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Villas and Holiday Rentals in Anguilla, Caribbean

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    Travellers to Anguilla are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Shoal Bay Village
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    1 / 52
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    1 / 16
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Gorgeous, mile long Meads Bay is now the venue of choice for island foodies with its array of beach and upscale restaurants, bars, anchored at each end of the beach by five star resorts, all within easy strolling distance of the new Kishti 12 bedroom beach enclave. The newcomers, designed by... View all property information
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    Anguilla, Caribbean
    1 / 38
    Little Harbour
    6 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    • x
    About this property
    Your dream island escape awaits you at Triton, an exquisite 6-bedroom, 6.5-bath vacation rental villa at Kamique, settled on Anguilla’s South Shore with its own secluded beach cove and commanding views of the mesmerizing mountains of St. Martin.  Welcome to Triton’s beachfront estate, one of... View all property information
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    Little Harbour, Anguilla
    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    1 / 31
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    The Beach House has an unparalleled beachfront location and is the ultimate in Caribbean living. It sits on the soft white sands of Meads Bay one of the most beautiful beaches on Anguilla and possibly the world. Elegant, modern and spacious, the Beach House has every conceivable facility with eight... View all property information
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    Anguilla, Caribbean
    1 / 15
    6 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Reputed to be the island's largest villa at 21 000 square feet, SHESHE Mystique sits above the Cove Lagoon and is home to four grand villa suites, one rooftop loft suite with a private sun terrace, nine bathrooms, three pools, and a large state of the art gym. Each lavish master suite has an... View all property information
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    Anguilla, Caribbean
    1 / 8
    Island Harbour
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Praised in Architectural Digest twice, this ultra modern villa is the ideal vacation spot for the well traveled who appreciate architectural beauty, unspoiled nature, tranquility, privacy, simple elegance and personalized service. Two four bedroom grand villas, four three bedroom villas and... View all property information
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    Island Harbour, Anguilla
    1 / 36
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa IDP ALE, also referred to as Alegria, is a charming new villa offering stunning ocean views, with the island of St. Martin resting on the horizon. Italian in its architectural design, this magnificent villa offers you all the amenities you would need to make your vacation perfect. The villa... View all property information
    Location Information
    Anguilla, Caribbean
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    1 / 10
    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
    Location Information
    Anguilla, Caribbean
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The home is outfitted with all modern amenities and fully furnished and decorated to reflect a thoughtful sense of place and style. Fully air conditioned, with en suite bathrooms in each bedroom, the villa combines the best of the natural tranquility of the beach, with the luxury that discerning... View all property information
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    Anguilla, Caribbean
    1 / 25
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Kishti at Black Garden, also known as RIC KIS, is a modern 4-bedroom villa located in Black Garden Bay within minutes of the beaches at Crocus and Little Bays. Renowned international designers Cecconi Simone Inc. and architect Frank Hamilton collaborated in creating this contemporary villa... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 24
    Little Harbour
    1 Bedroom, 3 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Fletch's Cove - Solitude, Tranquility, Romance Inspired by examples of contemporary Mexican architecture, this one bedroom villa has been designed with an eye to breathtaking vistas and comfortable, casual living, both indoors and out. Whether enjoying a meal, lounging on a sofa or lying in bed,... View all property information
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    Little Harbour, Anguilla
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 31
    Island Harbour
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • x
    About this property
    The grandeur of Ultimacy Villa belies its warmth and serenity. Ultimacy offers many secluded spots for quiet conversation, reflection and peaceful meditation to the pulse of the calming surf against the rocks. Ultimacy Villa can comfortably accommodate up to 16 guests in 8 bedrooms for small... View all property information
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    Island Harbour, Anguilla
    1 / 8
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 41
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Washer
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    • x
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    • x
    About this property
    Le Bleu is Caribbean living at the highest possible level. This 10 bedroom villa (all en-suite) is located on approximately 2.5 acres of beautiful tropical gardens with two swimming pools, small natural beach, beach pavilion, tennis court, gym, personal cinema and beautiful water garden. Le Bleu is... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 18
    Rendezvous Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Brand new to the villa scene for 2010, Seabird Villa was designed by architect Lee Skolnick. Experience the sensual pleasures of this 4/5 bedroom private villa on the Island of Anguilla. The home includes an elegant blend of contemporary and classic Caribbean architecture and furnishings. The... View all property information
    Location Information
    Rendezvous Bay, Anguilla
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    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Named after the Arawak word for “heaven,” Coyaba Villa assures a divine time in sunny Anguilla filled with joy and peace. This luxurious villa rests on the scenic southern coast, overlooking the breathtaking mountains of St. Martin. The villa’s secluded cove, a stone’s throw from the home, is... View all property information
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    Anguilla, Caribbean
    1 / 14
    8 Bedrooms, 9 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
    Location Information
    Anguilla, Caribbean
    1 / 14
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • x
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    • x
    About this property
    Sitting on Anguilla's South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Anani is dramatically nestled in the rolling landscape to form their own special enclaves. The surrounding waters are protected by a reef, which makes for calm waters and... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 19
    West End Village
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • x
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    About this property
    African Sapphire is ideal for those looking for two Master Suites with two guest rooms that convert to a third suite. It is 14,000 square feet and handicapped accessible, with 8 bedrooms each with en suite bathrooms. The living and dining space is ideal for a group of friends, one or two families... View all property information
