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Villas 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 / 18
    Little Harbour
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 33
    8 Bedrooms, 11 Bathrooms, Sleeps 16 | Quick View
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    1 / 43
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    1 / 29
    5 of 5 stars (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    About this property
    MOONRAKER - The ultimate villa in Anguilla for Luxury, Seclusion and Value. Rated overall as "5 star” and loved by all our valued customers. Rated "Excellent" on Tripadvisor and awarded "Top Vacation Rental" on Flipkey/Tripadvisor Moonraker Villa awaits you; a signature, 7 suite, 15,500 sq ft... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This is a great deal for a new beautifully appointed two bedroom villa in the Indigo Reef development. Both bedrooms are large, equal in size, offering king or twin beds, and open onto a private deck or patio. Identical baths feature sunken showers. The living area and large cooks kitchen have... View all property information
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    Anguilla, Caribbean AI 2640
    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 AI 2640
    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 / 32
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Resting majestically along the white sands of Meads Bay Beach, along the idyllic coastline of Anguilla, immersed in an endless seascape of shimmering turquoise waters and towering coconut palms, this six bedroom contemporary villa provides an immerse luxury experience in the Caribbean. Come enjoy... View all property information
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    Anguilla, Caribbean
    1 / 24
    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Waterfront
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    About this property
    "Palm Shores Villa"--the name says nearly all of it! This quiet, private Anguilla villa is sited in a stunning Caribbean location with scrumptious views of St Martin and St Barts. Situated at 6 feet (!) above sea level on a point of land between two small bays, it has sweeping vistas. Centrally... View all property information
    Location Information
    West End Village, Anguilla N A
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    1 / 33
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Designed by famed New York designer, Scott Salvator, you'll find yourself immersed in the ultimate beachfront escape that offers one-of-a-kind luxury, comfort, and class to the world's most discerning guests. The ultimate villa rental on the beaches of Anguilla in Barnes Bay offers you private... View all property information
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    Anguilla, Caribbean
    1 / 28
    4 of 5 stars (4) Very good
    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 / 15
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Situated on the white sands of Long Bay Beach, perched just above the shoreline, capturing a panoramic 180-degree view of the turquoise waters of the Caribbean Sea just off the coast of Anguilla, this sumptuous Sand Villa, part of the Elements Estate, is sure to dazzle mind, capture the heart, and... View all property information
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    West End Village, Anguilla
    1 / 26
    11 Bedrooms, 13 Bathrooms, Sleeps 22 | Quick View
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    About this property
    Indulge the senses in this designer-finished contemporary beachfront villa situated with a commanding presence on the white sands of Meads Bay Beach. Emerging from the acclaimed design house of Cecconi Simone, you'll find an air of unpretentious luxury that meets resort-style beachfront comfort at... 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 / 17
    5 of 5 stars (1) Excellent
    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
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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 / 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
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    Anguilla, Caribbean
    1 / 15
    West End Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Indulge the mind, body, and senses in an immerses luxury villa rental experience along the white-sandy shores of Long Bay on the pristine island of Anguilla in the Caribbean. Part of the Elements Estate in Long Bay, this Sea Villa is one of three architecturally-stunning properties set amidst the... View all property information
    Location Information
    West End Village, Anguilla
    1 / 12
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Step into a magical sea-view villa on the dramatic lush green hillsides of Anguilla's Long Bay, featuring sweeping panoramic views of the glittering turquoise waters that fill the expanse across the horizon. As one of the Caribbean's crowned jewels, the beaches of Anguilla provide picturesque... View all property information
    Location Information
    West End Village, Anguilla
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    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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    • Outdoor Dining Area
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    • DVD Player
    • Porch
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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
    1 / 39
    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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    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 / 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
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    The Valley, Anguilla AI 2640
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Perched high above Little Bay, overlooking the sparkling Caribbean waters, Ani Villas Anguilla North Estate is a spectacular luxury waterfront villa with a heated pool & jacuzzi. Take in the spectacular west-facing ocean views from virtually every square inch of this spectacular property. Enjoy... 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 / 14
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    About this property
    East Quogue Tranquil is an affordable sun filled, fully furnished one to three bedroom, two bath, self catering vacation apartment/villa. The completely separate second floor villa is located above the owners residence and offers commanding views of the Caribbean Sea, St. Maarten, and surrounding... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 11
    5 of 5 stars (1) Excellent
    Rendezvous Bay
    4 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
    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
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    Rendezvous Bay, Anguilla AI 2640
    1 / 28
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
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    • x
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    About this property
    Quiet neighborhood. Fully furnished, spacious air conditioned private apartment overlooking Island Harbour village, miles of ocean, and Scilly Cay. Enjoy the ocean view from the master bedroom, master bathroom, living/dining area, kitchen and laundry area. Second bedroom and second bathroom with... View all property information
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    Island Harbour, Anguilla 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
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    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
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    Anguilla, Caribbean
    1 / 16
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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
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    Anguilla, Caribbean
    1 / 12
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
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    • ?
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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
    1 / 69
    5 of 5 stars (4) Excellent
    Sandy Ground
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay... View all property information
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    Sandy Ground, Anguilla 1237
    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, 5 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
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    Anguilla, Caribbean
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    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 / 10
    5 of 5 stars (1) Excellent
    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    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
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    Rendezvous Bay, Anguilla AI 2640
    1 / 31
    5 of 5 stars (1) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • x
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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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    • Internet Access
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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 AI 2640
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Satellite TV
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Satellite TV
    • Private Outdoor...
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    • DVD Player
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    • Pet-friendly
    • Child-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
    Location Information
    Anguilla, Caribbean
    1 / 13
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
    • Waterfront
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    • Wi-Fi
    • DVD Player
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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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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    Sandy Hill Bay, Anguilla
    1 / 28
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 11111
    1 / 15
    4.5 of 5 stars (2) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    Important Note: Please be advised that this region may be affected by the Seaweed Surge that has impacted many Caribbean destinations. Please ask your Villa Specialist for more information. Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 45
    5 of 5 stars (3) Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • Housekeeping...
    • Children's Pool
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate... View all property information
    Location Information
    Blowing Point, Anguilla BWI
    1 / 28
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Villa Tamarind, also known as IDP TAM, is a 5-bedroom villa located in Shoal Bay East. This villa overlooks the ocean on the northeastern end of the island. The upper level offers 3 bedrooms, an open-concept living room, dining area, and kitchen. The open living room has cushioned Rattan... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • ?
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    About this property
    A shimmering mirage or a feat of modern design? Contemporary architecture, miles of white sand beaches and the ultimate in privacy makes Villa Modena a rare find. When you pass through Modena’s double gated entrances, you are welcomed to over 10,800 square feet of indoor living space and 18,000... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 30
    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Zebra is perched atop magnificent Meads' Bay Hill and just a short stroll away from one of the finest beaches in the Caribbean. The home offers the discerning vacationer a blend of cool, eclectic design in a peaceful and tranquil setting. The villa is built on two levels and offers spacious... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 14
    11 Bedrooms, 12 Bathrooms, Sleeps 22 | Quick View
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    • Terrace
    • Internet Access
    • Balcony
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
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    About this property
    Double the fun with a stay at Kishti on Meads. With two chic contemporary villas set on the beautiful white sands and turquoise waters of Meads Bay, the property can host the whole family for a Caribbean getaway or act as an idyllic setting for a special event. A full staff and eleven bedrooms... View all property information
    Location Information
    Anguilla, Caribbean