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.
9.6 22 reviews
Anguilla
01/08 – 10/08
NZ$1712/nighttotal: NZ$15408 (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.
9.4 16 reviews
Anguilla
09/10 – 12/10
NZ$275/nighttotal: NZ$825 (3 )
1 Bd Apt At Da'vida's Crocus Bay #4
1 1
house , Crocus Bay Beach
This Crocus Bay cottage, a 20-second stroll from Crocus Bay Beach, enjoys a central location between West End resorts and Shoal Bay East, approximately 5 km from Anguilla Airport and close to The Valley. The one-bedroom, one-bathroom property, sleeping two guests, offers a kitchen with fridge and microwave, air conditioning, garden, parking, and is situated on the grounds of Da'Vida Beach Club restaurant, potentially providing access to further amenities.
10 1 review
Anguilla
08/07 – 29/07
NZ$12799/nighttotal: NZ$268779 (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.
10 8 reviews
Anguilla
08/07 – 29/07
NZ$1314/nighttotal: NZ$27594 (21 )
Bayview Resort, Beachfront Villa W/ Stunning Views
1 2
house , Blowing Point
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.
10 3 reviews
Anguilla
01/08 – 10/08
NZ$486/nighttotal: NZ$4374 (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.
10 5 reviews
Anguilla
09/12 – 17/12
NZ$2936/nighttotal: NZ$23488 (8 )
Château Genesis : Cozy Caribbean Retreat
3 6
house , West End
This West End Village villa is less than 2km from Barnes Bay and Meads Bay, offering easy access to Anguilla Arch and West End Bay. The three-bedroom property boasts a private fenced yard, swimming pool, fitness centre, and fully equipped kitchen, alongside concierge services and free Wi-Fi; nearby amenities include barbecue grills and laundry facilities.
9.8 27 reviews
Anguilla
09/12 – 17/12
NZ$2680/nighttotal: NZ$21440 (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.
9.8 36 reviews
Anguilla
25/12 – 02/01
NZ$875/nighttotal: NZ$7000 (8 )
2bd Apt At Da'vida's Crocus Bay #2
1 4
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 26 reviews
Anguilla
05/12 – 12/12
NZ$7408/nighttotal: NZ$51856 (7 )
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.
9.9 18 reviews
Anguilla
01/09 – 04/09
NZ$1161/nighttotal: NZ$3483 (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.
Anguilla
29/06 – 29/07
NZ$597/nighttotal: NZ$17910 (30 )
"By The Sea" Oceanfront Villa
1 2
house , Blowing Point
This Anguillan-style villa is located directly on the oceanfront in Blowing Point, offering immediate sea access and proximity to local amenities. This two-bedroom villa accommodates up to four guests with direct oceanfront access, featuring a kitchen with fridge, freezer, and microwave, air conditioning in the bedrooms, and a garden, with pets welcome and internet provided.
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 25 reviews
Anguilla
01/09 – 04/09
NZ$1332/nighttotal: NZ$3996 (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 2 reviews
Anguilla
09/12 – 17/12
NZ$3598/nighttotal: NZ$28784 (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.
9.4 13 reviews
Anguilla
25/12 – 02/01
NZ$710/nighttotal: NZ$5680 (8 )
Villa Grande Downstairs Oceanview W/ Pool | 2br
2 4
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 29 reviews
Anguilla
01/08 – 10/08
NZ$1985/nighttotal: NZ$17865 (9 )
Very Private Ocean Front Villa, Shoal Bay Closeby
1 3
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.
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
10 3 reviews
Anguilla
09/12 – 17/12
NZ$14222/nighttotal: NZ$113776 (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.
Anguilla
08/07 – 29/07
NZ$713/nighttotal: NZ$14973 (21 )
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.
10 55 reviews
Anguilla
09/10 – 12/10
NZ$1849/nighttotal: NZ$5547 (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.
10 13 reviews
Anguilla
01/08 – 10/08
NZ$2365/nighttotal: NZ$21285 (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.
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 is consistently ranked among the world's best. Then there's Rendezvous Bay, known for its calm waters, perfect for families. For a historical perspective, visit the Old Tavern in The Valley, a charming historical building. And don't miss the dramatic cliffs and views at Little Bay.
