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Anguilla Vacation Homes

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    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This charming villa offers stunning ocean views, with the island of St. Martin resting neatly in the background. Italian in its architectural design, this magnificent villa offers you all the amenities you would need to make your vacation perfect. Having been completed in June of 2008, Villa... View all property information
    Location Information
    Blowing Point, Anguilla 00000
    1 / 13
    5 of 5 bubbles (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 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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    Shoal Bay Village, Anguilla AI21640
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This lovely villa is situated in the Sea Rocks on the northeast side of the island. Sea Rocks has long been an exclusive residential area for full time residents and the villa renters. It is quite beautiful and secluded.  This villa is short 5 minute drive or 20 minute walk to Shoal Bay East,... View all property information
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    Anguilla, Caribbean 00000
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Zebra Villa is ideally located just a 5 minute walk to Meads Bay Beach. Malliouhana Hotel and Spa, Jacala and Blanchards Restaurants and other hotels and restaurants are also within walking distance along the beach.  This lovely villa just underwent a renovation in December, 2015 with new... View all property information
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    Anguilla, Caribbean 00000
    1 / 12
    Studio, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    The Villas at 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 / 19
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sitting on Anguilla’s South Shore, Aquamarie - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the... View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    1 / 11
    Rendezvous Bay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This villa is four bedrooms and two bathrooms and privately located in the Cul de Sac area. Greengard villa has wonderful views of Rendezvous bay and the neighbouring island St.Martin and from the deck you can enjoy the most beautiful sunsets. On one side of living area is the master bedroom,... View all property information
    Location Information
    Rendezvous Bay, Anguilla
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    1 / 42
    5 of 5 bubbles (8) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,... View all property information
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    Blowing Point, Anguilla AI 2640
    1 / 11
    Studio, 1 Bathroom, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Sandy Ground Beach Proximity: Inland Little Butterfly is situated in the quiet area of Little Harbour this one bedroom, luxury apartment is perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla.... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 20
    Blowing Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Are you an eco-friendly person? Most of know we have to start thinking about the environmental impact of many parts of our lives, including travel. This is why the Villa Solaire Standard is the environmentally friendly traveler's ideal find. Set on an astonishingly beautiful area of Anguilla, and... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 30
    4.5 of 5 bubbles (26) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
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    About this property
    "Come as Guests...Leave as Friends" 5 Minutes walk to the beautiful Rendezvous Beach! This vacation unit was created with you in mind - basically as an alternative to resorts- but more importantly, to offer you a home away from home and a place to relax in peace and comfort! Best points Your... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 12
    Studio, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the... View all property information
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    Anguilla, Caribbean
    1 / 6
    Studio, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: Near the Beach Big fancy Villas not your style, prefer something very Caribbean, Well this is it... Cedars is a charming West Indian style cottage overlooking Rendezvous Bay and just steps away to the beach. Cedars is a private villa and is perfect... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 13
    Studio, 3 Bathrooms, Sleeps 1 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    The Villas at Cuisinart Resort Spa offer you the utmost in luxury in a truly spectacular setting. Located at the eastern end of the property, the six villas are private, yet steps away from all Resort facilities. Each has its own entry courtyard graced with a soothing fountain and botanical... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 9
    Studio, 7 Bathrooms, Sleeps 1 | Quick View
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    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
    Location Information
    Anguilla, Caribbean
    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
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    Anguilla, Caribbean AI 2640
    1 / 33
    1 Bedroom, 4 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Like the extraordinary orange and purple flower with which this residence shares its name, Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
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    1 / 33
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Like the extraordinary orange and purple flower with which this residence shares its name, Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 33
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Set right along the sands of Meads Bay in Anguilla, the stunning and contemporary Villa The Beach House offers classic tropical living with an added note of luxury. From the pool terrace to the interiors, you will find this villa a remarkable experience, and ideal setting for a group holiday. Like... View all property information
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    Anguilla, Caribbean
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Zebra Villa is ideally located, just a five minute walk to Meads Bay Beach. Malliouhana Hotel, Blanchards Restaurant and other hotels and restaurants are also within walking distance along the beach. The main floor consists of a separate kitchen and dining area, living area with its unique wooden... View all property information
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    Anguilla, Caribbean
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Jasmine Villa is located in the northwestern part of Anguilla and offers a fantastic location. It's just a 10 minute walk or 3 minute drive to spectacular Meads Bay public beach, a mile-long crescent of white sand and calm turquoise waters.  Nearby are several gourmet restaurants, including... View all property information
    Location Information
    Anguilla, Caribbean 123456
    1 / 38
    West End Village
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Located on the soft white sands of Meads Bay, The Beach House offers an unparalleled beachfront location and the ultimate in breezy Caribbean living. Book your stay with Luxury Retreats today, and you will soon be in Anguilla on one of the most beautiful beaches in the world. Elegant, modern and... View all property information
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    West End Village, Anguilla AI 2640
    1 / 25
    Rendezvous Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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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    Rendezvous Bay, Anguilla 00000
    1 / 33
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Like the extraordinary orange and purple flower with which this residence shares its name, Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 33
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • ?
