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Anguilla Vacation Homes

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    1 / 10
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    1 / 28
    Studio, 5 Bathrooms, Sleeps 1 | Quick View
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    Studio, 8 Bathrooms, Sleeps 1 | Quick View
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    1 / 30
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of... View all property information
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    Sandy Hill Bay, Anguilla AI 2640
    1 / 25
    5 of 5 bubbles (4) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a... View all property information
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    Blowing Point, Anguilla BWI
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in Shoal Bay East, Anguilla, British West Indies, this majestic 4 bedroom villa sits on one acre of stunning oceanfront property and is a short stroll to one of the finest beaches in the world. With more than 7,000 square feet of indoor and outdoor living space, Shoal Bay Pointe is designed... View all property information
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    Anguilla, Caribbean
    1 / 10
    Studio, 4 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Ground Beach Proximity: Near the beach/Overlooking from cliffside Fantastic new Cliff Top Villa overlooking the stunning Sandy Ground Village, with 3 bedrooms, 3.5 baths, open floor plan, Furnished with authentic Thai furnishings and artwork with all the amenities you could... View all property information
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    Anguilla, Caribbean
    1 / 16
    Studio, 6 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Shoal Bay East Beach Proximity: Inland Overlooking the vast Atlantic Ocean is the stunning villa Tamarind, named after a local tree that grows on the Island and situated in the area of Shoal Bay East a five minute drive to one of the most stunning beaches in Anguilla and the... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom Villa Sand Castle Villa boasts 4 bedrooms, 2 kingsize, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with its own beautiful pool this villa... View all property information
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    Anguilla, Caribbean
    1 / 5
    Studio, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: On the sea Located at the Callaloo Resort in the beautiful Rendezvous Bay area. Ananke is simply elegant in all ways, The furniture is simple and comfortable and the views are fantastic. The outdoor living spaces are great for entertaining and... View all property information
    Location Information
    Anguilla, Caribbean
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    1 / 23
    Sandy Hill Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Located on the breezy and cool hilltop of Sandy Hill bay at Seafeathers, you'll find Emerald Reef Villa. Here you can truly enjoy nature from the sound of the waves crashing to the singing of birds surrounded by the lush local surroundings complimented by beautiful flowers. This is a great location... View all property information
    Location Information
    Sandy Hill Bay, Anguilla 00000
    1 / 18
    4 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot... View all property information
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    Anguilla, Caribbean
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sitting on Anguilla's South Shore, Kamique commands its own secluded cove beach and stunning views towards the mountains of St. Martin. Kamique is a collection of three luxury villas on Anguilla's South Coast, six bedroom Triton, four bedroom Aquamarie and four bedroom Anani. A 180 degree full... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 23
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa Paradise is gated for complete privacy and surrounded by lush tropical foliage. The spacious living room located on the upper level area opens to two terraces and stunning views. Amenities include a 42" television, Bose sound system, and an office area equipped with computer, internet,... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 11
    5 of 5 bubbles (2) Excellent
    Studio, 7 Bathrooms, Sleeps 1 | Quick View
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    About this property
    2nd Floor Bedroom 1 – Grand Master King size bed, En-suite bathroom with separate tub, Outdoor showers with sunning area, L'Occitane toiletries, TV, Air-conditioning, Ceiling fan, Safe, Telephone, Window screen Bedroom 2 – Grand Master King size bed, En-suite bathroom with separate tub, Outdoor... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 34
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Surrounded by wide open spaces, fresh air and amazing ocean views, this four bedroom villa combines the idyllic Caribbean lifestyle with five-star boutique luxury. CéBlue Villas & Beach Resort is perched atop a hillside overlooking the blue ocean waters of Crocus Bay, and the location is just steps... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Perfect Villa Layout This 4 bedroom villa offers the perfect layout for a relaxed, entertained, worked out and pampered experience in Anguilla. At the heart of the villa is a cool and impressive atrium area. The top floor houses the 2 master suites each with kingsize beds, ensuite bathrooms and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 27
    Island Harbour
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Picturesquely situated on Anguilla's southeast shoreline, Ultimacy Villa is an eight bedroom super villa located in the upscale neighborhood of Sea Rocks, nestled between the villages of Shoal Bay and Island Harbour. This three story home is considered one of Anguilla's largest and most impressive... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    1 / 14
    5 of 5 bubbles (3) Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    The African Sapphire is a generously proportioned beachfront property with a very large living and entertaining area that allows dining for 18, and offers superb 360 degree views of the Caribbean Sea and St Martin. The African Sapphire is four stories high and 14,000 square feet sumptuously... View all property information
