Villas and Vacation Homes in Anguilla

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Anguilla

Best villa offers in Anguilla

Cliffside 4-bedroom Villa W/ Pool Near Beach - Anguilla
10 1 review

Cliffside 4-bedroom Villa W/ Pool Near Beach

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Villa Le Rêve Bleu is located in the tranquil Black Garden district of Anguilla, offering a secluded and serene environment just 1 mile from the pristine coastline.
This exclusive four-bedroom, five-and-a-half bathroom villa accommodates up to eight guests and features a spectacular infinity pool, expansive floor-to-ceiling glass panels with ocean and garden views, and unparalleled 5-star service.
Stunning Island Home - Crocus Hill, Anguilla - Anguilla
9.3 30 reviews

Stunning Island Home - Crocus Hill, Anguilla

house, George Hill
This welcoming villa in Sachasses, The Valley, is a five-minute walk from Crocus Bay and Da'Vidas's Bayside Restaurant, offering stunning views of The Valley and St. Maarten's mountain tops from its mountain setting.
Boasting 3 bedrooms and 2 bathrooms for up to 6 guests, this apartment features air conditioning, a kitchen with a fridge and microwave, a jacuzzi, a garden, and parking, making it an excellent holiday home close to natural beauty spots like Orient Bay Beach.
Jared's Place - Anguilla
No reviews

Jared's Place

house, The Quarter
Located in The Quarter, this villa is just 1.2 miles from Anguilla Airport and 4 miles from Shoal Bay, offering convenient access to transportation and one of the island's most celebrated beaches.
This welcoming holiday home features air conditioning, complimentary WiFi, a fully equipped kitchen, and a private terrace, comfortably accommodating up to 8 guests with 2 bedrooms and 2 bathrooms.
Villa Zirok 3 Bedroom - Anguilla
10 6 reviews

Villa Zirok 3 Bedroom

house, Shoal Bay Village
Just a short walk from the shores of Shoal Bay, this newly constructed luxury villa offers an exclusive coastal escape.
This 8-guest capacity holiday home features 3 king bedrooms with en-suite bathrooms, a full kitchen with dishwasher, air conditioning, a swimming pool, and a garden, ensuring a comfortable and relaxing stay.
Sunny Bluu Villas - Anguilla
9.3 3 reviews

Sunny Bluu Villas

house, Meads Bay
Just 500 feet from the renowned Meads Bay Beach, Sunny Bluu Villas offers a welcoming holiday home experience in Meads Bay, Anguilla.
This 100 square feet villa comfortably accommodates up to 7 guests with 1 bedroom, 1 bathroom, air conditioning, a fully equipped kitchen featuring an oven and coffee machine, and complimentary private parking and free WiFi.
Mini Villa On Anguilla - Anguilla
10 1 review

Mini Villa On Anguilla

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Directly on the Caribbean coast of Anguilla, this 1-bedroom villa offers immediate ocean access just steps away and is conveniently located within a mile of a grocery store and gas station.
This exclusive holiday home boasts a saltwater pool, multiple outdoor spaces including two decks and a rooftop balcony, and a private balcony, providing ample room for up to 2 guests to enjoy a tranquil getaway.
Châlet Genesis - Anguilla
10 16 reviews

Châlet Genesis

house, Shoal Bay Village
Located in the residential area of Long Bay, Châlet Genesis Villa is just moments away from pristine beaches and delectable dining options.
This luxurious 3-bedroom, 3.5-bathroom villa comfortably accommodates up to 8 guests, offering a private swimming pool, garden, and essential modern amenities for an opulent retreat.
Villa Pastiche2, 3bdr, Walk 2 Beach, Ocean Views - Anguilla
9.7 6 reviews

Villa Pastiche2, 3bdr, Walk 2 Beach, Ocean Views

house, Sandy Ground
Steps from Road Bay beach in Historical Sandy Ground, this B&B offers a prime Anguilla location with seaside and pond views, blending country and sea aesthetics across rooms with unique narratives and expansive outdoor terraces.
This welcoming holiday home, accommodating up to 6 guests, features a fully equipped kitchen, air conditioning, and a dedicated office space with daybed sofas perfect for families, providing a peaceful retreat just a 7-minute drive from the town center.

Luxury villas in Anguilla

Private grounds and elevated finishes suit Anguilla's understated, low-key glamour.

