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Anguilla holiday homes
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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

Caribbean Rhapsody Oceanfront Villa - Anguilla
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.
4-bed Villa, Pool, Parking - Anguilla
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.
Villa Grande Downstairs Oceanview W/ Pool | 2br - Anguilla
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.
Very Private Ocean Front Villa, Shoal Bay Closeby - Anguilla
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

Nevaeh Villa - Exclusive 5-9 Bedroom Fully Staffed Beachfront Estate. - Anguilla
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.
Sunny Bluu Villas - Anguilla
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.
Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/pool - Anguilla
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.
Sleeps 11, Kids Lounge, 5,000 Sqft - Anguilla
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

Best Anguilla villas and holiday homes with a kitchen

Cottage By The Sea - Anguilla
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.
Peace & Happiness, Cul De Sac, Anguilla - Anguilla
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.
1 Bd Apt At Da'vida's Crocus Bay #3 - Anguilla
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.
Blue - Anguilla
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

4-bed Villa Pool Parking - Anguilla
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.
Luxury Villa - Anguilla
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.
Villa Anguillitta - Anguilla
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.
White Sands Anguilla Sand Unit - Anguilla
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.
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