    • ?
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    • ?
    About this property
    Like the extraordinary orange and purple flower with which this residence shares its name, Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 37
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    Cerulean Villa is a spectacular retreat nestled directly on the beach at beautiful Barnes Bay. This private resort has set the standard for service, cuisine, and accommodations, offering its guests the exclusivity of a private home with all the amenities of a five star hotel. The 13,000 square-foot... View all property information
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    Anguilla, Caribbean
    1 / 33
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Like the extraordinary orange and purple flower with which this residence shares its name, Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 19
    Studio, 5 Bathrooms, Sleeps 1 | Quick View
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    • ?
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    About this property
    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 / 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 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Palm Shores Villa is a duplex with a 2 bedroom villa and a 1 bedroom unit. Centrally located in the Forest Bay area on the southern side of the island with stunning views of the neighbouring islands St. Martin and St. Barts.   This little secluded cottage sits right at the waters edge, perfect... View all property information
    Location Information
    Anguilla, Caribbean 00000
    1 / 37
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Pet-friendly
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    • ?
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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 AI 2640
    1 / 17
    Studio, 6 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Captains Bay (Minutes away) Beach Proximity: Very close to beach This exclusive luxurious villa locateed in the far East of the island is approximately twenty thousand square foot villa, resplendent with blue pearl granite throughout and boasts six beautifully decorated ocean front... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 38
    5 of 5 bubbles (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    A couples only retreat, offering stunning panoramic views of the down islands ( St. Maarten, St. Barths, Statia, St. Kitts and Nevis), this luxury 1 Bedroom Villa is among the largest of the 1 bedroom villas on the island with 1100 sq. ft. of living area and nearly 3000 sq. ft. of outdoor patio and... View all property information
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    Island Harbour, Anguilla AI 2640
    1 / 7
    Studio, 1 Bathroom, Sleeps 1 | Quick View
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    Nearest Beach: Rendezvous Beach Beach Proximity: Inland Hideaway a delightful cottage style villa surrounded by Anguillian Landscape. It is located in the Cul de Sac area and provides beautiful turquoise sea views and cool trade wind breezes. Hideaway is a one bedroom studio villa with a queen size... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 24
    5 of 5 bubbles (16) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    This 3700 sf. sprawling compound offers mature landscaping, a master bedroom, two additional bedrooms with private bathrooms, a 1900 sf. Great Room and the Entertainment Deck. Each bedroom offers private decks for sunning or just relaxing with a cocktail. If you don't want to go to the beach... View all property information
    Location Information
    Anguilla, Caribbean 12345
    1 / 19
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Clare Villa is an exceptional retreat for friends and family and is close to the white sandy beaches in Anguilla. The villa features three bedroom suites, three full plus one half bathrooms and comfortably accommodates up to six guests. An expansive terrace with loungers surround the private... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 16
    Studio, 6 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Inland Overlooking the vast Atlantic Ocean is the stunning villa Tamarind, named after a local tree that grows on the Island and situated in the area of Shoal Bay East a five minute drive to one of the most stunning beaches in Anguilla and the... View all property information
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    Anguilla, Caribbean
    1 / 23
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa Paradise is gated for complete privacy and surrounded by lush tropical foliage. The spacious living room located on the upper level area opens to two terraces and stunning views. Amenities include a 42" television, Bose sound system, and an office area equipped with computer, internet,... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 45
    5 of 5 bubbles (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely... View all property information
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    Long Bay Village, Anguilla AI 2640
    1 / 30
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    • ?
    About this property
    Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of... View all property information
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    Sandy Hill Bay, Anguilla AI 2640
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • ?
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    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
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    Anguilla, Caribbean AI 2640
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • ?
    • ?
    • 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 AI 2640
    1 / 65
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    About this property
    A secluded beach side Tuscan inspired 10 000 square foot 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
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    Anguilla, Caribbean AI 2640
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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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
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 10
    5 of 5 bubbles (13) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 24
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Located at a distance from the more popular destinations on Anguilla, the stunning Villa Tequila Sunrise is ideal for those who want scenic beauty in a setting that offers many amenities and comforts along with privacy and peace. Overlooking Dropsey Bay, and sitting along the edge of Lover's Cove,... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 46
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Terrace
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Indigo Villa, a luxurious Anguillian estate with 9 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. Each room has a view of the Caribbean Sea and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo... View all property information
    Location Information
    Anguilla, Caribbean