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Tranquility Beachfront
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Meads Bay 1 1 2 Inquire Inquire Inquire
Tranquility Beachfront Anguilla

Tranquility Beachfront, Anguilla, is the heavenly beachfront location and the sophisticated, island paradise you’ve been looking for. Watch the sun sparkle across Meads Bay and the waves caress one of Anguilla’s finest beaches while you completely relax at Tranquility Beach Condominiums

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Peace & Happiness Villa
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Cul De Sac 2 2 4 $650 Inquire Inquire
Peace & Happiness Villa Anguilla Villa Rentals

Recently renovated and nestled in the serene neighborhood of Cul De Sac, Anguilla is Peace & Happiness Villa is a two-bedroom vacation rental.

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Little Bay View
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Little Bay 3 3 6 $950 Inquire Inquire
Little Bay View Anguilla Villa Rentals

Perched gracefully above the iconic Little Bay, Little Bay View is a vacation rental offering majestic experience in Anguilla

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Tequila Sunrise
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Long Pond Bay 3 3 6 $1,500 Inquire Inquire
Tequila Sunrise Anguilla Villa Rentals

Discover the epitome of luxury and relaxation at Villa Tequila Sunrise, a premier vacation villa nestled between Long Pond Bay and Sandy Hill Bay on the picturesque island of Anguilla.

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The Cottage On Meads Bay
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Meads Bay 3 3 6 $1,900 Inquire Inquire
The Cottage On Meads Bay Anguilla Villa Rentals

Welcome to The Cottage at Meads Bay, a lovely beachfront vacation rental nestled in the heart of Anguilla. This stunning property, newly constructed and welcoming its first guests in 2021.

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Waves Villa
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Shoal Bay 3 3.5 6 $978 Inquire Inquire
Waves Villa Villa Anguilla

Waves Villa places you at the center of paradise with a breathtaking view of Shoal Bay East, one of Anguilla’s finest beaches.

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Villa Tasha
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Blackgarden Bay 3 4 6-8 $895 Inquire Inquire
Villa Tasha Villa Rental Anguilla

Villa Tasha in Anguilla sits next to a semi-private beach in secluded Black Garden Bay. Backing onto a bird conservation area, the villa affords vacationers unspoiled surroundings featuring wild, natural beauty so rarely found today.

 

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Chateau Genesis
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West End 3 4.5 6-8 $1,200 Inquire Inquire
Chateau Genesis Anguilla

Château Genesis located on the unspoiled island of Anguilla in the British West Indies, is one of the newest villas for rent in Anguilla.

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Sandcastle Beach House
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Limestone Bay 4 4 8 $2,400 Inquire Inquire
Sandcastle Beach House Villa Rental Anguilla

Located directly on the beach, Sandcastle Beach House is the perfect spot for active families that don’t want to miss one minute of vacation time indoors!

 

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Villa Fiore
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Shoal Bay 4 4.5 8 $2,200 Inquire Inquire
Villa Fiore Anguilla Villa Rentals

Just 2–3-minute walk from the world-renowned Shoal Bay East beach, Anguilla Villa Fiore is an unparalleled vacation rental, a blend of luxury, comfort, and convenience.

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Villa Soleil
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Captain's Bay 4 4.5 8 $975 Inquire Inquire
Villa Soleil Anguilla Villa Rentals

Escape to the stunning and secluded Villa Soleil, a magnificent. vacation rental estate situated in the serene Captain’s Bay in Anguilla. This exclusive 5,500 sq. ft. villa offers unparalleled privacy, breathtaking views, and luxurious amenities, ensuring an unforgettable stay.

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Shiloh Estate
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West End 4 4 8 $2,800 Inquire Inquire
Shiloh Estate Anguilla Villa Rentals

Shiloh Estate in Anguilla is an exquisite vacation villa offering unparalleled blend of luxury, privacy, and access to world-class amenities.

