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Vacation Rentals in Anguilla, Caribbean

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    1 / 8
    5 of 5 stars (1) Excellent
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    1 / 12
    5 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    1 / 17
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Colibri is a new and spacious villa situated on the southern coast of Anguilla. Just a five minutes drive from the half mile of beach at Sandy Hill Bay. Its elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings throughout) and the stunning views of... View all property information
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    Anguilla, Caribbean
    1 / 28
    7 Bedrooms, 8 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Near the beach Ambrosia Villa: 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... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Long Bay Beach Proximity: On the Beach FOR RENT: Sand Villa sister villa to Sea and Sky... Beautiful terraces that open to the infinity edge pool and the Atlantic ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep... View all property information
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    Anguilla, Caribbean
    1 / 46
    4 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Limestone Bay (Few seconds away) Beach Proximity: On the Beach Sandcastle a beautiful rental vacation home, located on a secluded beachside and designed with a Tuscan feel, this villa hosts 10,000 sq. ft, and sits on 1/2 an acre of land.  With 4 bedrooms plus a media room with two... View all property information
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    Anguilla, Caribbean
    1 / 19
    8 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Shoal Bay West (Steps away) Beach Proximity: On the Beach The 14,000 sq. ft. African Sapphire is named for its furnishings, including a chandelier and table centerpiece handmade in Africa from half a million beads. HIGHLIGHTS: * Two master bedrooms each with private terrace, office,... View all property information
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    Anguilla, Caribbean
    1 / 14
    West End Village
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer... View all property information
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    West End Village, Anguilla
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The average 81 degrees make ocean breezes a delight, and Sky Villa's picture windows and open architecture the perfect complement to the breathtaking surroundings. With four master suites, its own Infinity-Edge Pool and Jacuzzi, plus outdoor dining pavilion, nature seamlessly blends into living... View all property information
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    Anguilla, Caribbean
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    1 / 16
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Completed in December, 2014 this 4+ bedroom home has gorgeous views of St. Maarten and is a 2 minute drive to Sandy Hill Bay beach or 5 minute walk. You know you have reached somewhere special as you drive up the house and park. The entrance is flanked with twin fountains and as you enter you see... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Modena on Anguilla is a majestic estate situated on a full acre on stunning Cove Bay. The premiere West End location is the most prestigious on the entire island. Stunning white architecture offsets the blues of the sky, the inviting swimming pool and the crystal clear waters of the Caribbean... View all property information
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    Anguilla, Caribbean
    1 / 10
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    On one of Anguilla's greatest beaches sits one of its greatest homes: BeachCourt Villa, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property takes... View all property information
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    Anguilla, Caribbean
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: West End Beach Beach Proximity: Near the Beach Poinsettia villa is a 2-bedroom, 2-bathroom villa located in the Indigo Reef Resort. This villa includes an open kitchen, bar and dining room with vaulted ceilings, two equal air conditioned master bedroom suites, private hot tub, lush... View all property information
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    Anguilla, Caribbean
    1 / 15
    7 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    About this property
    'Villa Paradise' an exclusive paradise home situated in the majestic, quiet village of Cul-de-Sac, Blowing Point. A 7000 - Square foot property overlooking the spectacular views of the crystalline Caribbean Sea and neighboring St. Martin. This property sits on 3.5 magnificently landscaped,... View all property information
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    Anguilla, Caribbean
    1 / 8
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Mystique Villa is reputed to be one of the largest on the island at an astonishning 21,000 sq ft. It is home to five Grand Villa Suites, three pools and full gym. There is also an optional garden suite which is perfectly situated for a guest's personal staff. There are two bridges which lead into... View all property information
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    Anguilla, Caribbean
    1 / 19
    Blowing Point
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the... View all property information
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    Blowing Point, Anguilla
    1 / 21
    6 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Point Beach Proximity: On the Beach Shutters On The Beach is an exquisite new beachfront villa available for rent on Anguilla. It is located on beautiful Sandy Point Beach, this new construction incorporates all the aspects of classic French West Indies architecture. Inspired... View all property information
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    Anguilla, Caribbean
    1 / 55
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The Bird of Paradise villa, located on Sandy Hill Bay beach, Anguilla, offers a unique blend of exquisite detail, spacious comfort, luxury, and quiet ambiance. It was designed by Wilson Associates, award-winning architects of luxury villas and resorts throughout the world. The Bird of Paradise is... View all property information
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    Anguilla, Caribbean
    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Songbird Villa is a newly constructed villa with spectacular views of Rendezvous Bay the Caribbean Sea and St. Martin. This villa has a unique blend of contemporary and classic Caribbean architecture and provides a true island living experience. It is less than a minute's drive to the sands of... View all property information
