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Villas and Holiday Rentals in Anguilla, Caribbean

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    1 / 36
    Little Harbour
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    1 / 18
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 42
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    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 island getaway best out of all Anguilla luxury rentals. Nestled... View all property information
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    Anguilla, Caribbean
    1 / 15
    5 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Long Bay Beach Beach Proximity: On the Beach FOR RENT: Sea Villa, The Manager, Concierge and staff stand ready to meet guests every request. Whether making arrangements for snorkeling, scuba, sailing or luxury pampering--our attentive and knowledgeable staff remains dedicated to the... View all property information
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    Anguilla, Caribbean
    1 / 22
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
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    Island Harbour, Anguilla
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This elegant and secluded 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 which are furnished with the villa. Once you arrive, it is a paradise you will not... View all property information
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    Anguilla, Caribbean
    1 / 16
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Nestled in Little Bay, Ani Villas South Estate sits adjacent to its North relative, with a commanding presence overlooking the turquoise waters and white-sandy beaches of the Caribbean Sea. Oriented towards the westerly-facing views, Ani Villas South Estate's bedrooms and living spaces are front... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 18
    4 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Anguilla, Caribbean
    1 / 43
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Immerse yourself in Caribbean luxury at this jaw-dropping estate, spread out over 1.5 acres of meticulously-manicured gardens boasting its very own private, white-sandy beachfront complete with sun loungers, umbrellas, kayaks, and paddle boats. This sprawling luxury estate situated on the leeward... View all property information
    Location Information
    Little Harbour, Anguilla
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    1 / 25
    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    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
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    Anguilla, Caribbean
    1 / 38
    4 of 5 stars (1) Very good
    Sandy Hill Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Bird of Paradise named one of the Top 20 Villas in the World by Islands Magazine offers all of the privacy and comforts of a private home with all the services and amenities of a resort. With its executive chef, Kids' Club and spa services, there is no need to ever leave. Bird of Paradise is not... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 19
    Blowing Point
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A fantastic waterfront villa with classic Caribbean style. Sitting on .83 acre Sea Winds is well designed with an open living room, dining room and kitchen. There are two master suites that are mirror images and located on opposite sites of the main living area. In addition there is a third bedroom... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 26
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sur La Plage is ALL about the beach! Anguilla is known as one of the most lovely of the Caribbean Islands, frequented by celebrities and international recluse's alike. Sur La Plage Privately-owned villas directly on Meads Bay Beach, voted one of the top ten beaches in all the Caribbean. Both... View all property information
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    The Valley, Anguilla
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    About this property
    A secluded beach side Tuscan inspired 10,000 sq. ft. four bedroom villa on the north shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean. This villa can be rented as a 1/2, three or four bedroom villa. On the second level there is a large grand... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 16
    3 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Dropsy Bay Beach Proximity: Very close to beach Tequilla Sunrise a stunning villa with only 2 mins walking distance to the beach with views of our neighbouring islands St. Barts and St. Martin. The villa is 5000 square feet of modern beach house. The beach is great for snorkelling,... View all property information
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    Anguilla, Caribbean
    1 / 17
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa Panarea, also known as IDP PAN, is a 3-bedroom villa located in Maundays Bay within minutes of the beach and shopping. This villa is set on the western end of the island and overlooks the green countryside. The spacious great room has a built-in cushioned sitting area and Rattan... View all property information
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    Anguilla, Caribbean
    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    An elegant and secluded two-bedroom luxury villa and one bedroom cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla. Mornings start here with that first cup of coffee... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 20
    8 Bedrooms, 10 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay East (5 min drive) Beach Proximity: On the Sea REDUCED! The grandeur of Ultimacy Villa belies its warmth and serenity once inside. While considered to be one of the largest and most majestic villas on Anguilla with plenty of room to spread out and unwind, Ultimacy offers... View all property information
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    Anguilla, Caribbean
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: Near the Beach Seabird is located in the West of the island and is less than a minute drive to the sands of Rendezvous Bay, or a delightful five minute walk to one of Anguilla's best beaches. This property hosts 4 bedrooms and includes an elegant mix... View all property information
    Location Information