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Villa Songbird
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Rendezvous Bay 4 4 8 1,300 Inquire Inquire
Villa Songbird Anguilla Villa Rentals

Villa Songbird is a stunning four-bedroom vacation estate nestled along the serene shores of Rendezvous Bay in Anguilla. This private, air-conditioned vacation rental offers the perfect blend of luxury and comfort, with breathtaking views

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Cloud Cottage
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North Hill 4 3 8 $950 Inquire Inquire
Cloud Cottage Anguilla

Cloud Cottage Anguilla Vacation Rental a gem of a property is newly renovated with a stunning professional grade kitchen and open plan living/dining area.

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Dreamcatcher Villa
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Shoal Bay East 4 3.5 8 $825 Inquire Inquire
Dreamcatcher Villa Villa Anguilla

Tranquility wrapped in blue - a hidden Caribbean gem. Escape to the bleached white sandy beaches, azure blue skies and a friendly Anguillan welcome

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Grand Outlook
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Crocus Bay 4 4 8 $1,500 Inquire Inquire
Grand Outlook Anguilla Villa Rentals

Welcome to Villa Grand Outlook, a stunning 7,000+ square foot vacation property, a true oasis perfectly perched above the serene waters of Crocus Bay, Anguilla

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Odyssey Villa at Kamique
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Southern Side 4 4 8 $1,800 Inquire Inquire
Odyssey Villa at Kamique Anguilla

Odyssey Villa at Kamique, Anguilla, is a modern four-bedroom vacation home situated on the southern side of Anguilla and one of three villas on the Kamique Estate.

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Villa Farina
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Farrington 4 4 8 $1,200 Inquire Inquire
Villa Farina Anguilla  Villa Rentals

Villa Farina, a luxurious 4-bedroom beachfront vacation rental located in The Farrington, Anguilla. This stunning villa offers an unparalleled experience of comfort, privacy, and breathtaking ocean views.

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Villa Okeanos
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Shoal Bay East 4 4 8 $1,150 Inquire Inquire
Villa Okeanos Anguilla Villa Rentals

Welcome to Villa Okeanos, an exquisite vacation rental nestled in the picturesque Shoal Bay East in Anguilla

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Spyglass Hill Villa
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North Hill 4 4.5 8 $700 Inquire Inquire
Spyglass Hill Villa Anguilla Villa Rentals

Spyglass Hill Villa is a luxurious 4-bedroom, vacation villa perched on three floors overlooking Road Bay Harbor in Anguilla

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Villa Black Pearl
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Shoal Bay East 4 4 8 $1,800 Inquire Inquire
Villa Black Pearl Shoal Bay Anguilla

Villa Black Pearl, located on spectacular Shoal Bay East, offers privacy, relaxed elegance and exquisite views, all just steps to one of the Caribbean's most beautiful beaches. The large turquoise doors welcome you to the courtyard, where you are immediately captivated by the breathtaking expanse of the sea.

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Anani Villa At Kamique
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Anguilla 4 4 8 $1,722 Inquire Inquire
Sandcastle Point Anguilla

Anani Villa at Kamique, Anguilla, is one of three villas on Kamique Estate, situated directly on the Caribbean Sea on the island’s southern coast. Modern, open floor plans are tailored for enjoying the spectacular natural surroundings, with dramatic views of St. Maarten from nearly every room.

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Villa Reve Noir
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Black Garden 4 4 8 $4,305 Inquire Inquire
Villa Reve Noir Anguilla Villa Rentals

Welcome to Villa Rêve Noir, an exquisite vacation retreat located in the expansive and serene landscape of Black Garden, Anguilla. This luxurious villa offers 7,000 square feet of modern elegance, designed to provide an unparalleled vacation experience.

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Villa Alegria
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West End 4 4.5 10 $1,900 Inquire Inquire
Villa Alegria Anguilla

Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas.

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Pelican Bay Villa
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Pelican Bay 4 4.5 8 $1,150 Inquire Inquire
Pelican Bay Villa Villa Anguilla

Pelican Bay Villa is a pristine four-bedroom waterfront haven nestled in southwestern Anguilla.

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Bird of Paradise Villa
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Sandy Hill Bay 4 4.5 10 $1,999 Inquire Inquire
Sandy Hill Bay Anguilla Paradise Villa

The Villa is located on a small bluff overlooking the Caribbean Sea and the islands of St. Barth's and St. Martin. The beautiful, crescent Sandy Hill Bay beach is a short walk down a path and the sheltered bay and beach offer excellent swimming and snorkeling as well as a safe harbor for a small yacht.