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    Anguilla, Caribbean
    1 / 29
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Remodeled in 2015, our air-conditioned standard luxury rooms are outfitted with chic Caribbean-style décor, a sitting area with a balcony or terrace, complimentary wireless internet, and flat-screen TV. The mosaic-tiled bathroom includes a hydro-massage cave shower and luxurious Gilchrist & Soames... View all property information
    Location Information
    Anguilla, Caribbean
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    1 / 17
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    With its location along Long Pond Bay in Anguilla, the large and contemporary Villa White Cedars is a unique find. Though meant to house six visitors in three bedrooms, the spaciousness of this villa is often a surprise. The proportions are perfectly balanced, however, and all of the living spaces... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 24
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Dolphin Villa is a beachfront vacation home located on Sandy Hill Bay with direct beach access. This family-friendly villa features four bedroom suites, four full bathrooms and comfortably accommodates up to eight guests. Outdoors, guests will enjoy the 2,000 square foot terrace and patio... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Zebra Villa is ideally located just a 5 minute walk to Meads Bay Beach. Malliouhana Hotel and Spa, Jacala and Blanchards Restaurants and other hotels and restaurants are also within walking distance along the beach.  This lovely villa just underwent a renovation in December, 2015 with new... View all property information
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    Anguilla, Caribbean 00000
    1 / 15
    Sandy Hill Bay
    2 Bedrooms, 6 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose... View all property information
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    Sandy Hill Bay, Anguilla AI 2640
    1 / 24
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    An estate-like villa set along the golden sands of Long Bay in Anguilla, are just a few of the words to aptly describe the Villa Element Sand. One of three modern beauties with remarkable architectural style and charm, this villa offers up spacious, comfortable, and luxurious living. Pure white and... View all property information
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    West End Village, Anguilla
    1 / 12
    Studio, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the... View all property information
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    Anguilla, Caribbean
    1 / 20
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Built by an award-winning developer and previously known as Lockrum Villas, Beaches Edge East and West are two sleek and stylish, oceanfront 5 bedroom/5.5 bath sister villas. Each of the chic, 7,000 square foot, contemporary single villas can be rented individually, or together as an exclusive,... View all property information
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    Blowing Point, Anguilla 00000
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and... View all property information
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    Anguilla, Caribbean
    1 / 24
    5 of 5 bubbles (4) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Like an ivory sculpture on the majestic cliffs overlooking Anguilla’s Little Bay, the six bedroom Ani South has been designed to offer an unforgettable Caribbean vacation. Unique to Ani South is its configuration, accessible to guests via an elevator, roll-in showers, pool lift and wheelchair... View all property information
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    Anguilla, Caribbean
    1 / 32
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests... View all property information
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    Anguilla, Caribbean
    1 / 18
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is a private and tranquil villa located in the Sea Rocks area of the island between Shoal Bay and Island Harbour, 4 minute drive to Shoal Bay beach and situated on the rocky cliff overlooking the sea. Jems Villa offers the discriminating traveler two bedrooms and two bathrooms with walkouts to... View all property information
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    Island Harbour, Anguilla 00000
    1 / 21
    Studio, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Jopsey Bay Beach Proximity: Near the Beach Located on Jopsey Bay, a bay only some people are lucky to come across while on vaction in Anguilla, this villa overlooks secluded Lover's Cove along a dramatic and stunning Anguillian shoreline, Rum Punch Villa is a 7,500 square foot... View all property information
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    Anguilla, Caribbean
    1 / 26
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Gorgeous villa located on the rocky coastline in Little Harbour with Elsie Bay within walking distance. This beautiful villa has two masters and a guest bedroom on the main floor. Spacious pool deck with covered area for dining and relaxing and chaise lounges for sunning. Even a bocce court for a... View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    1 / 25
    Island Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Soleil Villa at Captain's Bay is a new 5,500 square foot vacation villa and features four air conditioned bedroom suites. From every vantage point, the villa has the most spectacular views of Scrub Island, Scilly Cay, Captains Bay and Savannah Bay. Luxury awaits you in every room of the villa. Four... View all property information
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    Island Harbour, Anguilla
    1 / 30
