Villas and Holiday homes in Anguilla

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Anguilla holiday homes
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310 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 310 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

6 Br Villa With Concierge, Amenities, & Pool - Anguilla
9.2 5 reviews
Anguilla
29/10 – 03/11
2045 €/nighttotal: 10225 € (5 )

6 Br Villa With Concierge, Amenities, & Pool

6 7
house , Baie des Crocus
This six-bedroom, six-and-a-half-bathroom Anguilla villa is situated in a secluded hillside community, a short 8-24 km drive from Crocus Bay's restaurants and beaches.
The property boasts a private infinity pool, a 24-hour fitness centre (hours may vary seasonally), and caters to groups of up to twelve guests, offering complimentary beach access to Crocus Bay and Rendezvous Bay on selected days.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews
Anguilla
29/10 – 03/11
2045 €/nighttotal: 10225 € (5 )

6 Br Villa On Crocus Bay With Pool & Concierge

6 7
house , Baie des Crocus
This CéBlue Villa is located on a hillside overlooking Crocus Bay, just a short walk from the beach and its renowned snorkeling spots. The surrounding area is peaceful and offers stunning sunset views.
This six-bedroom villa can accommodate up to 12 guests and includes five bathrooms, a private pool, and a spacious outdoor living area. The villa also offers a fully equipped kitchen, daily housekeeping, and access to the Da'Vida Beach Club, which provides a range of amenities and activities.
Oceanview Villa With Private Pool, 5 Mins To Beach - Anguilla
9.9 18 reviews
Anguilla
01/09 – 04/09
584 €/nighttotal: 1752 € (3 )

Oceanview Villa With Private Pool, 5 Mins To Beach

1 4
house , Seafeathers
Southern Comfort Villa sits in Seafeathers, offering stunning, uninterrupted views of the Caribbean Sea and the neighbouring islands of St. Martin and St. Barth. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The villa has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Enjoy a fully equipped kitchen, a private pool, a wrap-around veranda, air conditioning, and free Wi-Fi, all while soaking in the breathtaking Caribbean scenery.
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath - Anguilla
10 8 reviews
Anguilla
01/09 – 04/09
479 €/nighttotal: 1437 € (3 )

Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath

1 4
house , Island Harbour
This two-bedroom house in Island Harbour is ideally located within easy reach of the island's beaches, restaurants and nightlife.
The property boasts a swimming pool, air conditioning and parking, making it perfect for families or groups of up to four people.

Best family friendly Anguilla villas and holiday home

Among the 310 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
01/09 – 04/09
287 €/nighttotal: 861 € (3 )

White Sands Anguilla - Sea

3 4
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.
Sunny Bluu Villas - Anguilla
Anguilla
22/08 – 28/08
358 €/nighttotal: 2148 € (6 )

Sunny Bluu Villas

1 2
house , Meads Bay
This villa is situated in Meads Bay, 9.9 kilometres from Anguilla Airport and a short distance from Meads Bay Beach.
This family-friendly villa offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a kitchen with a fridge and microwave oven, and private parking, with a floor area of 9 square metres.
Sandcastle Villa - Anguilla
10 26 reviews
Anguilla
04/01 – 04/02
3820 €/nighttotal: 118420 € (31 )

Sandcastle Villa

4 2
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.
5br Modern Caribbean Luxury With Pool & Bay Views - Anguilla
9.8 18 reviews
Anguilla
09/10 – 12/10
865 €/nighttotal: 2595 € (3 )

5br Modern Caribbean Luxury With Pool & Bay Views

1 1
house , Rendezvous Bay
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.

Frequently asked questions about villa rentals in Anguilla

  • What are the must-see attractions in Anguilla?

    Anguilla boasts stunning beaches, of course! Shoal Bay East consistently ranks among the world's best. Then there's Rendezvous Bay, Meads Bay, and Maundays Bay, each with its own unique charm. Beyond the beaches, explore the historic Wallblake House, a beautifully preserved Georgian mansion offering a glimpse into Anguilla's past. For breathtaking views, head to the Little Bay, a secluded cove accessible only by boat or a short, somewhat challenging hike. The island also offers excellent opportunities for snorkeling and diving, with many operators offering excursions to explore the vibrant coral reefs.
  • What are the best villa rentals in Anguilla?

