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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 / 29
    5 of 5 stars (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 42
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    1 / 13
    4.5 of 5 stars (7) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | 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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    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
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    Anguilla, Caribbean
    1 / 28
    5 of 5 stars (3) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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 / 17
    5 of 5 stars (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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
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    Anguilla, Caribbean
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of... View all property information
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    Anguilla, Caribbean
    1 / 22
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This exquisite six or seven bedroom, 7000 square foot seaside property sits on a three and a half acre landscape. The villa built of white stucco and shaped like a yacht combines natural beauty with quiet elegance while offering unrivaled views across the crystalline Caribbean Sea to the... View all property information
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    Anguilla, Caribbean
    1 / 26
    5 of 5 stars (27) Excellent
    Shoal Bay Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    About this property
    Charming & affordable Country Cottage Anguilla: One bedroom with king-sized bed, and 2 daybeds in the LR that convert to twin beds at night for two extra people. Located in Shoal Bay Village on Welches Hill, it is a private vacation retreat with extensive amenities & all of the comforts of home.... View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
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    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
    Location Information
    Anguilla, Caribbean
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Mountain Views
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    About this property
    Vacation in style and comfort in Beaches Edge Anguilla's West Villa. This sleek and modern 5-bedroom/5.5 bath oceanfront home with path to a small beach, is now even more luxurious! We've added a gorgeous new pool, expanded oceanfront terrace with pergola, and new private gym. The villa's... View all property information
    Location Information
    Blowing Point, Anguilla ANGUILLA
    1 / 18
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    About this property
    Tamarind Villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most beautiful beaches in the Caribbean. With its large principle rooms and comfortable settings, its the perfect place for large family and... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 10
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed... View all property information
    Location Information
    Anguilla, Caribbean ELSIE BAY
    1 / 25
    5 of 5 stars (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    1 / 18
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | 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
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 11
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Patio
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    About this property
    Brand new for 2010, less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches, lies Songbird Villa.<br /><br />The Architect Lee Skolnick has just completed construction on a 4/5 bedroom private villa on the Island of Anguilla. The home includes a unique blend of... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 23
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
    Location Information
    Anguilla, Caribbean AI 2640
    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
    Location Information
    Anguilla, Caribbean
    1 / 12
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    About this property
    Villa Ocean Gem, also known as RIC MGM, is a 3-bedroom villa located in Forest Bay within a short drive of the beach, shopping, tennis courts, and a golf course. This spacious villa with 5,000 sq. ft. of living space is nestled on a hill, overlooking the south east coast. The property is situated... View all property information
    Location Information
    Anguilla, Caribbean
    Get the List
    1 / 18
    1 Bedroom, 3 Bathrooms, Sleeps 2 | 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
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 10
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Anguilla, Caribbean
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • x
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    About this property
    A lovely West Indian cottage located on the beach, Thye House offers a perfect getaway from your busy life. This villa has spectacular views of the sea and Rendezvous Bay. A romantic hideaway surrounded by mature vegetation will give you the privacy you are looking for. There are wooden decks... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 16
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa White Cedars, also known as RIC WHI, is a 3-bedroom villa located in Sandy Hill within minutes of the beach at Shoal Bay East and the Wallblake International airport. This villa on the southern coast was completed in 2010, and carefully designed by its British owners to create a simple and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 31
    5 of 5 stars (1) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    BeachCourt Villa at Shoal Bay East, 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 brings you right to the sand. Built on a hill, the house... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    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 AI 2640
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • x
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    • x
    About this property
    Tamarind villa overlooks the Atlantic Ocean and is located on the north eastern end of Anguilla, just a five minute drive from Shoal Bay East one of the most beautiful beaches in the Caribbean. IT offers spacious and comfortable living and provides the ideal setting for a large family and friends.... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 23
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    About this property
    Villa Bird of Paradise, also known as MD BOP, is a 4-bedroom villa located in Sandy Hill. Named by Islands magazine as one of the “Top 20 Villas in the World,” this property is perched above a crescent beach and overlooks the sea. This house has multiple living and dining areas, with seating for... View all property information