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    Anguilla, Caribbean
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    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Point Beach Proximity: On the Beach Beach Escape Villa consists of a two-bedroom main house and three, one-bedroom guest suites on an acre of tropical paradise on Anguilla in the Caribbean. It sits on a white sand beach with warm, turquoise water and breathtaking views of the... View all property information
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    Anguilla, Caribbean
    1 / 23
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Shoal Bay East Beach Proximity: Very close to beach/Waterfront Villa REDUCED IN PRICE! Shoal Reef also known as Abayamudra Villa 'The Abbey' meaning fearless.. is situated in Shoal Bay East and has been voted as one of the best beaches in the world.  Boasting an oceanfront villa with... View all property information
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    Anguilla, Caribbean
    1 / 14
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Balcony
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    About this property
    Treat yourself to a beautiful beach, pampering service, great contemporary design and five-star shopping and dining at Kishti on Meads East. Not only is the villa set on the sugary sands of Meads Bay Beach, it’s just a short walk from the restaurants and bars along the bay. With sleek interiors by... View all property information
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    Anguilla, Caribbean
    1 / 14
    3 Bedrooms, 7 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Treat yourself to a beautiful beach, pampering service, great contemporary design and five-star shopping and dining at Kishti on Meads East. Not only is the villa set on the sugary sands of Meads Bay Beach, it’s just a short walk from the restaurants and bars along the bay. With sleek interiors by... View all property information
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    Anguilla, Caribbean
    1 / 14
    4 Bedrooms, 7 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Treat yourself to a beautiful beach, pampering service, great contemporary design and five-star shopping and dining at Kishti on Meads East. Not only is the villa set on the sugary sands of Meads Bay Beach, it’s just a short walk from the restaurants and bars along the bay. With sleek interiors by... View all property information
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    Anguilla, Caribbean
    1 / 13
    2 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    The Villas by CuisinArt offer 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 splendor, transporting... View all property information
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    Anguilla, Caribbean
    1 / 23
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Completed in December 2014, this four bedroom home has gorgeous views of St. Maarten and is just a two minute drive to Sandy Hill Bay beach or five minute walk. You know you have reached somewhere special as you drive up the house and park. The entrance is flanked with twin fountains and as you... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 16
    2 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Meads Bay (10 min walk) Beach Proximity: Near the Beach Delightful Jasmine Villa is located in the West of Anguilla and offers luxury and spectacular ocean views. Beautiful, white sanded Meads Bay beach, Malliouhana Hotel and Spa, Blanchards Restaurant and several other resorts and... View all property information
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    Anguilla, Caribbean
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Savannah Bay Beach Proximity: Inland Perched 150 feet above sea level on the east end of Anguilla, the Wesley House features complete privacy, luxury, and a panoramic view of five islands. Air-conditioned bedrooms, unique design of tropical architecture, expansive bougainvillea... View all property information
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    Anguilla, Caribbean
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Forest Bay Beach Proximity: On the Beach REDUCED... L'EMBELLIE VILLA, Elegant, stylish, private, A three-bedroom luxury villa and cottage is set on one acre of lush tropical gardens and a small sandy beach. The bay has shallow water and is great for snorkeling or enjoying the kayaks... View all property information
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    Anguilla, Caribbean
    1 / 12
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    About this property
    This spacious villa offers 8 bedrooms, 8.5 baths and 2 pools. Spread over 14,000 sq ft the villa has a fine finish of marble flooring, granite work tops and exotic wood flourish throughout the luxurious suites. The furnishings and interior design successfully blend distinctive Caribbean charm with... View all property information
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    Anguilla, Caribbean
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    At Tequila Sunrise Villa, refined sophistication marries the natural exuberance of island living. The house is a contemporary three-bedroom villa situated on the south coast of Anguilla at secluded Dropsey Bay. While accessible to all the conveniences of modern living, the villa is a private... View all property information
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    Anguilla, Caribbean
    1 / 17
    5 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Seafeathers Bay Beach Proximity: On the Sea Emerald Reef located in the residential area of Seafeathers. This delightful villa is surrounded by caribbean breezes from upon the hilltop.  The sounds of crashing waves is soothing and all around are the beautiful local flowers. The villa... View all property information
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    Anguilla, Caribbean
    1 / 15
    8 Bedrooms, 9 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Maundays Bay (2-3 minutes drive) Beach Proximity: Near the beach Infinity is yet another luxury villa located at Sheriva West End. This seven bedroom property is overlooking the Cove and only three minutes away from beautiful and scenic Maundays Bay. Situated on a lush 10-acre... View all property information
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    Anguilla, Caribbean
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The word KISHTI in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, god, and possibly other things left to the writer's imagination. Villa KISHTI's design by... View all property information
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    Anguilla, Caribbean
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • ?