  • Which airports are best for accessing Anguilla?

    The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's a relatively small airport, but it's conveniently located and well-connected to other Caribbean islands and the US. Many travellers fly into a larger hub like San Juan (SJU) in Puerto Rico, or Antigua (ANU), and then take a short connecting flight to Anguilla.
  • What are the best villa rentals with a pool 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 best villa rentals with a jacuzzi in Anguilla?

  • How safe is it to drive in Anguilla?

    Driving in Anguilla is generally safe, but the roads can be narrow and winding in places, particularly outside the main towns. Remember to drive on the left-hand side of the road. Renting a car can be a convenient way to explore the island at your own pace, but many visitors choose to rely on taxis or organised tours instead.
  • What are the best villa rentals for families and kids in Anguilla?

  • How can you avoid cultural misunderstandings while in Anguilla?

    Anguillians are known for their warm hospitality and laid-back attitude. A simple 'Good morning' or 'Good afternoon' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or other religious sites, is always appreciated. Take your time, relax, and enjoy the island's unique culture at your own pace.
  • What are the best pet friendly villa rentals in Anguilla?

  • What are the headline festivals hosted in Anguilla?

    Anguilla hosts several festivals throughout the year. The Anguilla Summer Festival is a major event, usually taking place in July and August, featuring music, dancing, and cultural performances. The Anguilla Festival of the Arts takes place in April, showcasing local talent in visual arts, music, and performing arts. There are also several smaller, community-based festivals celebrating local traditions and heritage.
  • What are the best villa rentals with parking in Anguilla?

  • Which locations in Anguilla are reputed for excellent weather?

    Anguilla enjoys a tropical climate year-round, with consistently warm temperatures and sunshine. However, the best time to visit is typically during the dry season, from December to May, when rainfall is minimal. All areas of the island benefit from this generally excellent weather, but locations along the west coast, such as Meads Bay, often experience slightly calmer sea conditions.
  • Where are the best spots for a weekend stay in Anguilla?

    For a weekend getaway, many visitors opt for hotels in the areas around Meads Bay or Shoal Bay East. These locations offer easy access to some of the island's most beautiful beaches and a good selection of restaurants and bars. Smaller boutique hotels and guesthouses provide a more intimate experience.
  • Where are the best places to stay for a week in Anguilla?

    A week-long stay gives you more time to explore the island. Consider staying in a villa rental in areas like West End, offering more privacy and space. Alternatively, staying in a resort near Shoal Bay East or Rendezvous Bay provides convenient access to amenities and activities. The choice really depends on your preferences and budget.

Best Anguilla villas and holiday homes with a kitchen

4-bed Villa, Pool, Parking - Anguilla
10 3 reviews
Anguilla
01/08 – 10/08
1164 €/nighttotal: 10476 € (9 )

4-bed Villa, Pool, Parking

4 3
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.
Villa Nirvana - Anguilla
9.8 27 reviews
Anguilla
20/07 – 26/07
814 €/nighttotal: 4884 € (6 )

Villa Nirvana

1 4
house , North Hill
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.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
09/10 – 12/10
535 €/nighttotal: 1605 € (3 )

Châlet Genesis

3 1
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.
Caribbean Rhapsody Oceanfront Villa - Anguilla
10 25 reviews
Anguilla
01/09 – 04/09
670 €/nighttotal: 2010 € (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.

Best Anguilla villas and holiday homes with parking

Anguilla Oceanfront Retreat-water Access & Views - Anguilla
Anguilla
29/10 – 03/11
1018 €/nighttotal: 5090 € (5 )

Anguilla Oceanfront Retreat-water Access & Views

5 7
house , Little Harbour
Villa Bénie, a beachfront villa in Little Harbour, offers direct oceanfront access on the south side of Anguilla, just a few kilometres from Clayton J. Lloyd International Airport and Blowing Point ferry terminal.
This spacious villa accommodates up to 10 guests with five bedrooms, three bathrooms, and an outdoor shower, boasting a Great Room with integrated kitchen, dining, and living areas, and features like air conditioning, Wi-Fi, and extensive outdoor spaces for enjoying the sea.
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