Discover Luxury Houses and Villas in Anguilla

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Anguilla holiday homes

Luxury Anguilla Holiday Houses and Villas

Travive Anguilla - Villa Ii - Anguilla
No reviews

Travive Anguilla - Villa Ii

house
Offering an unparalleled luxury experience, this award-winning private villa in Anguilla provides an exclusive retreat in a premier Caribbean destination.
Indulge in an all-inclusive, 5-star escape with dedicated butler service, private security, and spacious accommodation for 12 guests in this exceptional villa.
Beachfront Villa With Heated Pool In Anguilla - Anguilla
No reviews

Beachfront Villa With Heated Pool In Anguilla

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Directly on Long Bay Beach, this luxury villa in Anguilla's exclusive Long Bay Village offers unparalleled Caribbean access and is a short walk to diverse dining options.
Accommodating up to 21 guests, this premium estate boasts 8 bedrooms, 8 bathrooms, a heated pool, hot tub, and access to private tennis, pickleball, and basketball courts.
Spacious Villa With Stunning Ocean Views - Anguilla
9.0 14 reviews

Spacious Villa With Stunning Ocean Views

house, The Valley
Located in the esteemed Sandy Hill district, The Farrington offers discerning travellers an exclusive escape on the eastern part of Anguilla, mere metres from celebrated beaches and dining.
This luxury 3-bedroom house provides a serene, spacious environment for up to 6 guests, boasting air conditioning, a garden, and parking for a truly premium getaway.
Desert Rose Cottage - Anguilla
9.9 60 reviews

Desert Rose Cottage

house, Island Harbour
Just 500 metres from Island Harbour's local atmosphere and exquisite restaurants, this brand new luxury house offers an authentic feel.
This peaceful family retreat boasts air conditioning, a Jacuzzi, and parking for up to 4 guests.
Jared's Place - Anguilla
No reviews

Jared's Place

house, The Quarter
Just 1.9 kilometres from Anguilla Airport and 5.9 kilometres from Shoal Bay, Jared's Place offers a spacious luxury holiday home in the peaceful district of The Quarter.
This exclusive 138 square metre accommodation boasts two bedrooms, two bathrooms, and a terrace with sea views, providing premium comfort for up to eight guests.
Poinsettia Villa-experience The Best Of West End - Anguilla
9.4 10 reviews

Poinsettia Villa-experience The Best Of West End

house, West End including Long Bay
Offering panoramic views of West End bay, Pointsetta Villa is secluded amidst lush mangrove and banana groves in the West End district.
This luxury 2-bedroom villa provides an exclusive escape with a rooftop lounge and dining area, perfect for enjoying the tranquil surroundings and exceptional vantage point.
Native Vybz 4- Cab & Car Rental - Anguilla
9.8 8 reviews

Native Vybz 4- Cab & Car Rental

house, Blowing Point
Conveniently located in the West End district, this stylish accommodation offers easy access to Long Bay, just 500 metres away.
This luxury house provides premium comfort for two guests, featuring air conditioning, a private garden, and off-street parking.
Bayview Resort, Beachfront Villa W/ Stunning Views - Anguilla
10 9 reviews

Bayview Resort, Beachfront Villa W/ Stunning Views

house, Blowing Point
Directly on Blowing Point Beach, this luxury villa offers stunning, unobstructed ocean views of St. Maarten and is a short walk from the Ferry Boat Inn.
Enjoy a recently refreshed, modern interior with a well-equipped kitchen, outdoor furniture for sunset gazing, and on-site laundry facilities for up to 6 guests.

Luxury Villas with Private Pools in Anguilla

Among the 342 accommodations in Anguilla, here are the 8 best villas and holiday homes with a pool

Châlet Genesis - Anguilla
10 7 reviews

Châlet Genesis

house, Meads Bay
Just 1.9 kilometres from Meads Bay Beach, Chalet Genesis offers an exclusive luxury villa experience in Anguilla.
This welcoming property boasts a private garden, outdoor swimming pool, and complimentary WiFi for an unforgettable stay.
We Offer Something New  And Crisp - Anguilla
9.4 73 reviews

We Offer Something New And Crisp

apartment
Offering stunning panoramic views of St. Maarten, this luxury house is perfectly situated in Blowing Point, just a short distance from the ferry terminal and local dining options.
Enjoy the convenience of a swimming pool, garden, and air conditioning in this family-friendly, upscale accommodation.
Stunning Ocean Front Shoal Bay Villa - Anguilla
9.9 40 reviews

Stunning Ocean Front Shoal Bay Villa

apartment, The Valley
Perched on a cliff, this oceanfront villa is a mere 200 metres from the renowned Shoal Bay East beach and its surrounding restaurants and bars.
Experience exclusive luxury with four king ensuite bedrooms, an infinity pool offering panoramic ocean vistas, and private concierge services for an unforgettable stay.
Villa Romantica Overlooking The Ocean - Anguilla
9.9 29 reviews

Villa Romantica Overlooking The Ocean

house, Island Harbour
Just 500 metres from the beach and family-friendly attractions, this luxury house in Knightsbridge offers stunning views and abundant outdoor space.
Enjoy exclusive use of the private swimming pool and hot tub, with convenient grill areas for alfresco dining.
Your Anguilla Home! Homeaway From Home-ai - Anguilla
9.9 14 reviews