    Sandy Hill Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Zenaida Beach & Tennis Estate sits on Anguilla’s highest elevation and is nestled in three acres of lush tropical gardens. The villa is reached entirely by paved road and is famous for its sweeping views of the Caribbean Sea, St. Martin and St. Barthelemy. Enjoy ultimate privacy in this five... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 45
    West End Village
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    Going beyond luxury, the eight-bedroom Villa Nevaeh sets an entirely new bar in terms of opulence and amenities. Located along Long Bay in Anguilla, it features a full household staff, a golf simulator, a tennis and basketball court, and more. The Balinese inspired design and décor of the villa... View all property information
    Location Information
    West End Village, Anguilla
    1 / 43
    Island Harbour
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Living up to its name, the Villa Beachcourt in Anguilla really does hold court over its own private beach in the sparsely populated Shoal Bay. It is considered one of the finest properties on the island and is large enough to house up to 16 guests comfortably in style and total privacy. Large and... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 17
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Nestled in an amazing ocean front location, this exclusive 3 bedroom, 3 bathroom villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, Jacuzzi and seaside gazebo in expansive private grounds. You will enjoy your own private hideaway in the rural tranquility... View all property information
    Location Information
    Island Harbour, Anguilla 00000
    1 / 12
    Studio, 8 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Maundays Bay (2-3 minutes drive) Beach Proximity: Near the beach Harmony a 8-bedroom villa designed with traditional Caribbean style and slight touches from the Far East are what gives this villa its unique ambience and exclusive luxury feel. Beautiful materials accent almost every... View all property information
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    Anguilla, Caribbean
    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection... View all property information
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    Anguilla, Caribbean
    1 / 44
    10 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    Villa Indigo Anguilla. Imagine enjoying a Caribbean holiday in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor. This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by Cinnamon... View all property information
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    Anguilla, Caribbean
    1 / 35
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    For the ultimate in luxury, the Frangipani Beach Resort's new beachfront villa offers privacy with the benefit of access to Frangipani's exclusive amenities. This 5,000 square foot four-bedroom villa offers ocean facing bedrooms equipped with king-sized beds, plus a multipurpose room that can be... View all property information
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    Anguilla, Caribbean
    1 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Vista is an idyllic, luxury four bedroom contemporary villa superbly located on the waterfront offering magnificent views of neighboring St. Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which separates both islands. The villa, newly... View all property information
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    Blowing Point, Anguilla AI 2640
    1 / 32
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    Simpson Bay Penthouse is a top-level vacation rental that sits directly on Kim Sha and is minutes away from Simpson Bay Beach, Mullet Bay, and the infamous Sunset Beach Bar. You can walk to the drawbridge and watch the sailboats and mega yachts (in season) enter and exit the lagoon. The penthouse... View all property information
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    Anguilla, Caribbean
    1 / 45
    Studio, 11 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Little Harbour (Few minutes drive) Beach Proximity: On the Sea Villa Indigo is being remodelled with completion in November 2014 and now with ten king size ensuites... NOW COMPLETED!! Indigo Villa situated in the quiet and stunning village of Little Harbour, sits on 1.3 acres and has... View all property information
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    Anguilla, Caribbean
    1 / 25
    Rendezvous Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Situated on the white-sandy beaches of Anguilla's renowned Rendezvous Bay, boasting a commanding view of the sparkling turquoise waters of the Caribbean Sea, this sprawling white-washed estate oozes resort style elegance, in a luxurious and private setting. Immerse yourself in a five-star... View all property information
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    Rendezvous Bay, Anguilla
    1 / 13
    Studio, 3 Bathrooms, Sleeps 1 | Quick View
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    The Villas at Cuisinart Resort Spa offer you the utmost in luxury in a truly spectacular setting. Located at the eastern end of the property, the six villas are private, yet steps away from all Resort facilities. Each has its own entry courtyard graced with a soothing fountain and botanical... View all property information
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    Anguilla, Caribbean
    1 / 42
    5 of 5 bubbles (8) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,... View all property information
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    Blowing Point, Anguilla AI 2640
    1 / 12
    Studio, 2 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Meads Bay (10 mins walk) Beach Proximity: Inland Zebra Villa located in the West of Anguilla and overlooks the scenic and beautiful Meads Bay Beach.  Zebra Villa offers luxurious and spacious indoor/outdoor living experiences with glorious panoramic views. The Master Suite is the... View all property information
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    Anguilla, Caribbean
    1 / 10
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and... View all property information
    Location Information
    Anguilla, Caribbean