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Tigh-na-Mara Villa
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West End 4 4.5 8 $950 Inquire Inquire
Tigh-na-Mara Villa Pearl Anguilla

Tigh-na-Mara Villa (House by the Sea) in West End, Anguilla, centrally located on sunny Anguilla, exudes old world West Indies charm inside and out.

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Villa Alkera
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Shoal Bay East 5 5 10 $2,900 Inquire Inquire
Villa Alkera Anguilla  Villa Rentals

Villa Alkera, located on a picturesque hillside in Shoal Bay East, Anguilla, epitomizes luxurious island living and is among the best vacation rentals offering amazing view towards the Caribbean Sea.

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Three Dolphins Villa
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Blowing Point 5 4 10 $2,000 Inquire Inquire
Anguilla Vacation Rental - Three Dolphins Villa

Three Dolphins Villa overlooks the sea with an expansive open floor plan that showcases the surrounding crystal clear waters against cerulean blue skies.

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Sky Villa
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Long Bay 5 4.5 10 $5,300 Inquire Inquire
Sky Villa Anguilla

Sky Villa at Long Bay Villas is a fully air-conditioned property that offers resort amenities and gentle island breezes. Private stairs lead past Sea and Sand, the property’s sister villas, and down to the beach.

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Sandcastle
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Limestone Bay 5 7 10+2 $3,300 Inquire Inquire
Sandcastle Villa Rental Anguilla

Sandcastle Villa in Anguilla has been remodeled to a stunning resort style accommodation with amazing beach views, great for small or large families this beachfront home is a one of a kind wonderland year round.

 

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Sand Villa
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Long Bay 5 4.5 12 $4,700 Inquire Inquire
Sand Villa Long Bay Anguilla Beachfront

Sand Villa Anguilla is aptly-named. Its private staircase descends into the velvet sands of secluded Long Bay Beach. This island oasis is one of a trio of newly-transformed, beachfront villas that can be rented individually or in any combination

 

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Azure Villa
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Shoal Bay East 5 4.5 10 $1,575 Inquire Inquire
Azure Villa Anguilla

Designed by world renowned Caribbean architect Carl Richards to take advantage of one of the most spectacular views in all of the Caribbean with a location overlooking Anguilla's best beach, this gated estate offers luxury vacationing with all the sumptuous amenities.

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Villa Kishti
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Anguilla 5 5 10 $3,500 Inquire Inquire
Villa Kishti Anguilla Villa Rentals

Villa Kishti Black Garden is an epitome of luxury and tranquility, a vacation villa nestled in one of Anguilla's most serene locations. This stunning property offers an exclusive retreat with breathtaking panoramic ocean views

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Blue Diamond
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West End 5 5 10 $3,450 Inquire Inquire
Blue Diamond Anguilla

Blue Diamond Villa in Anguilla is a luxury beachfront rental home that is dedicated to the best for travelers, making it one of the top destinations in the world, Blue Diamond is the perfect balance of luxury and resort living.

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Modena Villa
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Anguilla 5 5 10 $4,000 Inquire Inquire
Modena Villa Anguilla

Welcome to Modena The sublime, majestic calm and awe of Modena is encapsulated by its expansive openness that goes beyond your wildest imagination. It portrays sheer elegance and modernization by its architecture, design and smart home automation. Modena is aesthetically pleasing as it captures the surrounding water and the crystal blue sea of Cove Bay, bathing the shoreline and beyond.

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Antilles Pearl
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West End 5 5 10 $22,500 Inquire Inquire
Antilles Pearl Anguilla

Three floors of extravagance featuring a Master Suite with a private terrace, four guest rooms, and a 50 ft. “skywalk” that culminates in a triangular viewing area protruding right over the sand, trailing to the turquoise Caribbean Sea and rooftop terrace.

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Villa Amarilla
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Anguilla 5 5 10 $2,200 Inquire Inquire
Villa Amarilla Island Harbour Anguilla

Welcome to Villa Amarilla. This stunning vacation home is located on Anguilla's Leeward north side, on the Sea Rocks of Island Harbour.  Designed by Anguilla's own acclaimed architect Carl Richards, Villa Amarilla offers 9,000 square feet of luxury and comfort.  The Caribbean architectural design is accented with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. 

