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Anguilla Vacation Rentals

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    Travellers to Anguilla are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 194 Rentals in Anguilla
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Offering the epitome of luxury services and amenities, the stunning Villa Ani North also provides guests with a truly remarkable setting too. Overlooking Little Bay Beach on Anguilla, it is within moments of Limestone Beach and the most popular golf courses on the islands. Spacious, modern and yet...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    If the idea of a full-service, estate-like holiday spot in the Caribbean appeals to you, consider Villa Kishti East, on exclusive Meads Bay in Anguilla, a dream destination. Part of the Kishti Estate, this individual villa is home to six luxurious bedroom suites, a seemingly endless list of...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 8 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    About this property
    Built on a hill forty feet above the water, Beachcourt Villa maximizes the stunning ocean views and breezes of Shoal Bay East in sunny Anguilla. Just seconds from the spacious decks of your villa lie the pristine waters, green foliage and white sands of this remote area of the island. Swimming,...
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    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 8 Bathrooms, Sleeps 8
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Welcome to Kishti Villas — East Experience modern indoor/outdoor living in these sparkling new villas situated side-by-side on the pristine white sands of Anguilla’s Meads Bay. Floor to ceiling windows immerse guests in this breathtaking, world class location. Walk to top restaurants,...
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    West End Village, Anguilla 00000
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    2 Bedrooms, 8 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Smoking allowed
    About this property
    Built on a hill forty feet above the water, Beachcourt Villa maximizes the stunning ocean views and breezes of Shoal Bay East in sunny Anguilla. Just seconds from the spacious decks of your villa lie the pristine waters, green foliage and white sands of this remote area of the island. Swimming,...
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    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 8 Bathrooms, Sleeps 4
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    With impressive views of the Atlantic, the Villa Ultimacy is located in Anguilla and rests between Shoal Bay East and Island Harbor. Peaceful and secluded, it is an eight-room masterpiece of luxury and world-class amenities. It is a fabulous place for the ultimate family holiday, but is also...
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    Island Harbour, Anguilla
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    COUPLES ONLY RETREAT - Stunning Panoramic Ocean Views - Private Pool1 / 38
    (59)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Waterfront
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    IMPORTANT UPDATE: Almond Tree Villa was not damaged by Hurricane Irma and is currently booking guests for all of 2018 and 2019 at our LOW SUMMER rate. Please use the money you save to offset increased airfare and supporting local businesses on Anguilla! A couples only retreat, offering stunning...
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    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Central Heating
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    Pet friendly
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    About this property
    Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer...
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    West End Village, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa1 / 32
    (4)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Children's Pool
    • Mountain Views
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    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a...
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    Blowing Point, Anguilla BWI
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    10 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    Villa Indigo Anguilla. Imagine enjoying a Caribbean holiday in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor.  This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 18
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    11 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    About this property
    Set directly on the white sands of Meads Bay in Anguilla, the all-new Villas Kishti (East or West) are two matching properties designed as the Kishti Estate. Meant to offer an exclusive and luxurious way to enjoy the very best that the Caribbean has to offer. With a full-service staff in-residence...
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    Anguilla, Caribbean
    Holiday Rental House - 11 Bedrooms, 12 Bathrooms, Sleeps 24
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Villa Sandcastle on Anguilla is a spectacular grand estate situated right on the beach with 10,000 square feet of living space. Guests will enjoy all the amenities of a classically designed villa along with a full staff ready to provide desired service. Villa Sandcastle is decorated with neutral...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    If you are part of the green revolution and you want to travel but also support those aligned with your cause, then the stunning Villa Solaire Premier in Anguilla is for you. Sitting over Lockrum Bay and offering truly unprecedented views of the sea and the islands in the distance, the two-bedroom...
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    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Patio
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    With a southwest Anguilla location on Lockrum Bay, the Villa Triton provides visitors with some of the loveliest and most inspiring views. Not only of the constantly shifting spectrum of blue and turquoise sea, but also the rolling blue and purple hills of St. Martin in the near distance. It also...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Villa Santosha on Anguilla is a grand beachfront estate situated right at the edge of stunning Long Bay Beach. This magnificent villa features eight luxurious bedrooms, making it the ideal choice for up to 14 guests. For your convenience, a complete staff with butler service and a personal chef...
