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.
10 26 reviews
Anguilla
01/08 – 10/08
A$6023/nighttotal: A$54207 (9 )
Sandcastle Villa
4 3
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.
10 8 reviews
Anguilla
01/09 – 04/09
A$788/nighttotal: A$2364 (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.
10 25 reviews
Anguilla
01/09 – 04/09
A$1101/nighttotal: A$3303 (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.
10 13 reviews
Anguilla
01/08 – 10/08
A$1956/nighttotal: A$17604 (9 )
Sleeps 11, Kids Lounge, 5,000 Sqft
1 3
house , Village de Shoal Bay
Villa Okeanos is located just 150 metres above the sea rocks in Shoal Bay East, Anguilla, a short distance from the world-renowned beach. The property has excellent user, location and cleanliness ratings. This four-bedroom, three-bathroom villa can accommodate up to 10 guests. The property features an infinity pool, BBQ grill, outdoor dining area, a bar under a covered patio, and a dedicated Kids Lounge.
9.6 22 reviews
Anguilla
01/08 – 10/08
A$1416/nighttotal: A$12744 (9 )
Villa Bianca Oceanfront
3br With Private Pool
1 3
house , Island Harbour
This apartment is situated in a relaxed fishing village on the northeastern side of the island, a short walk from restaurants and music and a 10-minute drive from Shoal Bay East. It has received excellent ratings for location, cleanliness and user experience. The property offers three bedrooms and two bathrooms, comfortably accommodating up to six guests. It boasts a range of amenities including air conditioning, a swimming pool, a garden, parking, a fully equipped kitchen, and internet access, making it ideal for families and groups.
9.8 36 reviews
Anguilla
08/07 – 29/07
A$390/nighttotal: A$8190 (21 )
2bd Apt At Da'vida's Crocus Bay #2
1 2
house , Crocus Bay Beach
This two-bedroom house is situated in Crocus Bay, a 5-minute drive from the airport, midway between the western resorts and popular Shoal Bay East, and close to The Valley. The property offers stunning ocean views, direct access to Da'Vida Beach Club restaurant, and a garden, making it a perfect choice for families or groups of up to five people.
10 29 reviews
Anguilla
24/06 – 30/06
A$1366/nighttotal: A$8196 (6 )
Very Private Ocean Front Villa, Shoal Bay Closeby
1 2
house , Island Harbour
This villa is situated on the oceanfront in Island Harbour, Anguilla, with 5 beaches, including the famous Shoal Bay, within a 2-12 minute drive. The property has received excellent user, location, and cleanliness ratings. The house is a two-bedroom, two-bathroom property that can accommodate up to four guests. It offers a range of amenities, including a swimming pool, a jacuzzi, a fully equipped kitchen, and a selection of beach equipment.
9.9 68 reviews
Anguilla
09/12 – 17/12
A$1176/nighttotal: A$9408 (8 )
Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks
1 2
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.
9.0 2 reviews
Anguilla
21/06 – 30/06
A$373/nighttotal: A$3357 (9 )
White Sands Anguilla Sand Unit
1 2
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.
8.9 14 reviews
Anguilla
01/08 – 10/08
A$704/nighttotal: A$6336 (9 )
Villa Catalina, Two Bedroom Cottage With Seaview
2 3
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.
9.8 53 reviews
Anguilla
09/10 – 12/10
A$431/nighttotal: A$1293 (3 )
White Sands Anguilla - Sea
3 1
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.
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
10 55 reviews
Anguilla
09/10 – 12/10
A$1529/nighttotal: A$4587 (3 )
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool
4 1
house , Lockrum Bay
This property is located in Blowing Point, Anguilla, just a short distance from Pelican Bay and Rendezvous Bay Beach, and close to the Blowing Point Ferry Terminal. It has consistently received excellent ratings for its location, cleanliness, and overall user experience. This spacious 325 square metre house offers a comfortable and well-equipped living space, perfect for families or groups. Enjoy the private pool, Jacuzzi, and terrace, along with access to a fully equipped kitchen, laundry facilities, and a range of amenities for a relaxing and enjoyable stay.
9.8 5 reviews
Anguilla
09/10 – 12/10
A$880/nighttotal: A$2640 (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.
10 2 reviews
Anguilla
09/12 – 17/12
A$2975/nighttotal: A$23800 (8 )
4-bed Villa, Pool, Parking
4 6
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.
Anguilla
01/08 – 10/08
A$1017/nighttotal: A$9153 (9 )
Peace & Happiness, Cul De Sac, Anguilla
1 3
house , Blowing Point
This apartment in Blowing Point is located in the Cul de Sac area of Anguilla, a 10-minute drive from Rendezvous Bay, dining, golf, the marina, and the airport. This recently renovated villa offers panoramic sea views, a private infinity pool, two en-suite bedrooms accommodating up to four guests, a gourmet kitchen, and outdoor dining, with housekeeping and concierge services available.