Villa Sylvanee - Anguilla
9.0 4 reviews

Villa Sylvanee

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Villa Sylvanee is centrally located in The Valley, just one mile from Crocus Bay beach and close to the restaurant and shopping districts.
This welcoming 2-bedroom apartment accommodates up to 4 guests and features air conditioning, a kitchen with a fridge and microwave, and a garden, making it an ideal holiday home.
Cozy Garden Studio With Pool  Suite #1 - Anguilla
9.8 51 reviews

Cozy Garden Studio With Pool Suite #1

cottage, Island Harbour
Located in Island Harbour, this studio apartment is just a 5-minute walk to a supermarket and a 5-minute kayak ride to Scilly Cay, offering convenient access to Shoal Bay and Savannah Bay within a 5-minute drive.
This welcoming villa provides a private deck with lush tropical garden views, complimentary kayaks and stand-up paddleboards, and access to a common bar area, fire pit, and club pool, making it an ideal holiday home for two guests.
Desert Rose Cottage - Anguilla
9.9 60 reviews

Desert Rose Cottage

house, Island Harbour
Located in Island Harbor, Anguilla, this apartment offers an authentic local experience just a short distance from exquisite dining options and the unique charm of the area.
This brand-new 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and boasts a private garden and jacuzzi, providing a peaceful family retreat with modern comfort.
Château Genesis - Caribbean Elegance-three Bedroom - Anguilla
10 5 reviews

Château Genesis - Caribbean Elegance-three Bedroom

house, West End including Long Bay
This luxury villa in West End Village offers breathtaking Caribbean Sea and St. Martin mountain views, situated just miles from world-renowned white sand beaches like Maho Beach and Grand Case Beach.
Enjoy a private resort feel with modern amenities including air conditioning, a swimming pool, and a private gym, perfect for families and friends seeking relaxation and water activities such as snorkeling and diving.

Villas in Anguilla with private pool

A private pool is a quiet place to relax without sharing space at a public resort, and many properties sit within easy reach of Sandy Ground, a lively harborside strip lined with beach bars.

Breathtaking 7-bedroom 6 Bathroom Shoal Bay Villa - Anguilla
9.0 2 reviews

Breathtaking 7-bedroom 6 Bathroom Shoal Bay Villa

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Directly on the sea in Shoal Bay East, Villa Romeo 1 offers an exclusive beachfront location with breathtaking sea views and exceptional privacy.
This expansive 10,000 sq. ft. villa accommodates up to 18 guests with 7 bedrooms and 6 bathrooms, featuring a private swimming pool, garden, and ample space for entertaining, making it an ideal luxury beach house for your holiday home needs.
Villa Tradewinds: 2 Bedrooms & Private Pool - Anguilla
9.3 11 reviews

Villa Tradewinds: 2 Bedrooms & Private Pool

house, East End
Located in Seafeathers, this private two-bedroom villa offers an incredible ocean view and is situated just moments from the island’s finest beaches and attractions.
This luxury holiday home features a private pool, an outdoor lounge area, a fully equipped kitchen, and high-speed Wi-Fi, accommodating up to 4 guests for a seamless and relaxing experience.
Quintessence - The Grand Mansion - Anguilla
No reviews

Quintessence - The Grand Mansion

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Located on a private beachfront in Anguilla, this colonial-style estate offers direct access to the sand and sea, just a short distance from The Valley's shops and galleries, and an eight-minute drive to Cuisinart Golf Resort.
This expansive villa features nine en-suite bedrooms accommodating up to twenty-two guests, with luxurious amenities including a hot tub, sauna, infinity pool, tennis court, and a dedicated concierge and twenty-four-hour butler service.
White Sands Anguilla - Sea - Anguilla
9.7 58 reviews

White Sands Anguilla - Sea

house, Blowing Point Village
Located in Blowing Point Village, this spacious 3-bedroom villa offers breathtaking sea views and is situated 3.7 miles from Anguilla Airport and 6.9 miles from Shoal Bay.
This family-friendly holiday home boasts 2500 square feet of living space, featuring a private terrace, a swimming pool, a jacuzzi, a garden, and is equipped with a full kitchen, air conditioning, and complimentary WiFi for a comfortable stay.

Villas in Popular Destinations

Pet-friendly villas in Anguilla

Quiet coastal roads and open salt pond trails give pets plenty of room to roam in Anguilla, beyond the busier beaches.