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Champagne Shores
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Blowing Point 5 5 10 $1,775 Inquire Inquire
Anguilla Vacation Rental - Champagne Shores

Champagne Shores Villa is a private luxury villa with light-filled indoor/outdoor living and fresh modern interiors that showcase the resplendent natural views of the Caribbean and St. Martin

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Beaches Edge East
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Lockrum 5 5 10 $1,800 Inquire Inquire
Anguilla Vacation Rental - Beaches Edge East

Welcome to Beaches Edge Rental Villa on Anguilla. Welcome to Beaches Edge Villa, a private oceanfront estate exquisitely designed to embrace the captivating island surroundings

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Kishti On Meads Bay West
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Meads Bay 5 5.5 10 $4,900 Inquire Inquire
Kishti On Meads Bay West Anguilla

Kishti On Meads Bay West Anguilla five-bedroom beach villa in Meads Bay, Anguilla, was designed by renowned architect Cecconi Simone.

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Beach Escape
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Lockrum 5 5.5 8 $2,200 Inquire Inquire
Beach Escape Anguilla

Beach Escape Anguilla Vacation Rental lovely five-bedroom villa compound is nestled in lush tropical palms directly on the shimmering Caribbean, on Blowing Point.

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Rendezvous Villa
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Rendezvous Bay 5 7 10 $5,760 Inquire Inquire
Anguilla Vacation Rental - Rendezvous Villa

Rendezvous Villa located on the stunning Aurora Golf Course, this property is steps away from Anguilla's award-winning restaurants, bars, and beaches.

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Villa Sea
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Long Bay 6 5.5 11 $3,800 Inquire Inquire
Villa Sea Rental in Long Bay Anguilla

Sea Villa Anguilla is the largest and closest to the beach of the three Long Bay Villas. Each of the ultra-luxury trio of villas can be rented individually or in any combination.

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Angel Point
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Little Harbour 6 5.5 12 $2,300 Inquire Inquire
Angel Point Anguilla Villa Rentals

Discover the epitome of luxury and relaxation at Angel Point, a stunning 6-bedroom vacation villa perched on the serene shores of a tranquil harbor in Anguilla.

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Mystique
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West End 6 6 14 $5,250 Inquire Inquire
Mystique Anguilla Anguilla Caribbean

Reputed to be the island’s largest villa at 21,000 square feet, Lavish Cove Villa sits above the Cove Lagoon and is home to 4 Grand Villa Suites, 1 Loft Suite with a private sun terrace, 9 bathrooms, 3 pools, and a large state-of-the-art gym.

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Limin' Da Coconut
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Little Harbor 6 6 12 $2,400 Inquire Inquire
Limin' Da Coconut Anguilla

Limin’ Da Coconut is a gorgeous modern villa overlooking Anguilla’s Little Harbour, on a secluded stretch of coast with turquoise sea against breathtaking blue skies.

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Kishti East On Meads Bay
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Meads Bay 6 6.5 12 $5,600 Inquire Inquire
Villa Sea Rental in Long Bay Anguilla

Kishti East On Meads Bay Anguilla is spacious, fully staffed, six-bedroom villa is set directly on the beach at Meads Bay, known for its soft white sand, crystalline waters, sunset views, and privacy.

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Triton Villa at Kamique
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Anguilla 6 6.5 12 $2,800 Inquire Inquire
Sandcastle Point Anguilla

A rich blend of woods, stone and concrete creates a sensual yet modern island-inspired environment. A touch of the tropics provides a sense of romance. The atmosphere blurs the line between inside and out, and orchestrates light and shade to create a peaceful oasis.

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Round Rock Estate
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West End 6 8.5 12 $2,600 Inquire Inquire
Round Rock Estate Anguilla Anguilla Caribbean

Round Rock Estate is a contemporary 6-bedroom villa on the idyllic island of Anguilla. Completely renovated in 2019, no expense was spared to make the most of the breathtaking waterfront location.