Best family friendly Anguilla villas and holiday homes
Among the 310 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes
10 3 reviews
Anguilla
01/08 – 10/08
A$402/nighttotal: A$3618 (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.
9.8 18 reviews
Anguilla
09/12 – 17/12
A$2569/nighttotal: A$20552 (8 )
5br Modern Caribbean Luxury With Pool & Bay Views
1 6
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.
9.8 27 reviews
Anguilla
09/12 – 17/12
A$2217/nighttotal: A$17736 (8 )
Villa Nirvana
1 6
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.
10 7 reviews
Anguilla
09/12 – 17/12
A$3021/nighttotal: A$24168 (8 )
Villa Anguillitta
3 2
B&B , Blowing Point Village
This beachfront property in Sandy Point is located just two kilometres from the Blowing Point Ferry Terminal and Pelican Bay, offering easy access to the island's attractions. It boasts excellent user ratings, ensuring a comfortable and enjoyable stay. The villa features four bathrooms and a patio, perfect for relaxing in the island's warm weather. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, and fitness centre, making it ideal for a luxurious and active getaway.
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, known for its calm waters, perfect for swimming and watersports. For a taste of history, visit the Old Mill at South Hill, a beautifully preserved sugar mill. And don't miss the picturesque Wallblake House, a historic landmark offering insight into Anguilla's past.
Most travellers fly into Clayton J. Lloyd International Airport (AXA), Anguilla's only airport. It's small but efficient, with regular flights from various hubs in the Caribbean and North America.
What are the best villa rentals with a pool 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, and always be aware of pedestrians and other vehicles. Rental cars are readily available.
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, but showing respect for local customs goes a long way. Dressing modestly when visiting churches or other religious sites is advisable. A friendly greeting and a smile can go a long way. Learn a few basic phrases in English; it's the official language and widely spoken.
What are the best pet friendly villa rentals in Anguilla?
What are the headline festivals hosted in Anguilla?
Anguilla's Summer Festival is a major event, usually held in July and August, featuring music, dance, and cultural performances. The Anguilla Regatta and Sailing Week attract many visitors, showcasing the island's maritime heritage.
What are the best villa rentals with parking in Anguilla?
Where are the best spots for a weekend stay in Anguilla?
For a short break, consider staying near Shoal Bay East or Rendezvous Bay. These areas offer easy access to beautiful beaches, restaurants, and watersports activities. Many hotels and villas are available in these locations.
Where are the best places to stay for a week in Anguilla?
For a longer stay, you might explore more secluded areas like Little Bay or Meads Bay. These areas offer a more tranquil atmosphere, with luxury villas and resorts providing a range of amenities. The choice depends on your preference, whether you seek a lively atmosphere or a more peaceful retreat.
Best Anguilla villas and holiday homes with a kitchen
9.1 16 reviews
Anguilla
08/07 – 29/07
A$390/nighttotal: A$8190 (21 )
2 Bd Apt At Da'vida's Crocus Bay #1
1 2
house , Crocus Bay Beach
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.
9.4 13 reviews
Anguilla
04/01 – 04/02
A$506/nighttotal: A$15686 (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.
10 1 review
Anguilla
09/12 – 17/12
A$2416/nighttotal: A$19328 (8 )
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.
10 1 review
Anguilla
08/07 – 29/07
A$10585/nighttotal: A$222285 (21 )
Odyssey - Kamique
1 2
house , Little Harbour
Odyssey-Kamique, a luxurious four-bedroom villa in Anguilla's Little Harbour, boasts stunning views and is situated on the South Shore, close to a private beach and within easy reach of Sandy Ground, the CuisinArt Golf Course and Spa. This wheelchair-accessible property offers a private beach with sun loungers, an infinity pool, daily concierge services, and sleeps eight guests, featuring modern interiors with a fully equipped kitchen including a microwave and dishwasher.
Best Anguilla villas and holiday homes with parking
10 3 reviews
Anguilla
09/12 – 17/12
A$11763/nighttotal: A$94104 (8 )
Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate.
1 2
house , The Valley
This Balinese-inspired beachfront villa is located on Long Bay in the fashionable west end of Anguilla, with direct access to a half-mile of pristine white sand beach. The property has received excellent user ratings, making it a popular choice for discerning travellers. The spacious nine-bedroom property spans 613 square metres and offers a range of luxurious amenities, including a gourmet kitchen, heated pool, hot tub, gym, tennis/basketball court, movie theatre, golf simulator room, and watersports. Guests can also enjoy a full-time chef, daily breakfast, a select house bar, and arrival/departure ground transfers as part of the Heavenly Package.