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310 Villa rentals in Anguilla
9.8 79 reviews
Anguilla
07/08 – 07/29
$278/nighttotal: $5838 (21 )
Villa Elegante Overlooking The Ocean
1 2
house , Island Harbour
This one-bedroom, one-bathroom house is located in a district close to beaches, restaurants, and nightlife in Island Harbour. The house features a swimming pool, a jacuzzi, a barbecue grill, and a comfortable outdoor area, perfect for relaxing and entertaining.
8.9 14 reviews
Anguilla
08/01 – 08/10
$495/nighttotal: $4455 (9 )
Villa Catalina, Two Bedroom Cottage With Seaview
2 3
bungalow , Village de Shoal Bay
Catalina Villa is located in Shoal Bay East, Anguilla, just a short walk from the world-renowned white sand beach. This property has consistently received excellent ratings for its location, cleanliness, and overall experience. The villa offers two bedrooms and two bathrooms, comfortably accommodating up to four guests. Enjoy a fully equipped kitchen, air conditioning, a private garden, and ocean views from all rooms, making it the perfect spot for a relaxing getaway.
10 28 reviews
Anguilla
08/01 – 08/10
$408/nighttotal: $3672 (9 )
Clubhouse Suite At Bellamare
1 3
house , Shoal Bay Village
The Clubhouse Suite at Bellamare Estate is located on the east edge of Shoal Bay beach, just a short walk from the main village area, offering a peaceful retreat while still being close to the action. The suite consistently receives excellent ratings for its location, cleanliness, and overall experience. The suite provides a spacious living area perfect for relaxing and enjoying the ocean views from the patio. Guests can enjoy a fully equipped kitchen, a private garden, and access to the waterfront via a path through the property.
Anguilla
12/09 – 12/17
$1541/nighttotal: $12328 (8 )
Anguilla Oceanfront Retreat-water Access & Views
1 6
house , Little Harbour
Villa Bénie, a private oceanfront villa, is located on the south side of Anguilla in Little Harbour, offering direct ocean access and convenient proximity to the airport, Blowing Point ferry terminal, beaches, and dining. This boutique-style retreat accommodates up to 12 guests with three king bedrooms upstairs and two queen bedrooms downstairs, featuring air conditioning in all rooms, a private outdoor shower, and seamless indoor-outdoor living with multiple ocean-view patios.
10 8 reviews
Anguilla
09/01 – 09/04
$554/nighttotal: $1662 (3 )
Villa Grande (Up) Oceanview Escape |2 Bed 2.5 Bath
1 4
house , Island Harbour
This two-bedroom, two-bathroom house is located in Island Harbour, close to restaurants and beaches. The house features a swimming pool, air conditioning, and a kitchen equipped with a fridge and dishwasher, making it ideal for families or groups of up to four people.
Anguilla
07/08 – 07/29
$4203/nighttotal: $88263 (21 )
Luxury Villa
1 2
house , George Hill
This George Hill, Anguilla villa is located 3.1 miles from Anguilla Airport, offering convenient access to the island's main transportation hub. The 6,570-square-foot property boasts one bedroom, ten bathrooms, and can comfortably accommodate up to 39 guests, featuring a private pool, terrace, fully equipped kitchen with a minibar, free Wi-Fi, and free private parking.
Anguilla
08/01 – 08/10
$715/nighttotal: $6435 (9 )
Peace & Happiness, Cul De Sac, Anguilla
1 3
house , Blowing Point
This apartment in Blowing Point, Anguilla offers panoramic views of St. Martin and the Caribbean Sea from its elevated position in the Cul de Sac area, just a 10-minute drive from Rendezvous Bay, dining, golf courses, the marina, and the airport. This recently renovated villa features an infinity-edge pool, a gourmet kitchen, two en-suite bedrooms with king-sized beds, and accommodates up to 4 guests with internet, air conditioning, and dedicated concierge services.
10 3 reviews
Anguilla
08/01 – 08/10
$282/nighttotal: $2538 (9 )
Chocolate Moose
1 3
house , Anguilla
This 2-bedroom, 2-bathroom apartment is located in a quiet area near Sandy Ground Beach, just a short 10-minute drive away, offering stunning views of neighboring St Maarten and the ocean. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This spacious apartment comfortably accommodates up to 4 guests, perfect for families or groups of friends. The apartment features amenities such as air conditioning, parking, and a kitchen with a fridge, making it a convenient and comfortable choice for your Anguilla vacation.