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Villa Paradise
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Blowing Point 7 6 14 $1,200 Inquire Inquire
Villa Paradise Anguilla Vacation Home

Villa Paradise is an exquisite 7,000 square foot, gated vacation home surrounded by 3.5 acres of magnificently landscaped gardens overlooking the sea- the home is one of the most luxurious villas in the Caribbean as well as one of the most beautiful luxury homes on Anguilla

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Ambrosia Villa
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Anguilla 7 7 14 $2,190 Inquire Inquire
Ambrosia Villa Anguilla

Ambrosia Villa is the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals.

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Zenaida Estate
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Sandy Hill 7 8 14 $1,700 Inquire Inquire
Sandy Hill Estate – Sandy Hill, Anguilla

Enjoy ultimate privacy in either a three, four or seven bedroom villa with pool. Luxuriate in the white powdery sands of our deserted beach lapped by the gentle waters of the Caribbean. For tennis players we provide the only Har-Tru soft court in the Leeward Islands lit for playing in the cool of the tropic Nightly.

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BeachCourt Villa
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Shoal Bay East 8 8 16 $2,075 Inquire Inquire
BeachCourt Villa Anguilla

On Shoal Bay, one of the world’s greatest beaches, sits BeachCourt Villa, one of Anguilla’s greatest homes: 10,000 square feet, 8 bedrooms (see BeachCourt Villa Bedrooms for particulars), airy and family-friendly public spaces, with tennis court and freshwater pool, on gently sloped land that goes directly to the beach. Anguilla has many magnificent homes, but very few are directly on the beach.

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Kandara
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Long Bay 8 10 16 $4,000 Inquire Inquire
Kandara Anguilla Anguilla Caribbean

Kandara in Anguilla has now completed it's amazing new 2 bedroom guest cottage and is now a wonderful and modern, beachfront 8 bedroom villa.

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Infinity Anguilla
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West End 8 9.5 18 $5,000 Inquire Inquire
Infinity Villa West End Anguilla

Overlooking the Cove and only two minutes away from pristine Maundays Bay, is Anguilla's newest luxury villa enclave in chic West End - Sheriva. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea and neighboring St. Martin, the property offers ultimate privacy, yet swift access to the island's finest beaches

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Harmony
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West End 8 9.5 16 $5,000 Inquire Inquire
Harmony Villa Anguilla

Only the finest materials accent almost every inch of this 14,000 square foot haven including exquisite marble floors and balustrades, exotic hardwood ceilings and immaculate granite countertops. The sunken living room exudes the richness of elegant island living, while the kitchen offers contemporary comforts such as GE Monogram appliances.

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Beach House
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Meads Bay 8 10 16 $12,650 Inquire Inquire
Beach House Anguilla

Winner of the 2012-2013 International Property Awards for the Best International Architecture – Single Family for 2012-2013, Starlight on Meads Bay in Anguilla is a stunning 17,000 ft² contemporary luxury masterpiece

 

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Cerulean Villa
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Barnes Bay 9 8.5 18 Inquire Inquire Inquire
Cerulean Anguilla Beachfront Vacation Rental

Anguilla Luxury Villa was built to take advantage of its stunning location on Barnes Bay, and the villa is extremely open and airy: with high ceilings, fans throughout, and French doors that open to the sea. The floors are all imported stone tile, and most of the furniture was made specifically for the house by craftsmen in both Mexico and Morocco. The beauty of the house can be attested to, by the fact that it has been photographed by both House and Garden and Italian Architectural Digest.

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Villa Nevaeh
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Long Bay 9 8 18 $5,500 Inquire Inquire
Villa Nevaeh Anguilla

Situated directly on Long Bay — a heavenly half-mile stretch of pristine shimmering beach — Nevaeh Villa offers the pinnacle of refined comfort and privacy for guests who choose Anguilla for the ultimate Caribbean escape

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Viewfort Estate
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Crocus Hill 9 10 22 $7,500 Inquire Inquire
Viewfort Estate Anguilla

Viewfort Estate blends the unpretentious spirit of the West Indies with the refined and unparalleled natural beauty of Anguilla. Set on the island’s highest point overlooking the turquoise waters of Crocus Bay, this luxury Caribbean vacation rental effortlessly blends a 200-year-old heritage property with a modern addition to create a refined contemporary estate.