Oceanview Villa With Private Pool, 5 Mins To Beach - Anguilla
9.9 18 reviews

Oceanview Villa With Private Pool, 5 Mins To Beach

house, Sandy Hill
Southern Comfort Villa is located in Seafeathers, offering unobstructed Caribbean Sea views and proximity to St. Martin and St. Barth.
This welcoming villa, a perfect holiday home for up to 5 guests, features 2 bedrooms, 2 bathrooms, a private swimming pool with sea views, and a wrap-around veranda ideal for enjoying the stunning surroundings.
Helenas Cottage - Anguilla
9.8 21 reviews

Helenas Cottage

house, North Hill
Enjoy immediate access to island tranquility from this waterfront apartment in Sandy Ground, mere seconds from renowned dining and entertainment venues like The Barrel Stay and Lit Lounge.
This welcoming holiday home offers a private backyard, a well-equipped kitchen, and a dedicated laundry room, perfect for up to two guests seeking a comfortable stay close to Maho Beach and Grand Case Beach, ideal for scuba diving and snorkeling adventures.
Villa Catalina, Two Bedroom Cottage With Seaview - Anguilla
8.9 14 reviews

Villa Catalina, Two Bedroom Cottage With Seaview

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Directly elevated above the water's edge in Shoal Bay East, Anguilla, this bungalow offers unobstructed ocean views and is a mere 10-minute walk or 3-minute drive from the world-renowned Shoal Bay East Beach.
This 1,700 sq ft villa, accommodating up to 4 guests, features two private bedrooms with en-suite bathrooms and patio access, a fully equipped kitchen with new Bosch appliances, and an expansive covered porch perfect for enjoying the Caribbean atmosphere, making it an ideal holiday home.
The Mirror Hauz - Sea Feathers Anguilla - Anguilla
No reviews

The Mirror Hauz - Sea Feathers Anguilla

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This luxurious tiny Caribbean cabin offers unparalleled water and island views, situated in a tranquil setting with easy access to the ocean, making it an ideal holiday home.
Enjoy a private plunge pool and sauna, a luxury bedroom with floor-to-ceiling windows, and an outdoor deck, perfect for a couple seeking a secluded escape with stunning ocean nights and inspiring sunrises.

Top countries

Family-friendly vacation homes in Anguilla

Calm, gently sloping beaches and the petroglyphs at Fountain Cavern National Park make for easy, engaging family outings in Anguilla. Choosing a full vacation home adds separate bedrooms and a kitchen for meals between beach days.

White Sands Anguilla Sand Unit - Anguilla
9.3 3 reviews

White Sands Anguilla Sand Unit

house, The Valley
Located 8 miles from Shoal Bay and 3.7 miles from Anguilla Airport, this exclusive villa offers a secluded escape in The Valley.
This welcoming holiday home boasts 1500 square feet of air-conditioned living space, accommodating up to 11 guests with a well-equipped kitchen, private parking, and an outdoor swimming pool.
Sea Caps Villas - Anguilla
9.4 73 reviews

Sea Caps Villas

house, South Hill
Offering exceptional panoramic views of St. Maarten, this family-friendly house is conveniently located in Blowing Point, just a short distance from the ferry terminal, making it an ideal holiday home for island exploration.
This welcoming villa boasts air conditioning, a swimming pool, and a garden, ensuring a comfortable and enjoyable stay with internet access and a kitchen equipped with a fridge and microwave oven.
Villa Zirok 2 Bedroom - Anguilla
10 12 reviews

Villa Zirok 2 Bedroom

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Located a short walk from the beach in Anguilla's prime Shoal Bay Village coastal district, this newly built luxury villa offers a modern escape.
This exclusive holiday home features 2 bedrooms, accommodating up to 6 guests, and includes amenities like air conditioning, a swimming pool, and a dedicated Villa Assistant for your convenience.
The Abbey Ocean Front Shoal Bay East - Anguilla
9.9 40 reviews

The Abbey Ocean Front Shoal Bay East

house, North Side
Just 500 feet from the globally acclaimed Shoal Bay East, this ocean-front villa offers unparalleled luxury and direct access to a private beach, dining, and a spa within a two-minute walk.
This exclusive holiday home features four king bedrooms with ensuite baths, a new AC system, a grill for outdoor entertaining, and a personal chef upon arrival serving rum punch and local cuisine, making it the perfect beach house for your Anguilla getaway.

Beach villas in Anguilla

Shoal Bay East, a two-mile stretch of powder-white sand and turquoise water, anchors Anguilla's celebrated shoreline, with the uninhabited Sandy Island cay a short boat ride away for an even quieter escape.

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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Clearview Villas Upper - Anguilla
9.5 2 reviews

Clearview Villas Upper

house, Island Harbour
Blue Diamond Villa At Altamer - Anguilla
No reviews

Blue Diamond Villa At Altamer

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The Beach House - Anguilla
No reviews

The Beach House

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