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    About this property
    The Villas by CuisinArt offer 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 splendor, transporting... View all property information
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    Anguilla, Caribbean
    1 / 14
    7 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This exquisite 6/7 bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped estate. The villa combines natural beauty with quiet elegance whilst offering unrivaled views across the crystalline Caribbean Sea to the mountains of St. Maarten. The villa's protected harbor with... View all property information
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    Anguilla, Caribbean
    1 / 26
    Sandy Hill Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Villa Bird of Paradise on Anguilla is a stunning gated retreat at the water's edge, stretched out over a beautifully landscaped property. Beach access is a five minute walk from the villa. This amazing estate was created with privacy in mind. The entire compound is set back off the entrance, and... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 12
    8 Bedrooms, 8 Bathrooms, Sleeps 1 | Quick View
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    About this property
    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 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Patio
    • Porch
    • Ocean Views
    • DVD Player
    • Balcony
    • Wi-Fi
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Mariga Villa is perfect for your 1, 2 or 3 month stay in Anguilla. <BR><BR>The villa enjoys spectacular breezes, and while there is not a huge sea view, you will feel like you are on a beautiful island. <BR><BR>The villa has two equal size bedrooms with en-suite bathrooms. <BR>Bedroom 1 has a king... View all property information
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    Anguilla, Caribbean
    1 / 35
    5 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Holiday Exclusive - From December 20 to December 26, 2016, this villa & travel dates have been reserved for our guests! You won't find availability for those dates anywhere else - inquire today for more information!Located on two and half acres of beautiful tropical gardens, Le Bleu overlooks the... View all property information
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    Anguilla, Caribbean
    1 / 10
    3 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Grill
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    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 / 9
    6 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
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    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Shared Outdoor Pool...
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Rendezvous Bay Beach Proximity: Close to small secluded beach Located in Lockrum Estates, This luxurious villa is a six bedroom villa situated on the scenic southern coast of Anguilla giving you immaculate views of the sea and overlooking the neighboring Island of St. Martin. Your... View all property information
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    Anguilla, Caribbean
    1 / 21
    2 Bedrooms, 5 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The spirit of Villa Kishti is captured in the elegant luxury offered by the combination of an exceptional location harmoniously blended within an idyllic tropical environment. This unique villa provides a setting of natural beauty in which service excellence and the privacy of guests are paramount.... View all property information
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    Anguilla, Caribbean
    1 / 21
    5 of 5 stars (4) Excellent
    8 Bedrooms, 14 Bathrooms, Sleeps 16 | Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven... View all property information
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    Anguilla, Caribbean
    1 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Internet Access
    • Waterfront
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Shoal Bay West Beach Proximity: On the Beach The Point is the largest villa of the CoveCastles group that sits at one of the most tranquil areas in the Shoal Bay West. This villa awaits you to offer its 5 bedrooms to large family and friends each having walkouts to private balconies... View all property information
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    Anguilla, Caribbean
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Seabird Villa is a luxurious private villa featuring 4 bedrooms. This wonderfully designed and furnished home, created by well-known architect, Lee Skolnick, features a unique blend of contemporary and classic Caribbean architecture and furnishings but, more importantly, provides a true... View all property information
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    Anguilla, Caribbean
    1 / 18
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Terrace
    • Washer
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Harmony on Anguilla is part of the upscale Sheriva estate, the award-winning collection of luxury villas and suites. Villa Harmony provides eight spacious bedrooms and generous living spaces arranged on two floors with easy access to an expansive pool terrace. The living and dining room open... View all property information
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    Anguilla, Caribbean
    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool...
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Maundays Bay (2-3 mins drive) Beach Proximity: Near the Beach Mystique villa on its own 1 acre plot of land overlooking the Cove and only two minutes away from the gorgeous white sanded Maundays Bay. Sitting on a lush 10-acre property with stunning views of the Caribbean Sea and... View all property information
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    Anguilla, Caribbean
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Like an ivory showpiece glinting in the sun, Sandcastle is your private palace right by the sands of the Caribbean Sea. Welcome to sunny Anguilla, a magical island known for its watersports, nightlife and friendly local vibration. Take in the magnificent views of the ever changing hues of the... View all property information
    Location Information
    Anguilla, Caribbean