Villas and Holiday homes in Anguilla

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Anguilla villas
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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

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.
4-bed Villa, Pool, Parking - Anguilla
10 3 reviews
Anguilla
29/10 – 03/11
SG$1775/nighttotal: SG$8875 (5 )

4-bed Villa, Pool, Parking

4 7
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.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews
Anguilla
09/10 – 12/10
SG$390/nighttotal: SG$1170 (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.
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.

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.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews
Anguilla
29/10 – 03/11
SG$3039/nighttotal: SG$15195 (5 )

6 Br Villa On Crocus Bay With Pool & Concierge

6 7
house , Baie des Crocus
This CéBlue Villa is located on a hillside overlooking Crocus Bay, just a short walk from the beach and its renowned snorkeling spots. The surrounding area is peaceful and offers stunning sunset views.
This six-bedroom villa can accommodate up to 12 guests and includes five bathrooms, a private pool, and a spacious outdoor living area. The villa also offers a fully equipped kitchen, daily housekeeping, and access to the Da'Vida Beach Club, which provides a range of amenities and activities.
Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews
Anguilla
01/08 – 10/08
SG$636/nighttotal: SG$5724 (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.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
10 55 reviews
Anguilla
09/10 – 12/10
SG$1382/nighttotal: SG$4146 (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.

Frequently asked questions about villa rentals in Anguilla

Best Anguilla villas and holiday homes with a kitchen

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.
Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
9.4 13 reviews
Anguilla
04/01 – 04/02
SG$458/nighttotal: SG$14198 (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.
"By The Sea" Oceanfront Villa - Anguilla
Anguilla
01/08 – 08/08
SG$522/nighttotal: SG$3654 (7 )

"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.
Jared's Place - Anguilla
Anguilla
04/01 – 04/02
SG$333/nighttotal: SG$10323 (31 )

Jared's Place

2 2
house , The Quarter
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.

Best Anguilla villas and holiday homes with parking

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks - Anguilla
9.9 69 reviews
Anguilla
01/09 – 04/09
SG$647/nighttotal: SG$1941 (3 )

Villa En Bord De Mer Piscine, Jacuzzi Et Kayaks

1 4
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.
Châlet Genesis - Anguilla
9.8 5 reviews
Anguilla
01/09 – 04/09
SG$797/nighttotal: SG$2391 (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.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
10 13 reviews
Anguilla
29/10 – 03/11
SG$2228/nighttotal: SG$11140 (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
SG$6367/nighttotal: SG$19101 (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.
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