Your Anguilla Home! Homeaway From Home-ai

house, Island Harbour
Offering an entirely solar-powered luxury experience, this Island Harbour house is situated in the picturesque village of Anguilla, providing convenient access to local amenities.
This spacious accommodation, ideal for family gatherings, boasts 2 bedrooms, 2 bathrooms, a private swimming pool, and a garden, ensuring a 'home away from home' experience.
Spectacular Oceanview Luxury 5 Bdr Samaji Villa - Anguilla
9.7 6 reviews

Spectacular Oceanview Luxury 5 Bdr Samaji Villa

house
Overlooking Scilly Cay and Island Harbour Beach, Samaji Villa offers breathtaking ocean views just 150 metres from the fishing village's pier, restaurants, and grocery stores.
This luxury 5-bedroom villa provides exclusive access to its private swimming pool and garden, promising an upscale and serene escape for up to 10 guests.
Villa Zirok 3 Bedroom - Anguilla
10 6 reviews

Villa Zirok 3 Bedroom

house, Shoal Bay Village
Just a short walk from the beach in a coastal district, this brand new luxury villa offers an exclusive escape in ${cityText}.
Experience premium comfort with 3 king-sized bedrooms, each with a private en-suite, and enjoy the villa's serene atmosphere and high-end amenities.
Waterfront Pickleball/tennis/pool Secluded Villa - Anguilla
10 5 reviews

Waterfront Pickleball/tennis/pool Secluded Villa

house
Spectacular oceanfront views define this luxury villa, situated at the island's secluded extremity with hiking trails directly accessible and the waterline just 30 metres away.
Enjoy exclusive, solar-powered living with a private swimming pool, heated jacuzzi, and tennis/pickleball court, complemented by professional concierge services for an unforgettable stay.

Luxury Villas with a Hot Tub in Anguilla

Sandcastle Villa - Anguilla
10 33 reviews

Sandcastle Villa

house, Crocus Hill
Directly on Anguilla's beachfront, Sandcastle Villa offers exclusive luxury just 2.6 kilometres from Crocus Bay Beach and 5 kilometres from Anguilla Airport.
Enjoy a year-round outdoor pool, private beach access, and complimentary bicycles at this premium, family-friendly villa.
Rendezvous - Anguilla
No reviews

Rendezvous

house
Offering ocean and sea views, this Anguilla home in Rendezvous Bay is a short drive from dining, shopping, and Blowing Point.
This luxury 5-bedroom villa provides a welcome retreat with a swimming pool, hot tub, and dedicated villa manager for an exclusive experience.
White Sands Anguilla - Sea - Anguilla
9.8 53 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
Just 6.1 kilometres from Shoal Bay and 6 kilometres from Anguilla Airport, this luxury Blowing Point Village house offers an exclusive escape.
Enjoy a premium stay with a swimming pool, jacuzzi, and spa, all within a spacious 232 square metre layout perfect for families.
Crystal Sunrise Villa - Anguilla
10 1 review

Crystal Sunrise Villa

house
Just a 5-minute walk from Sandy Hill Beach, this luxury villa offers an exclusive coastal island experience in .
This premium property boasts a games room, en-suite bathrooms for all four bedrooms, and a rooftop gazebo with panoramic island views.
Cozy, Peaceful And Relaxing - Anguilla
9.0 2 reviews

Cozy, Peaceful And Relaxing

house
Offering panoramic views of St.Martin/St.Maarten, this luxury house is centrally located in The Valley, Anguilla, providing easy access to local beaches and shops.
Enjoy a welcoming, fully furnished 'home away from home' experience for up to six guests, complete with daily cleaning, air conditioning, a swimming pool, and complimentary massages.
Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub - Anguilla
10 4 reviews

Tranquil 3-beds W/ En-suites Seaview-pool-hot Tub

house, George Hill
Offering unparalleled 180-degree Caribbean Sea views from Anguilla, The Lakehouse Villa provides an exclusive luxury escape.
This premium 3-bedroom, 3-bathroom house accommodates up to 6 guests with its spacious open-concept living area, infinity pool, and relaxing jacuzzi.
Oceanfront Villa Sleeps 6 | Private Pool & Hot Tub - Anguilla
9.9 72 reviews

Oceanfront Villa Sleeps 6 | Private Pool & Hot Tub

house, Island Harbour
Directly on the Caribbean Sea in Island Harbor, this private villa is a 5-minute drive from Shoal Bay, offering breathtaking views and a recently renovated central bar.
Experience ultimate relaxation with a private swimming pool, jacuzzi, outdoor shower, and access to an additional club pool at this exclusive luxury accommodation.

Luxury Holiday Homes with a Balcony in Anguilla

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Anguilla.

Château Genesis - Anguilla
No reviews

Château Genesis

house, West End Village
Just a 15-minute walk from Meads Bay Beach, Château Genesis is a luxury villa in the desirable West End district of Anguilla.
This exclusive property offers a private outdoor swimming pool, a dedicated fitness centre, and ample space for 15 guests.

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