9.9 68 reviews
Anguilla
12/09 – 12/17
$827/nighttotal: $6616 (8 )
Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks
1 2
house , Island Harbour
This oceanfront villa is located in Island Harbour, just a short drive from Shoal Bay and within walking distance of restaurants and bars. The property has received excellent ratings for its location, cleanliness, and overall experience. The villa features two bedrooms and two bathrooms, comfortably accommodating up to six guests. The home offers a private pool and jacuzzi, expansive decks, a fully equipped kitchen, and access to shared amenities like a club pool and fire pit, along with kayaks and paddle boards for exploring the surrounding waters.
9.6 22 reviews
Anguilla
08/01 – 08/10
$995/nighttotal: $8955 (9 )
Villa Bianca Oceanfront
3br With Private Pool
1 3
house , Island Harbour
This 3-bedroom villa is located in a charming fishing village on the northeastern side of Anguilla, just a 10-minute drive from Shoal Bay East. It has received excellent ratings for location, cleanliness, and user experience. This spacious home has an open floor plan and can accommodate up to 6 guests. Enjoy a private pool, a gourmet kitchen, a wrap-around porch with ocean views, and family-friendly amenities like a pack & play and a baby float.
9.5 55 reviews
Anguilla
06/24 – 06/30
$152/nighttotal: $912 (6 )
Cottage By The Sea
1 2
cottage , Anguilla
The Cottage at Sea Feather Bay is located on Anguilla's eastern end, a short 8-minute drive from Shoal Bay and other beautiful beaches. This property has received excellent ratings for cleanliness, location, and user experience. The two-bedroom, two-bathroom home comfortably accommodates four guests. The apartment offers a full kitchen and laundry facilities, a wraparound porch with stunning sea views, and direct beach access.
10 1 review
Anguilla
12/05 – 12/12
$1838/nighttotal: $12866 (7 )
4-bed Villa Pool Parking
4 2
house , Long Path
This 4-bedroom villa is located in Long Path, Anguilla, just 11 miles from Shoal Bay and 2.5 miles from Anguilla Airport, offering a peaceful escape amidst beautiful natural landscapes. The home provides 1350 square feet of space, accommodating up to 8 guests comfortably. The villa features a private pool and garden, perfect for relaxation, as well as modern amenities like air conditioning, a fully equipped kitchen, and free Wi-Fi. Guests can enjoy stunning sea views, explore the nearby coastline, or simply unwind in the spacious and comfortable living areas.
Best Anguilla villas and beach houses with a pool
Among the 310 accommodations in Anguilla, here are the 4 best villas and beach houses with a pool
10 5 reviews
Anguilla
12/09 – 12/17
$1707/nighttotal: $13656 (8 )
Château Genesis : Cozy Caribbean Retreat
3 6
house , West End
This West End Village villa is less than 1.2 miles from Barnes Bay, Meads Bay Pond, Meads Bay beach, Anguilla Arch, and West End Bay. This three-bedroom house boasts a private fenced yard, a fully equipped kitchen, a swimming pool, a fitness center, and free Wi-Fi, plus concierge services and proximity to multiple beaches.
9.9 18 reviews
Anguilla
09/01 – 09/04
$675/nighttotal: $2025 (3 )
Oceanview Villa With Private Pool, 5 Mins To Beach
1 4
house , Seafeathers
Southern Comfort Villa is located in Seafeathers, offering stunning views of the Caribbean Sea and neighboring islands. The villa has received excellent ratings for cleanliness, location, and user experience. The two-bedroom villa comfortably accommodates up to five guests. Amenities include a private pool, a spacious living area, a fully equipped kitchen, and a wrap-around veranda perfect for enjoying the breathtaking views.
10 13 reviews
Anguilla
08/01 – 08/10
$1375/nighttotal: $12375 (9 )
Sleeps 11, Kids Lounge, 5,000 Sqft
1 3
house , Village de Shoal Bay
Villa Okeanos sits high on the cliffs of Shoal Bay East, offering stunning panoramic views of the beach, St. Martin, and the Atlantic Ocean. The villa boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers. The property features four bedrooms and three bathrooms, comfortably accommodating up to ten guests. Villa Okeanos offers a private infinity pool, a fully equipped kitchen, daily housekeeping, and a dedicated Kids Lounge, making it perfect for families and groups.
9.8 27 reviews
Anguilla
12/09 – 12/17
$1558/nighttotal: $12464 (8 )
Villa Nirvana
1 6
house , North Hill
This luxurious villa is located on Seafarer's Ridge in Anguilla, offering breathtaking views and a peaceful retreat. It has consistently received excellent ratings for its cleanliness, location, and overall user experience. This spacious home features five bedrooms with ensuite bathrooms, accommodating up to eight guests comfortably. The villa boasts a private pool and deck, a fully equipped gym, and a large kitchen perfect for entertaining, making it an ideal choice for families or groups seeking a memorable vacation experience.