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Quintessence - Grand Mansion
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Long Bay 9 11 22 $14,000 Inquire Inquire
Quintessence - Grand Mansion Anguilla

Quintessence - The Grand Mansion Anguilla, is a tropical luxury villa rental that embodies timeless interiors and location, making the world a better place through culinary excellence and unrivaled hospitality.

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Santosha Villa Estate
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Long Bay 9 11 21 $6,700 Inquire Inquire
Santosha Estate Anguilla Vacation Home

Santosha Villa Estate Anguilla is a professionally-managed, ultra-luxury, beachfront estate on Long Bay Beach with stunning ocean views and the 5-star service, staff and amenities of a private, boutique resort.

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Villa Indigo
Location Beds Baths Sleeps Nightly Low Weekly High Weekly Peak
Little Harbour 10 9 20 $8,200 Inquire Inquire
Villa Indigo Anguilla

Indigo Villa Anguilla, a beautiful 10 bedroom estate with ensuite bathrooms, full staff, incredible views, and breathtaking amenities. Recently refurbished, pristine white interiors frame the rich colorful views of crystal-blue water, white sand and cascading bougainvillea.

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Ani Estate Villa
Location Beds Baths Sleeps Nighlty Low Nighlty High Nighlty Peak
Anguilla 10 10 20 $16,000 Inquire Inquire
Luxury Anguilla Beachfront Mansion Rental

Like a towering ivory sculpture perched on the majestic cliffs overlooking Anguilla’s Little Bay, the four bedroom Ani North has been designed and fitted to offer an unforgettable Caribbean vacation.

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Kishti on Meads
Location Beds Baths Sleeps Nightly Low Nightly High Nightly Peak
Meads Bay 11 11 22 $10,500 Inquire Inquire
Kishti on Meads Anguilla

Experience modern indoor/outdoor living in these sparkling new villas situated side-by-side on the pristine white sands of Anguilla’s Meads Bay

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Villa Le Bleu
Location Beds Baths Sleeps Nightly Low Weekly High Weekly Peak
Little Harbour 11 11 22 $10,120 Inquire Inquire
Seafront Estate Anguilla

Villa Le Bleu is simply the most exciting and glamorous 11 bedroom villa in Anguilla. Approximately 2.5 acres of beautiful tropical gardens with two swimming pools, two small natural beaches.

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Visiting Anguilla

Known for its amazing beaches, Anguilla is the center of universe from the amazing Beaches on Barnes Bay which are where you’ll find most of the amazing beachfront homes and mansions for rental.  The island itself is only 35 Sq. miles and has a rich history to share with those visiting this island.  The capital, The Valley, has some amazing local shopping and dining, you’ll always find something to do.  Most people do however come for the nautical lifestyle, you can find people swimming, enjoying snorkelling, taking a boat out and traveling to our neighboring islands such as Puerto Rico, St. Martin, and Kitts.  There are so many things to do in the water that people often get submerged for their entire stay.

For those that love to go out at Nightly we have:

     - Elvis Beach Bar

     - Pump House

     - Shoal Bay

     - and so much more. 

For those that like exploring there are Beach Stone Sculptures of Rendezvous Bay, Caves and Holes can be explored with a guide all around the island, You may want to come when sea turtles are hatching to see them run off, you may want to visit the Heritage Collection Museum in the East End Village, or just enjoy the beauty of the famous beaches of Sandy Lane such as Captains Bay, Island Harbour, Shoal Bay East, Limestone Bay, Little Bay, Crocus Bay, Katouche Bay, Road Bay and the village of Sandy Ground, Prickley Pear Cay and Sandy Island, Long Bay, Meads Bay, Barnes Bay, Windward Point, Savannah Bay, Mimi Bay, Sandy Hill Bay, Forest Bay, Little Harbour, Blowing Point, Rendezvous Bay, Merrywing Bay, Cove Bay, Maunday's Bay, and much much more.

Coming to Anguilla is easy, jump on a plane, get on a ferry, or just take a private charter, it’s well worth the trip.

 

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