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

Oceanview Villa With Private Pool, 5 Mins To Beach - Anguilla
9.9 18 reviews
Anguilla
01/09 – 04/09
£504/nighttotal: Â£1512 (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.
Caribbean Rhapsody Oceanfront Villa - Anguilla
10 25 reviews
Anguilla
01/09 – 04/09
£578/nighttotal: Â£1734 (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.
Artistic 'Maison Hibernia', 10 Mins To Shoal Bay. - Anguilla
10 7 reviews
Anguilla
01/08 – 10/08
£410/nighttotal: Â£3690 (9 )

Artistic 'Maison Hibernia', 10 Mins To Shoal Bay.

1 3
house , island harbour
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.
Amazing Views In A Beautiful Villa - Anguilla
9.1 9 reviews
Anguilla
25/12 – 02/01
£877/nighttotal: Â£7016 (8 )

Amazing Views In A Beautiful Villa

1 4
house , Seafeathers
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

Chocolate Moose - Anguilla
10 3 reviews
Anguilla
01/08 – 10/08
£211/nighttotal: Â£1899 (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.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
01/09 – 04/09
£463/nighttotal: Â£1389 (3 )

Châlet Genesis

3 4
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.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 55 reviews
Anguilla
29/10 – 03/11
£800/nighttotal: Â£4000 (5 )

Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool

4 7
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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews
Anguilla
09/10 – 12/10
£219/nighttotal: Â£657 (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.

Frequently asked questions about villa rentals in Anguilla

Best Anguilla villas and holiday homes with a kitchen

Sandcastle Pointe Villa - Anguilla
Anguilla
29/10 – 03/11
£1646/nighttotal: Â£8230 (5 )

Sandcastle Pointe Villa

4 7
house , Village de Shoal Bay
SandCastle Pointe Villa is located on Anguilla's north coast, just a short distance from the popular Shoal Bay Beach and other attractions. This prime location offers stunning views and easy access to the area's natural beauty.
This spacious four-bedroom villa can comfortably accommodate up to eight guests. The villa offers a range of amenities, including a private swimming pool, a fully equipped gym, a home theatre, and a well-equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
5br Modern Caribbean Luxury With Pool & Bay Views - Anguilla
9.8 18 reviews
Anguilla
01/09 – 04/09
£749/nighttotal: Â£2247 (3 )

5br Modern Caribbean Luxury With Pool & Bay Views

1 4
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.
"By The Sea" Oceanfront Villa - Anguilla
Anguilla
01/08 – 10/08
£299/nighttotal: Â£2691 (9 )

"By The Sea" Oceanfront Villa

1 3
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.
Anguilla Oceanfront Retreat-water Access & Views - Anguilla
Anguilla
29/10 – 03/11
£878/nighttotal: Â£4390 (5 )

Anguilla Oceanfront Retreat-water Access & Views

5 7
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.

Best Anguilla villas and holiday homes with parking

Sandcastle Villa - Anguilla
10 26 reviews
Anguilla
21/07 – 30/07
£2114/nighttotal: Â£19026 (9 )

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.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
01/09 – 04/09
£248/nighttotal: Â£744 (3 )

White Sands Anguilla - Sea

3 4
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.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
29/10 – 03/11
£1294/nighttotal: Â£6470 (5 )

Sleeps 11, Kids Lounge, 5,000 Sqft

4 7
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.
Luxury Villa - Anguilla
Anguilla
01/09 – 04/09
£3696/nighttotal: Â£11088 (3 )

Luxury Villa

1 4
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.
©2026 cozycozy.com