Villas and Holiday homes in Anguilla

310 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Anguilla villas
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

Oceanview Villa With Private Pool, 5 Mins To Beach - Anguilla
9.9 18 reviews
Anguilla
01/09 – 04/09
SG$868/nighttotal: SG$2604 (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.
Luxury Villa - Anguilla
Anguilla
05/12 – 12/12
SG$5389/nighttotal: SG$37723 (7 )

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.
Sandcastle Beach House - Anguilla
10 26 reviews
Anguilla
25/12 – 02/01
SG$25652/nighttotal: SG$205216 (8 )

Sandcastle Beach House

10 4
house , The Valley
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.
Peace & Happiness, Cul De Sac, Anguilla - Anguilla
Anguilla
05/12 – 12/12
SG$1559/nighttotal: SG$10913 (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.

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

Chocolate Moose - Anguilla
10 3 reviews
Anguilla
01/08 – 10/08
SG$363/nighttotal: SG$3267 (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.
Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews
Anguilla
25/12 – 02/01
SG$748/nighttotal: SG$5984 (8 )

Villa Catalina, Two Bedroom Cottage With Seaview

2 4
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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
SG$376/nighttotal: SG$1128 (3 )

White Sands Anguilla Sand Unit

1 1
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.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
01/08 – 10/08
SG$1768/nighttotal: SG$15912 (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

Best Anguilla villas and holiday homes with a kitchen

1 Bd Apt At Da'vida's Crocus Bay #4 - Anguilla
9.4 16 reviews
Anguilla
09/10 – 12/10
SG$206/nighttotal: SG$618 (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.
Greengard Villa - Cul De Sac, Anguilla - Anguilla
9.4 16 reviews
Anguilla
09/12 – 17/12
SG$634/nighttotal: SG$5072 (8 )

Greengard Villa - Cul De Sac, Anguilla

1 6
house , Anguilla
This four-bedroom villa is situated in a peaceful, breezy part of Anguilla, just a short walk from Rendezvous Bay and the Ferry Boat Inn restaurant. The property has received excellent ratings for user experience, location, and cleanliness.
The spacious villa can accommodate up to nine guests and features a fully equipped kitchen with a fridge, microwave, dishwasher, and a garden. The property also benefits from air conditioning, parking, WiFi, and twice-weekly maid service, as well as stunning views over Rendezvous Bay.
Odyssey - Kamique - Anguilla
10 1 review
Anguilla
08/07 – 29/07
SG$9566/nighttotal: SG$200886 (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.
2bd Apt At Da'vida's Crocus Bay #2 - Anguilla
9.8 36 reviews
Anguilla
25/12 – 02/01
SG$654/nighttotal: SG$5232 (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.

Best Anguilla villas and holiday homes with parking

Sunny Bluu Villas - Anguilla
Anguilla
29/06 – 29/07
SG$533/nighttotal: SG$15990 (30 )

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.
Anguilla Oceanfront Retreat-water Access & Views - Anguilla
Anguilla
09/12 – 17/12
SG$1981/nighttotal: SG$15848 (8 )

Anguilla Oceanfront Retreat-water Access & Views

1 6
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.
Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 68 reviews
Anguilla
24/06 – 30/06
SG$634/nighttotal: SG$3804 (6 )

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.
Bayview Resort, Beachfront Villa W/ Stunning Views - Anguilla
10 8 reviews
Anguilla
08/07 – 29/07
SG$982/nighttotal: SG$20622 (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.
©2026 cozycozy.com