The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's relatively small, but conveniently located. Most visitors fly into a larger hub like San Juan (SJU) in Puerto Rico or Antigua (ANU) and then take a short connecting flight.
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 some areas. Remember to drive on the left-hand side of the road. Renting a car can be convenient for exploring the island, but taxis and local buses 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 warmth and friendliness. A simple 'Good morning' or 'Good evening' goes a long way. Being respectful of local customs and traditions, such as dressing modestly when visiting churches or religious sites, is always appreciated. Also, remember that the pace of life is generally more relaxed here.
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, dancing, and cultural performances. The Anguilla Day celebrations in May are also significant, commemorating the island's status as a British Overseas Territory.
What are the best villa rentals with parking in Anguilla?
Where are the best spots for a weekend stay in Anguilla?
For a short trip, staying near Shoal Bay East or Rendezvous Bay offers easy access to the most popular beaches and restaurants. The Valley, the island's main town, also provides a good base for exploring.
Where are the best places to stay for a week in Anguilla?
For a longer stay, consider exploring various locations. The areas around Meads Bay and Barnes Bay offer luxurious resorts and upscale villas. If you prefer a more secluded experience, look at properties in the quieter areas of the island, such as Little Bay or West End.
Best Anguilla villas and holiday homes with a kitchen
9.5 55 reviews
Anguilla
01/09 – 04/09
NZ$290/nighttotal: NZ$870 (3 )
Cottage By The Sea
1 4
cottage , Anguilla
This two-bedroom apartment is located in the peaceful village of Sea Feather Bay on Anguilla's eastern end, just 8 kilometres from Shoal Bay. It has consistently received excellent ratings for location, cleanliness and user experience. The apartment offers a comfortable and spacious living area with a fully equipped kitchen, laundry facilities and a wraparound porch. It also comes with a free local cell phone for use during your stay, free international calls to the US and Canada, air conditioning, a garden, parking and stunning views of the Caribbean Sea.
Anguilla
05/12 – 12/12
NZ$2085/nighttotal: NZ$14595 (7 )
Peace & Happiness, Cul De Sac, Anguilla
1 2
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.
9.9 28 reviews
Anguilla
05/12 – 12/12
NZ$537/nighttotal: NZ$3759 (7 )
1 Bd Apt At Da'vida's Crocus Bay #3
1 2
house , Crocus Bay Beach
This charming cottage is located just 20 seconds from the stunning Crocus Bay beach, a 5-minute drive from the airport, and a short drive from The Valley and the popular Shoal Bay East. The property has received excellent ratings for its location, cleanliness, and overall user experience. The cottage features one bedroom and one bathroom, accommodating up to two guests. Amenities include a fully equipped kitchen, air conditioning, a garden, and parking, ensuring a comfortable and convenient stay.
Anguilla
09/12 – 17/12
NZ$295/nighttotal: NZ$2360 (8 )
Blue
1 2
house , Blowing Point
This Blowing Point house, ideal for couples, offers a comfortable one-bedroom, one-bathroom self-catering retreat with a garden and parking; its precise location within Blowing Point requires further clarification to specify proximity to local attractions. The property features a fridge and microwave, air conditioning, internet access, and sleeps two guests; further details regarding the property's size and specific amenities are needed for a complete description.
Best Anguilla villas and holiday homes with parking
10 1 review
Anguilla
05/12 – 12/12
NZ$3160/nighttotal: NZ$22120 (7 )
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.
Anguilla
29/06 – 29/07
NZ$7229/nighttotal: NZ$216870 (30 )
Luxury Villa
1 2
house , George Hill
This luxurious villa is located in George Hill, Anguilla, approximately 5 kilometres from Anguilla Airport. The 610 square metre property boasts ten bathrooms, sleeps 39 guests, and includes a private pool, terrace, fully equipped kitchen, free Wi-Fi, and free private parking.
10 7 reviews
Anguilla
09/12 – 17/12
NZ$3653/nighttotal: NZ$29224 (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.
9.0 2 reviews
Anguilla
22/08 – 26/08
NZ$493/nighttotal: NZ$1972 (4 )
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.