    Anguilla, Caribbean
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    1 / 32
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Descend upon a lush landscape that envelope a stately stature of the 6679 square foot Ocassa Villa. This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 10
    7 Bedrooms, 8 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Hill Beach Proximity: Close to the beach Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above (and with immediate access to) Sandy Hill Beach--one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is... View all property information
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    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
    1 / 11
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Hill Bay Beach Proximity: Inland Gardenia located in the delightful Seafeathers Bay area, with some of the most enjoyable and stunnning views overlooking the Sandy Hill Beach. This villa offers 2 to 5 bedrooms depending on your party size. Perfect for family and friends,... View all property information
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    Anguilla, Caribbean
    1 / 23
    8 Bedrooms, 9 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Shoal Bay East Beach Proximity: On the Beach Located on one of Anguilla's most exquisite beaches, BeachCourt Villa offers spectacular views, invigorating Caribbean breezes, and 10,000 square feet of luxurious living space. With eight bedrooms all with their own private bathroom, its... View all property information
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    Anguilla, Caribbean
    1 / 39
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Island Harbour (Five minutes drive) Beach Proximity: On the Sea Desert Rose is a luxurious 11,000 square foot 1.35 acres (does not include the tennis court and some surrounding land which may also be purchased separately) Perched on top of a cliff offering breathtaking views of the... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    Nearest Beach: West End Beach Beach Proximity: Near the Beach Gardenia is a 1 bedroom 1 bathroom villa located in the Indigo Reef Resort, overlooking the sparkling azure waters of West End Bay. Gardenia is just a five minute walk from Shoal Bay West - acclaimed as one of the best beaches in the... View all property information
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    Anguilla, Caribbean
    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    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!Let the lush gardens, white sands and turquoise waters of the Caribbean be the... View all property information
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    Anguilla, Caribbean
    1 / 12
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Long Bay Beach Beach Proximity: On the Beach FOR RENT: Sky Villa one of the three most luxurious rental properties in Anguilla.   Sky is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6,500 sq. ft. of... View all property information
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    Anguilla, Caribbean
    1 / 14
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    About this property
    An architectural masterpiece designed for entertaining and relaxation, Brazilian Emerald is a 12,000 square foot villa with 5 bedrooms each with an en-suite bathroom and two additional powder rooms for a total of 7 bathrooms. The living and dining space is ideal for a group of friends, a family... View all property information
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    West End Village, Anguilla
    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Tequila Sunrise is a contemporary 5000 sq.ft. beach house on Lovers Cove at Dropsey Bay. Located on a secluded beach on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin beyond. Whilst accessible to all the conveniences of modern living. Tequila is a... View all property information
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    Anguilla, Caribbean
    1 / 11
    5 of 5 stars (2) Excellent
    6 Bedrooms, 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
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    Anguilla, Caribbean
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: On the Beach Villa Black Pearl, located on spectacular Shoal Bay East, offers privacy, relaxed elegance and exquisite views, all just steps to one of the Caribbeans most beautiful beaches. The large turquoise doors welcome you to the courtyard, where... View all property information
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    Anguilla, Caribbean
    1 / 52
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Ground Beach Proximity: Overlooking the Beach Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood... View all property information
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    Anguilla, Caribbean
    1 / 12
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • Outdoor Dining Area
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    About this property
    Villa Ultimacy, also known as RIC ULT, is an 8-bedroom villa located in Shoal Bay East within minutes of the beach. This oceanfront villa overlooking the beach offers many secluded spots for quiet conversation, reflection, and meditation to the sound of surf against the rocks. The interior is... View all property information
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    Anguilla, Caribbean
    1 / 22
    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Villa Kamique – Aquamarie, also known as RIC KAM3, is a 4-bedroom villa located in Little Harbour within steps of the beach. This spacious and contemporary West Indian-style villa, which is wheelchair accessible, enjoys a sea view with mountains in the distance. Spacious indoor and outdoor living... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 22
    10 Bedrooms, 10 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Little Harbour Beach Proximity: On the Sea Le Bleu is one of the most glamorous new villas to open its doors to the rental market for you to enjoy. This 10 bedroom villa (all en-suite) is located in approximately 2.5 acres of beautiful tropical gardens with two swimming pools, two... View all property information
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    Anguilla, Caribbean
    1 / 44
    10 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • ?