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    Anguilla, Caribbean
    1 / 13
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above. It has direct access to Sandy Hill Beach, one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is comprised of seven bedrooms with en suite bathrooms separated into... 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
    Nirvana Villa Shannons Ridge Nr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy Ground This beautiful villa has been designed to fit perfectly upon its elevated position and present the best possible panoramic views from every room and terrace. The villa is... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property.  It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean.  The nearest beach is a 5... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Beaches Edge Villa Pelican Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests Located close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy Beachfront Barnes Bay Beach situated outside the villa is a crescent bay of impossibly fine sand offering beautiful views over to the nearby islands and the azure blue waters that surround Anguilla. Beach chairs have been set out amongst... View all property information
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    Anguilla, Caribbean
    1 / 9
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Villa Amarilla Island Harbour Anguilla Italian Influenced Design Designed by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior Designer The owners in... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor Showers Each air... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Little Butterfly Apartment Little Harbour Anguilla St.Vincent & the Grenadine Islands State of the Art This lovely modern apartment has been finished to a very high standard. The bedroom and sitting room both have flat screen plasma TV's with over 70 channels. The spacious fitted kitchen has high... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 10
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Nestled in the golf course of the St Regis Resort, Westgreen villa with its beautiful attention to detail & fabulous open airy feel, is the perfect getaway. Built on two levels, the villa offers tiled floors and tasteful interiors that feature a mix of wood, rattan and upscale fabrics.  With three... View all property information
    Location Information
    West End Village, Anguilla
    1 / 8
    4.5 of 5 stars (2) Very good
    Studio, Sleeps 1 | Quick View
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    La Vue Bed & Breakfast Suites South Hill Anguilla Its all about La Vue! Previous guests who have spent time at La Vue rave about the incredible ocean views from the balcony. The never ending stretches of aqua marine are the reason these suites exist. La Vue is located in a cliff top position... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 10
    5 of 5 stars (7) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4 These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconys and are finished in Italian tile throughout. A double sofa bed is available... View all property information
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    Anguilla, Caribbean
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Papillon Villa Little Harbour Anguilla 21st Century Family Home This state of the art privately owned family home was designed and built 3 years ago and combines an elegant mix of architectural styles and luxury to provide a spacious and comfortable vacation villa with landscaped gardens, tennis... View all property information
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    Anguilla, Caribbean
    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Grill
    • Waterfront
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    Anguilla’s newest luxury offering, CéBlue Villas & Beach Resort offers paramount privacy but getting away from the world you left behind shouldn’t necessarily mean one has to forego all the fun This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 10
    5 of 5 stars (6) Excellent
    West End Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    West End Bay Holiday Suites Self Catering Suites WEST END BAY ANGUILLA WI The perfect choice for a great quality stay on Anguilla - low rates Overlooking Stunning Shoal Bay West Just a 4 minute stroll away from a stunning white sandy beach, Shoal Bay West. Perfect for snorkeling & swimming. The... View all property information
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    West End Village, Anguilla
    1 / 10
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable Caribbean accommodations. There are four definitive villas, Villa Amor, Villa Elegante, Villa... View all property information
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    Island Harbour, Anguilla
    1 / 10
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 Guests Villa Modena is private and palatial and  set upon one acre of land near the Cap Juluca Hotel on Cove Bay. A combination of a two storey main house and a one storey clubhouse provides 5 stunning bedrooms with private bathrooms sleeping 10... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    Ocassa Villa Anguilla 5 Bedrooms overlooking Sandy Bay This is a stunning villa overlooking lovely Sandy Bay on the west coast of Anguilla. The villa has 5 double bedrooms with sumptuous furnishings and cool, cotton bedlinens. Living Room opens onto Infinity Pool & Balcony The living room has vast... View all property information
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    Anguilla, Caribbean
    1 / 10
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    Beaches Edge Villas for Large Groups Pelican Bay Anguilla One villa for up to 10 or neighbouring villa for up to 20 guests: book 7 nights and pay for 6 with the 7th FREE! **Rates quoted include the free 7th night** Please ask the team for details... Beaches Edge Villas: Mirror Image These stunning... View all property information
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    Anguilla, Caribbean
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Porch
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    • Terrace
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    Evadney’s Apartments are situated in The Forest in the Island of Anguilla. The apartments are situated within a minute ride or a 5 minute walk to the beautiful Forest beach. The apartment offers a spectacular view of Dutch and French St. Martin/St. Maarten. Evadney Richardson, the manager has... View all property information
    Location Information
    Anguilla, Caribbean A12640