Best family friendly Anguilla villas and beach houses
Among the 310 accommodations in Anguilla, here are the 4 best family friendly villas and beach houses
10 7 reviews
Anguilla
12/09 – 12/17
$2124/nighttotal: $16992 (8 )
Villa Anguillitta
3 6
B&B , Blowing Point Village
This Sandy Point villa is located just a short distance from Blowing Point Ferry Terminal and Pelican Bay, offering easy access to popular attractions. It has earned excellent user ratings for its comfort and amenities. The villa features four bathrooms and a patio for outdoor relaxation, perfect for families or groups. Guests can enjoy a private sauna and spa tub, a fully equipped kitchen, and a range of other amenities like a swimming pool, a fitness center, and a bar.
9.8 18 reviews
Anguilla
09/01 – 09/04
$1003/nighttotal: $3009 (3 )
5br Modern Caribbean Luxury With Pool & Bay Views
1 4
house , Rendezvous Bay
Songbird Villa is located just a short walk from Rendezvous Bay, one of the Caribbean's most beautiful beaches, and is near high-end hotels, a golf course, supermarkets, and beach bars. This villa has received excellent ratings for its location, cleanliness, and overall experience. The villa offers a spacious living area, five bedrooms, and four bathrooms, accommodating up to eight guests. Amenities include a private infinity pool with stunning views, a fully equipped kitchen, air conditioning, daily housekeeping, and a 24/7 concierge service.
10 55 reviews
Anguilla
10/09 – 10/12
$1075/nighttotal: $3225 (3 )
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool
4 1
house , Lockrum Bay
This Lockrum Bay villa is located just 3 miles from Pelican Bay, Rendezvous Bay Beach, and the Blowing Point Ferry Terminal, making it a great base for exploring the island. Guests rave about the excellent location, cleanliness, and overall experience. This 3500 square foot home features a fully equipped kitchen, a private pool, and a jacuzzi. Enjoy the convenience of a washer/dryer, limited housekeeping services, and thoughtful amenities like bathrobes and slippers.
9.8 53 reviews
Anguilla
10/09 – 10/12
$303/nighttotal: $909 (3 )
White Sands Anguilla - Sea
3 1
house , Blowing Point Village
This 3-bedroom vacation rental is located in Blowing Point Village, just a short drive from Shoal Bay Beach and Anguilla Airport. Guests consistently rate this property excellent for location, cleanliness, and overall experience. The 2,500 square foot home can comfortably accommodate up to six guests. Enjoy a private hot tub, a fully equipped kitchen, and a spacious balcony with stunning ocean views.
Frequently Asked Questions about villa rentals in Anguilla
What are the must-see attractions in Anguilla?
Anguilla boasts stunning beaches like Shoal Bay East, consistently ranked among the world's best. For a taste of history, visit the Old Taverna, a historic landmark. Exploring the island's diverse landscapes, including Little Bay with its dramatic cliffs and secluded coves, is a must. Don't miss the picturesque island of Prickly Pear, accessible by boat, with its pristine beaches and snorkeling opportunities.
The main airport serving Anguilla is Clayton J. Lloyd International Airport (AXA). It's small but efficient, with direct flights from several US and Caribbean locations. Many travelers also fly into St. Maarten (SXM) and then take a short ferry or water taxi to Anguilla.
What are the best villa rentals with a pool in Anguilla?
The official currency of Anguilla is the Eastern Caribbean dollar (EC$), but US dollars are widely accepted everywhere on the island. Most businesses will readily accept both currencies.
What are the best villa rentals with a jacuzzi in Anguilla?
Driving in Anguilla is generally safe, but the roads can be narrow and winding in some areas. Driving on the left side of the road is the norm. Renting a car can be convenient for exploring the island at your own pace, but be prepared for some challenging roads, especially in the less developed areas. Taxis are readily available if you prefer not to drive.
What are the best villa rentals for families and kids in Anguilla?
How can you avoid cultural misunderstandings while in Anguilla?
Anguilla has a relaxed and friendly atmosphere. Being respectful of local customs and traditions goes a long way. A simple 'Good morning' or 'Good evening' goes a long way. Remember that Anguilla is a relatively quiet and laid-back destination; maintaining a respectful volume in public spaces is appreciated.
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, featuring music, dance, and cultural performances. Smaller, more localized events often celebrate local produce or cultural traditions. Check local listings for specific dates and events during your travel period.
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. The entire island experiences warm temperatures, but areas like Shoal Bay East and Meads Bay are known for their consistently sunny and calm conditions. These beaches are sheltered from the strongest winds.
