Villas and Holiday homes in Anguilla

310 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Anguilla holiday homes
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Sky Villa At Long Bay Villas - Anguilla
10 3 reviews

Sky Villa At Long Bay Villas

house, Long Bay Village
This luxurious villa is situated in a shopping district in West End Village, just a 15-minute walk from Meads Bay Pond and Devonish Art Gallery, and less than 2 kilometres from Meads Bay and Sandy Island. The property enjoys excellent ratings for location, cleanliness and user experience.
The five-bedroom villa provides ample space for families or groups of friends. It offers a range of amenities and activities, including a swimming pool, jacuzzi, tennis court, fitness centre, restaurant, bar and spa, as well as free Wi-Fi, parking and access to all the complex facilities.
Bouvardia Estate - Villas With Pools & Amenities - Anguilla
No reviews

Bouvardia Estate - Villas With Pools & Amenities

house
This charming house is located in Little Harbour, just a short walk from the town centre and a 2km drive from the lighthouse. The area is quiet and peaceful, perfect for a relaxing getaway.
The property has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a fully equipped kitchen, a swimming pool, a jacuzzi, and a spacious outdoor area, ideal for enjoying the warm Little Harbour weather.
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.
Amazing Views In A Beautiful Villa - Anguilla
9.1 9 reviews

Amazing Views In A Beautiful Villa

house
This stunning four-bedroom villa in Seafeathers offers breathtaking Caribbean Sea views and is located just a short distance from the town centre and popular beaches. The property has consistently received excellent ratings for its cleanliness, location and overall user experience.
The villa is spacious and tranquil, perfect for a relaxing getaway. Guests can enjoy a private swimming pool, a garden, a gazebo with a bar, and a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher.

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

Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews

Villa Catalina, Two Bedroom Cottage With Seaview

house
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.
Châlet Genesis - Anguilla
9.8 5 reviews

Châlet Genesis

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.
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.
Luxury Villa In The Farrington - Anguilla
10 1 review

Luxury Villa In The Farrington

house
This oceanfront property in The Quarter boasts direct access to the water and stunning sea views, offering a peaceful retreat ideal for families.
The four-bedroom, four-bathroom house sleeps eight guests and includes a swimming pool, fitness centre, and complimentary vehicle; all amenities are available for your use.

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

2 Bd Apt At Da'vida's Crocus Bay #1 - Anguilla
9.1 16 reviews

2 Bd Apt At Da'vida's Crocus Bay #1

house
This Crocus Bay apartment, situated a 20-second walk from Crocus Bay Beach and a five-minute (approx. 3 km) drive from Anguilla Airport, offers convenient access to both western resorts and Shoal Bay East.
The two-bedroom, two-bathroom property features a living room, kitchen with fridge and microwave, balcony with garden and partial ocean views, air conditioning, parking, and is directly on the Da'Vida Beach Club restaurant property, sleeping up to four guests.
Sandcastle Villa - Anguilla
10 26 reviews

Sandcastle Villa

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.
4-bed Villa Pool Parking - Anguilla
10 1 review

4-bed Villa Pool Parking

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.
Bayview Resort, Beachfront Villa W/ Stunning Views - Anguilla
10 9 reviews

Bayview Resort, Beachfront Villa W/ Stunning Views

house
This beachfront apartment in Blowing Point, Anguilla, is within walking distance of the Ferry Boat Inn restaurant and the ferry terminal, offering easy access to Blowing Point beach.
The two-bedroom, two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen (fridge, freezer, microwave), air conditioning, on-site laundry, parking, and a garden, plus exceptional ocean and St Maarten views.

Best Anguilla villas and holiday homes with parking

Villa Pastiche1, 3 Bdr, Walk To Beach, Ocean View - Anguilla
10 20 reviews

Villa Pastiche1, 3 Bdr, Walk To Beach, Ocean View

house
This house in Sandy Ground is a 5km drive from Pelican Bay, Crocus Bay, and Sandy Island, offering easy access to some of Anguilla's most beautiful beaches. The area is known for its relaxed atmosphere and stunning natural beauty.
The property features three bedrooms, three bathrooms, a fully equipped kitchen, and a balcony. It also includes amenities such as air conditioning, a garden, parking, and a concierge service.
Bayberry  Villa - Anguilla
9.6 5 reviews

Bayberry Villa

house
Bayberry Villa is a private rental property located in Anguilla, just a short distance from restaurants, the beach, and family-friendly activities. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The villa can be rented separately or together with Chinaberry Villa, accommodating up to six guests in total. Each villa offers a fully equipped kitchen, comfortable bedrooms, fluffy towels, and a housekeeper, Lyn, who is available to assist guests during their stay.
Anguilla Oceanfront Retreat-water Access & Views - Anguilla
No reviews

Anguilla Oceanfront Retreat-water Access & Views

house
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.
Limin' Da Coconut - Anguilla
No reviews

Limin' Da Coconut

house
Limin Da Coconut is a villa located in Little Harbour, Anguilla, just outside Blowing Point and a short walk from a private beach, making it a perfect base for exploring the island's beauty. The villa is situated within a 10-minute drive from Rendezvous Bay beach, offering easy access to both secluded and popular spots.
This spacious six-bedroom property can comfortably accommodate up to 12 guests, providing ample room for families or groups of friends. Limin Da Coconut offers a private pool, a garden, and a range of amenities including air conditioning, a fully equipped kitchen, and a self-contained annexe, ensuring a comfortable and enjoyable stay.
©2026 cozycozy.com