort - Anguilla
9.2 709 reviews
Anguilla
22/08 – 28/08
321 €/nighttotal: 1926 € (6 )

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.
Chocolate Moose - Anguilla
10 3 reviews
Anguilla
01/08 – 10/08
244 €/nighttotal: 2196 € (9 )

Chocolate Moose

1 3
house , Anguilla
This apartment is situated just under 10 kilometres from Sandy Ground Beach, offering beautiful views of the ocean and neighbouring St. Maarten. Guests have consistently rated the accommodation, location, and cleanliness as excellent.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to four guests. Amenities include air conditioning, parking, internet access, and a kitchen equipped with a fridge.

Best Anguilla holiday rentals with a pool

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

4-bed Villa, Pool, Parking - Anguilla
10 3 reviews
Anguilla
29/10 – 03/11
1194 €/nighttotal: 5970 € (5 )

4-bed Villa, Pool, Parking

4 7
house , Anguilla
Villa Farina, a luxurious beachfront property on Anguilla's southern coast, offers stunning ocean views and is conveniently located near various attractions.
This four-bedroom, four-bathroom villa boasts 2,750 square metres of living space, sleeps eight guests, includes a private pool, complimentary vehicle, butler and babysitting services, and high-speed internet access.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
01/09 – 04/09
536 €/nighttotal: 1608 € (3 )

Châlet Genesis

3 4
house , Meads Bay
Châlet Genesis is located in Meads Bay, a short 2 km from Meads Bay Beach and 9 km from Anguilla Airport.
This 3-bedroom villa offers a private garden and balcony, perfect for enjoying the beautiful Anguilla weather, as well as a swimming pool, a terrace, and parking for up to 15 guests.
Cloud Cottage- Cliffside Villa - Anguilla
9.8 27 reviews
Anguilla
20/07 – 26/07
839 €/nighttotal: 5034 € (6 )

Cloud Cottage- Cliffside Villa

1 4
apartment , North Hill
Villa Cloud Cottage is located in peaceful North Hill, just a short walk from the secluded Katouche Bay beach. The villa has received excellent ratings for location, cleanliness, and overall experience.
The villa has four bedrooms and three bathrooms, accommodating up to eight guests. It offers a range of amenities, including a fully equipped kitchen, a swimming pool, a garden, and parking.
Waterfront Pickleball/tennis/pool Secluded Villa - Anguilla
10 5 reviews
Anguilla
04/01 – 04/02
1287 €/nighttotal: 39897 € (31 )

Waterfront Pickleball/tennis/pool Secluded Villa

1 2
house , Island Harbour
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

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 69 reviews
Anguilla
01/09 – 04/09
435 €/nighttotal: 1305 € (3 )

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

1 4
house , Island Harbour
This oceanfront villa is located in Island Harbour, just 5km from Shoal Bay and within walking distance of bars and restaurants. It has excellent user, location, and cleanliness ratings.
The villa is a 2-bedroom, 2-bathroom property that can accommodate up to 6 guests. It includes a private pool, Jacuzzi, and outdoor shower, along with two kayaks and two paddle boards for exploring the surrounding waters.
Jamies Apartments - Anguilla
Anguilla
29/06 – 29/07
250 €/nighttotal: 7500 € (30 )

Jamies Apartments

2 2
apartment , Island Harbour
This Jamies Apartments flat is located in Island Harbour, 2.9 kilometres from Shoal Bay Beach and 3.0 kilometres from Shoal Bay, with Anguilla Airport 9.0 kilometres away.
This pet-friendly apartment sleeps up to nine guests and offers two bedrooms, a bathroom, air conditioning, a kitchen, a terrace, and complimentary WiFi and private parking.
The Hidden Cottage - Anguilla
9.8 55 reviews
Anguilla
21/07 – 30/07
131 €/nighttotal: 1179 € (9 )

The Hidden Cottage

1 2
studio , Welches Hill
The Hidden Cottage studio is located in Welches Hill, just 13 miles from Shoal Bay and 5 miles from Anguilla Airport, offering a peaceful retreat away from the hustle and bustle. The studio has received excellent ratings for cleanliness and location, ensuring a comfortable and enjoyable stay.
The studio is a self-contained unit with a floor area of 56 square metres, comfortably accommodating up to 2 guests. It features a well-equipped kitchen, air conditioning, a terrace or balcony, a garden, parking, and free Wi-Fi, making it perfect for a relaxing getaway.
4-bed Villa Pool Parking - Anguilla
10 1 review
Anguilla
21/07 – 30/07
1051 €/nighttotal: 9459 € (9 )

4-bed Villa Pool Parking

4 2
house , Long Path
This four-bedroom house is situated in Long Path, Anguilla, just 18 kilometres from Shoal Bay and 4 kilometres from Anguilla Airport, offering a tranquil escape from the bustling tourist areas. The peaceful location of Long Path provides a serene setting for your holiday.
The 125 square metre property comfortably accommodates eight guests with four bathrooms, a fully equipped kitchen, and a private garden and pool. The house also benefits from air conditioning, Wi-Fi, and parking, as well as stunning sea views.

Best Anguilla holiday rentals with a balcony

Spectacular Views - Anguilla
Anguilla
22/08 – 28/08
726 €/nighttotal: 4356 € (6 )

Spectacular Views

5 2
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.
Island Paradise Apartments - Anguilla
9.8 4 reviews
Anguilla
01/09 – 04/09
204 €/nighttotal: 612 € (3 )

Island Paradise Apartments

2 4
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.
Cap Juluca, A Belmond Hotel, Anguilla - Anguilla
9.5 235 reviews
Anguilla
24/06 – 30/06
1719 €/nighttotal: 10314 € (6 )

Cap Juluca, A Belmond Hotel, Anguilla

1 2
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.
Deany's Uptop Luxury Suite - Anguilla
9.0 33 reviews
Anguilla
22/08 – 26/08
171 €/nighttotal: 684 € (4 )

Deany's Uptop Luxury Suite

1 2
apartment , The Valley
Deany's Uptop Luxury Suite is a one-bedroom apartment in The Valley, Anguilla, conveniently located 1.9km from Anguilla Airport and 8.2km from Shoal Bay beach.
This self-catering flat sleeps five, offering a fully equipped kitchen, free Wi-Fi, a balcony, private parking, and a washing machine; nearby attractions include the airport and the popular Shoal Bay beach.
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