    Location Information
    West End Village, Anguilla
    1 / 15
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | 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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    Anguilla, Caribbean
    1 / 7
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 15
    Sandy Hill Bay
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Villa Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. Five minutes' drive from the half mile of beach at Sandy Hill Bay. It's elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings throughout) and... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 13
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Set on an acre of lush tropical gardens and white sand beach, L’Embellie Beach Villa and Cottage is an elegant and secluded getaway destination in Anguilla. Surround yourself with the fragrances of lime trees, pineapples, plantain and banana plants. Bordered by 150 feet of secluded white sand beach... View all property information
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    Anguilla, Caribbean
    1 / 13
    1 Bedroom, 4 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Set on an acre of lush tropical gardens and white sand beach, L’Embellie Beach Villa and Cottage is an elegant and secluded getaway destination in Anguilla. Surround yourself with the fragrances of lime trees, pineapples, plantain and banana plants. Bordered by 150 feet of secluded white sand beach... View all property information
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    Anguilla, Caribbean
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    Palm Villa is located within the Indigo Reef Development in the West End of Anguilla. Indigo Reef is a group of 1-4 bedroom homes with a community pool and barbeque area and steps away from the small and quiet West End beach. Shoal Bay West is just a 10 minute walk or 2 minute drive. Palm Villa is... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 24
    8 Bedrooms, 11 Bathrooms, Sleeps 16 | Quick View
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    • x
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    • x
    About this property
    The Beach House has an unparalleled beachfront location and is the ultimate in the Caribbean. It sits on the soft white sands of Meads Bay, one of the most beautiful beaches on Anguilla and possibly the world. Set within beautifully landscaped gardens and offering 8 spacious master bedrooms, 10... View all property information
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    Anguilla, Caribbean
    1 / 25
    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • x
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    About this property
    This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East. 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... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 16
    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 17
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Our newest 5 bedroom grandest villa, The Point at Covecastles offers spectacular views of St. Martin and the western Caribbean sea with extraordinary sunsets. The special features include a Grand 26 foot square master bedroom with twin decks and 20 foot ceiling, Grand master bath with jacuzzi, 2... View all property information
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    Anguilla, Caribbean
    1 / 20
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Dramatic ocean views and authentic Caribbean decor by Cindy Dzurita -Five master suites with luxurious linens and ensuite bathrooms -5,000 square feet of landscaped exterior entertaining space - Private plunge pool (not heated) with outdoor shower and powder room - Pool is approximately 15' X 16'... View all property information
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    Anguilla, Caribbean
    1 / 25
    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • x
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    • x
    About this property
    This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East. 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... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 14
    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    A lovely West Indian cottage right on the beach at Rendezvous Bay . This lovely private villa offers a perfect getaway from your busy life. A charming West Indian style villa awaits you at the edge of the sea. Thye House has a lots of privacy and spectacular views of Rendezvous Bay. This villa... View all property information
    Location Information
    Rendezvous Bay, Anguilla
    1 / 21
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Dramatic ocean views and authentic Caribbean decor by Cindy Dzurita - Five master suites with luxurious linens and ensuite bathrooms - Additional sleeping area on lower level with a kids' twin-size bunk configuration - 5,000 square feet of landscaped exterior entertaining space - Private plunge... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 17
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
    About this property
    Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • Parking
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in Maundays Bay in Anguilla, Harmony villa successfully harmonizes traditional Caribbean style with touches from the Far East. 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. With... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 36
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Perched on the breathtaking cliffs overlooking Anguilla's Little Bay, Ani Estate is 2 luxury villas (Ani North and Ani South) aimed at delivering a remarkable vacation experience. Designed with the highest level of detail in contemporary style, Ani Estate is a one-of-a-kind Caribbean island escape.... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in Maundays Bay in Anguilla, Infinity villa successfully harmonizes traditional Caribbean style with touches from the Far East. 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. With... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    4 Bedrooms, 9 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Parking
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in Maundays Bay in Anguilla, Harmony villa successfully harmonizes traditional Caribbean style with touches from the Far East. 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. With... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in Maundays Bay in Anguilla, Infinity villa successfully harmonizes traditional Caribbean style with touches from the Far East. 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. With... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    5 Bedrooms, 9 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located in Maundays Bay in Anguilla, Infinity villa successfully harmonizes traditional Caribbean style with touches from the Far East. 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. With... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 16
    Sandy Hill Bay
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    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
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 17
    3 Bedrooms, 6 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 17
    2 Bedrooms, 6 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Overlooking Cove Lagoon and just two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Mystique is one of Anguilla’s top luxury boutique villas. Located in the chic West End, the villa is situated on a lush 10-acre alcove with stunning views of the Caribbean... View all property information
    Location Information
    Anguilla, Caribbean