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Anguilla holiday homes
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356 Villa rentals in Anguilla

Best Anguilla villas and holiday homes with a pool

Among the 356 accommodations in Anguilla, here are the 4 best villas and holiday homes with a pool

3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach - Anguilla
No reviews

3 Pools/3 Hot Tubs/2 Golf Carts - 2 Min. To Beach

house
Villa Mystique is situated in West End, overlooking Cove Lagoon, a short distance from the white sandy beaches of Maundays and Cove Bay. This luxurious property offers stunning views of the Caribbean Sea and neighbouring St. Martin, providing complete privacy and tranquility.
The villa has five grand suites, nine bathrooms, three pools and a state-of-the-art gym, accommodating up to 12 guests. Enjoy a fully-equipped fitness centre, private chef, twice-daily housekeeping, laundry service, evening security, and a private concierge who can cater to any needs.
6 Br Villa On Crocus Bay With Pool & Concierge - Anguilla
10 3 reviews

6 Br Villa On Crocus Bay With Pool & Concierge

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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.
Waterfront Villa Centrally Located Between West End And The Valley! - Anguilla
9.6 7 reviews

Waterfront Villa Centrally Located Between West End And The Valley!

house, Blowing Point
This five-bedroom villa in Pelican Bay is just a short walk from Blowing Point Beach and close to the ferry and restaurants, making it an ideal location for exploring the island. The property has consistently received very good ratings for location, cleanliness, and overall user experience.
The spacious villa, spanning 465 square metres, comfortably accommodates up to 10 guests. It features a fully equipped kitchen, a private pool and terrace, a separate guest cottage, and modern amenities including smart TVs, air conditioning, and Wi-Fi, ensuring a comfortable and enjoyable stay.
Villa Steps From The Beach - Anguilla
10 3 reviews

Villa Steps From The Beach

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This luxurious five-bedroom Limestone Bay villa, a two-minute stroll from a secluded white-sand beach, offers 1022 square metres of Moroccan-inspired living space.
The property boasts a private infinity pool, fitness centre, and ample parking, sleeping up to ten guests in king-size suites, each with an en-suite bathroom and included housekeeping.

Best family friendly Anguilla villas and holiday home

Among the 356 accommodations in Anguilla, here are the 4 best family friendly villas and holiday homes

Châlet Genesis - Anguilla
10 7 reviews

Châlet Genesis

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.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

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.
White Sands Anguilla Sand Unit - Anguilla
9.0 2 reviews

White Sands Anguilla Sand Unit

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.
Sandcastle Villa - Anguilla
10 32 reviews

Sandcastle Villa

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.

Frequently asked questions about villa rentals in Anguilla

Best Anguilla villas and holiday homes with a kitchen

Oceanfront 5 Bedroom Villa With Pool And Hot Tub - Anguilla
10 3 reviews

Oceanfront 5 Bedroom Villa With Pool And Hot Tub

house
This waterfront villa in Blowing Point, Anguilla, is just a short drive from the island's renowned West End beaches and the Cuisinart Resort golf course, offering a peaceful retreat with stunning Caribbean Sea and mountain views. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This five-bedroom house can accommodate up to 10 guests, providing ample space for families or groups of friends. The property features a private pool, hot tub, barbecue, al-fresco dining area, wine fridge, and a sound system for entertainment, along with direct access to a secluded beach area.
Sand Villa On Long Bay Beach. Staffed Luxury Oasis - Anguilla
10 3 reviews

Sand Villa On Long Bay Beach. Staffed Luxury Oasis

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Sand Villa is a luxurious five-bedroom property situated on the secluded Long Bay Beach, just a short distance from golf courses and the best restaurants in the West End. It has consistently received excellent ratings for user experience, location, and cleanliness.
The villa offers four master suites with luxurious ensuite bathrooms and can accommodate up to twelve guests. Guests can enjoy a private heated infinity pool, hot tub, oceanfront terrace, a fully equipped kitchen, a fitness centre, and a range of activities including kayaking, paddleboarding, and fishing.
Cozy, Peaceful And Relaxing - Anguilla
9.0 2 reviews

Cozy, Peaceful And Relaxing

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This charming house sits on a hilltop in The Valley, Anguilla, offering stunning views of St. Martin/St. Maarten and is just a short distance from the beaches and shops of the town. The Valley is the island's capital, making this property a great base for exploring Anguilla.
This comfortable property can accommodate up to six guests and offers a range of amenities to make your stay enjoyable. The house features a swimming pool, jacuzzi, and daily cleaning services, as well as additional amenities like car rental, babysitting, and complimentary massages.
Sea Heaven - Anguilla
10 6 reviews

Sea Heaven

house
This property is situated in the peaceful Sea Feathers Bay neighbourhood, just a short walk from a secluded beach and a 10-minute drive from the popular Shoal Bay beach. The house has received excellent ratings for location, cleanliness, and overall user experience.
The three-bedroom, three-bathroom villa can comfortably accommodate up to six guests. It comes fully equipped with a fridge, air conditioning, a garden, and parking, and offers stunning views of St. Maarten and St. Barth's.

Best Anguilla villas and holiday homes with parking

Quintessence - The Grand Mansion - Anguilla
No reviews

Quintessence - The Grand Mansion

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The Grand Mansion, a beachfront colonial estate in Anguilla's Long Bay Village area, is situated a short distance from Long Bay and eight minutes (approximately 6.4 km) from the Cuisinart Golf Resort, offering convenient access to The Valley's cultural attractions.
This nine-bedroom, nine-bathroom property sleeps up to twenty-two guests, boasting an infinity pool, hot tub, sauna, tennis court, Q Restaurant (with buyout option), and 24-hour butler service; enjoy activities including billiards and life-size chess.
Villa Oasis In Shoal Bay - Anguilla
10 1 review

Villa Oasis In Shoal Bay

house
Villa Waves is a luxurious three-bedroom villa located just 3.2 km from Shoal Bay Beach, within easy reach of the restaurants and bars of Shoal Bay Village. The villa offers a private pool, a terrace, and outdoor dining area, making it an ideal choice for families or groups of up to six guests seeking a relaxing and comfortable stay.
Waterfront Pickleball/tennis/pool Secluded Villa - Anguilla
10 5 reviews

Waterfront Pickleball/tennis/pool Secluded Villa

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This contemporary villa is located at the end of Island Harbour, offering complete privacy and solitude just 100 metres from the waterline. The property has received excellent user, location and cleanliness ratings.
This modern house has four bathrooms and can accommodate up to eight guests. Enjoy the benefits of a fully equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, a garden, parking and high-speed internet access, plus hiking trails right outside your door.
Amazing Views In A Beautiful Villa - Anguilla
9.1 9 reviews

Amazing Views In A Beautiful Villa

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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.
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