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    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!Let the lush gardens, white sands and turquoise waters of the Caribbean be the... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    About this property
    Villa RIC KAM2 is a very spacious contemporary West Indian style 4 bedroom villa which sits on a well landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Villa RIC KAM2 has direct beach access through its own short private pathway to a cove beach. This small cove... View all property information
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    Anguilla, Caribbean
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Cove bay beach (Few minutes drive) Beach Proximity: Close by REDUCED! COVEBAY, ANGUILLA...Defined by clean lines and a striking architectural design, this brand-new pristine property looks out upon the Caribbean Sea through crystalline expanses of glass. An interconnected open design... View all property information
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    Anguilla, Caribbean
    1 / 27
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Lockrum Bay Beach Proximity: On the Beach REDUCED! Three Dolphins is situated on the South Side of Anguilla in the quiet area of Lockrum, close to many fabulous beaches and restaurants This is an elegantly furnished villa and provides a most private escape for the discriminating... View all property information
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    Anguilla, Caribbean
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    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
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    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    This very spacious contemporary West Indian style four bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Anani has direct access through their own short private pathway to a cove with good gentle water which is protected by an... View all property information
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    Little Harbour, Anguilla
    1 / 6
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Beautiful landscaped gardens, Stunning roof top views, Mangrove Villa is on the West End located at the Indigo Reef Resort. The unique roof top lounge is fantastic for sun-bathing, relaxing, or having Sun Set cocktails with friends and family. Enjoy the private 50 x 20 foot free form pool that... View all property information
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    Anguilla, Caribbean
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This villa is located in the northwestern part of Anguilla and offers luxury, relaxation and ocean view. Beautiful Meads Bay beach, Blanchards Restaurant and several resorts and restaurants are within walking distance of Jasmine Villa. The master suite is located on upstairs floor of the villa with... View all property information
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    Anguilla, Caribbean
    1 / 8
    8 Bedrooms, 8 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Rendezvous Beach Beach Proximity: On the Sea CARIBERA, simply stunning and elegant a private 8 bedroom villa directly on the sea with beautiful views of St.Martin. A large fresh water pool for you to enjoy and furnished wih everything to make your vacation perfect. This villa offers... View all property information
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    Anguilla, Caribbean
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Shoal Bay East Beach Proximity: On the Sea Patricks Villa is located on the Sea Rocks in the Eastern part of Anguilla, Sea Rocks is an exclusive residential area for full time residents and the villa renters. It is a quiet and beautiful cliff top community. This villa is short 5... View all property information
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    Anguilla, Caribbean
    1 / 7
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Rendezvous Beach Beach Proximity: Near the Beach Greenguard is a four bedroom Villa with two bathrooms and privately located in the Cul de Sac area. Greengard has wonderful views of Rendezvous bay and the neighbouring island St.Martin and from the deck you can enjoy Anguilla's... View all property information
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    Anguilla, Caribbean
    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Sandy Hill Bay (5-6 min walk) 2 min drive Beach Proximity: On the Sea Villa Colibri is a beautiful 6 bedroom villa located in the Long Pond area on the southern coast of Anguilla. The elevated position of the property allows for the villa to benefit from the lovely cooling tradewinds... View all property information
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    Anguilla, Caribbean
    1 / 12
    3 Bedrooms, 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
    Location Information
    Anguilla, Caribbean