Where are the best spots for a weekend stay in Anguilla?
For a quick getaway, staying near Shoal Bay East or Meads Bay offers easy access to restaurants, bars, and water activities. These areas have numerous hotels and villas catering to various budgets.
Where are the best places to stay for a week in Anguilla?
A week-long stay allows for more exploration. Consider staying in a villa rental in areas like West End or the Valley for a more local experience. Alternatively, hotels in the areas of Shoal Bay, Meads Bay, and Rendezvous Bay offer a variety of amenities and proximity to various attractions.
Best Anguilla houses with a kitchen
10 25 reviews
Anguilla
09/01 – 09/04
$774/nighttotal: $2322 (3 )
Caribbean Rhapsody Oceanfront Villa
4 4
house , Island Harbour
This 4-bedroom, 4-bathroom villa is located in Island Harbour, a short 5-minute drive from the popular Shoal Bay East beach and Captains Bay. The home boasts stunning ocean views, direct water access, an infinity pool, and a fully equipped kitchen, making it perfect for large families or groups of friends.
10 8 reviews
Anguilla
07/08 – 07/29
$764/nighttotal: $16044 (21 )
Bayview Resort, Beachfront Villa W/ Stunning Views
1 2
house , Blowing Point
This beachfront condo in Blowing Point, Anguilla, offers direct access to Blowing Point Beach and exceptional ocean views of St. Maarten, with the Ferry Boat Inn restaurant and ferry terminal just a short walk away. This 2-bedroom, 2-bathroom residence accommodates up to 6 guests and features a full kitchen, air conditioning, on-site parking, and laundry facilities, making it ideal for remote work or leisure with convenient access to the airport and seaport.
9.1 16 reviews
Anguilla
07/08 – 07/29
$274/nighttotal: $5754 (21 )
2 Bd Apt At Da'vida's Crocus Bay #1
1 2
house , Crocus Bay Beach
This Crocus Bay apartment rental is a 20-second walk from Crocus Bay Beach, five minutes from Clayton J. Lloyd International Airport, and centrally located between Anguilla's western resorts and Shoal Bay East, providing easy access to Da'Vida Beach Club. The two-bedroom, two-bathroom house features a living room, kitchen with fridge and microwave, air conditioning, a garden, parking, and accommodates four guests, offering garden and partial ocean views from its balcony.
10 29 reviews
Anguilla
12/25 – 01/02
$1789/nighttotal: $14312 (8 )
Very Private Ocean Front Villa, Shoal Bay Closeby
1 4
house , Island Harbour
This Island Harbour villa is located just a short drive from five beaches, including the famous Shoal Bay. It has received excellent ratings for user experience, location, and cleanliness. This two-bedroom, two-bathroom home comfortably sleeps four guests. The villa offers a range of amenities, including a private pool, a jacuzzi, a well-equipped kitchen, and access to a variety of outdoor activities like swimming, snorkeling, and yoga.
Best Anguilla houses with parking
Anguilla
07/08 – 07/29
$415/nighttotal: $8715 (21 )
Sunny Bluu Villas
1 2
house , Meads Bay
This villa in Meads Bay is located a short distance from Meads Bay Beach, 10 miles from Shoal Bay, and 6.2 miles from Anguilla Airport. This 100 square foot villa offers 1 bedroom, 1 bathroom, and can accommodate up to 7 guests with amenities including air conditioning, Wi-Fi, a full kitchen with an oven and coffee machine, and private parking.
10 26 reviews
Anguilla
12/09 – 12/17
$4320/nighttotal: $34560 (8 )
Sandcastle Beach House
4 6
house , The Valley
Sandcastle Beach House is located in The Valley, a short drive from Crocus Bay Beach and Shoal Bay, offering easy access to the island's beautiful beaches. The house has received excellent ratings for its location, cleanliness, and overall user experience. The house features four bedrooms, providing ample space for families or groups. It also offers a range of amenities including a private pool, a hot tub, a fully equipped kitchen, and daily room service, ensuring a comfortable and enjoyable stay.
10 3 reviews
Anguilla
12/09 – 12/17
$8269/nighttotal: $66152 (8 )
Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate.
1 2
house , The Valley
This Balinese-inspired villa is located directly on Long Bay beach, offering half a mile of pristine white sand and a short drive from Long Bay Village. The property is rated excellent by previous guests. This luxurious 9-bedroom estate spans 6,600 square feet and includes a guest house. Enjoy a heated infinity pool, hot tub, movie theater, gym, tennis/basketball court, golf simulator room, a variety of watersports equipment, and a full-time staff including a chef, butler, and housekeeper.