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    West End Village, Anguilla
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    Pet friendly
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    About this property
    Just steps from the white sands of Meads Bay in Anguilla, the modern, luxurious and amazing Villa Kishti West waits for your arrival. With six large and opulent bedroom suites, it can easily accommodate up to twelve visitors. As part of the larger Kishti Estate, it is a spot where an amazing...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Washer
    • DVD Player
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    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer...
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    West End Village, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    About this property
    With the appearance of a gorgeous sand castle, the Villa Element Sea on the waterfront of Long Bay in Anguilla manages to capture the very essence of the Caribbean. A cool palette of pure white and sea greens, blues, and turquoise hues will soothe and refresh, and an array of luxurious spaces,...
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    West End Village, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    From ocean views to living space to hacienda-inspired luxury, the aptly named Casa Grande has more of everything. Its beautifully appointed terrace and three master suites offer panoramas from sunrise to moonrise—and overlook a secluded white-sand beach. And its location in the Cabo Colorado area...
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    The Valley, Anguilla 23450
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2...
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    George Hill, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    Solaire Standard1 / 20
    (2)Excellent
    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,...
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    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Though it is a complete retreat on its own, the stunning Villa Anani Kamique also provides guests with private access to Lockrum Bay in Anguilla. Whether along the beach or in your private villa, you enjoy unprecedented views of the sea, and even St. Barth's in the distance. A classic...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    About this property
    Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2...
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    George Hill, Anguilla AI 2640
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    About this property
    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2...
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    George Hill, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    Villa Harmony on Anguilla is part of the upscale Sheriva estate, the award-winning collection of luxury villas and suites. Villa Harmony provides eight spacious bedrooms and generous living spaces arranged on two floors with easy access to an expansive pool terrace. The living and dining room open...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    The iconic experience of the Caribbean is one that involves the white sands, the turquoise sea, and the brilliant blue sky. This is the essence of a stay at the Villa Element Sky, a luxury villa with private beachfront along Anguilla\'s Long Bay area. Part of a group of luxurious holiday...
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    West End Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Designed by a world-renown team of architects and designers, the impressive Villa Kishti Black sites above Black Garden Bay in Anguilla and offers families or groups an unprecedented opportunity for a truly luxurious, private and unforgettable Caribbean holiday. A five-bedroom villa, it has been...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    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...
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    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Villa Modena on Anguilla is a majestic estate situated on a full acre on stunning Cove Bay. The premiere West End location is the most prestigious on the entire island. Stunning white architecture offsets the blues of the sky, the inviting swimming pool and the crystal clear waters of the Caribbean...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    An estate-like villa set along the golden sands of Long Bay in Anguilla, are just a few of the words to aptly describe the Villa Element Sand. One of three modern beauties with remarkable architectural style and charm, this villa offers up spacious, comfortable, and luxurious living. Pure white...
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    West End Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    Part of a private estate that looks out over the stunning Little Bay in Anguilla, the Villa Ani South is a six-bedroom gem that provides guests with a full household staff, premium amenities, and a setting that is both stunning and soothing. Close to the equally lovely Limestone Beach and the most...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true villa resort escape on the island of Anguilla, CeBleu is set along the scenic beauty of Crocus Bay and provides up to eight, full-size villas for guests to enjoy. Each villa has six bedrooms and six baths, and can accommodate up to 10 adults and 2 children at once. Far more than just a...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Parking
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its southwestern position in Lock Rum Bay, the Villa Aquamarie - Kamique in Anguilla offers impressive scenery. A great view of the channel, and even of St. Martin in the distance, guarantees visitors that they have the kind of endless sea, sky, and breezes that define any Caribbean...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Amarilla on Anguilla sets the standard of excellence on a tropical island known for upscale accommodations. Enter through a welcoming lanai with a profusion of colorful bougainvillea flowers surrounding the intricately designed wrought iron doorway. Step into the grand foyer and prepared to...
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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Coyaba Villa1 / 28
    (4)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Hot Tub
    • Washer
    • Internet Access
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Named after the Arawak word for “heaven,” Coyaba Villa assures a divine time in sunny Anguilla filled with joy and peace. This luxurious villa rests on the scenic southern coast, overlooking the breathtaking mountains of St. Martin. The villa’s secluded cove, a stone’s throw from the home, is...
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    Location Information
    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on Rendezvous Bay in Anguilla, Villa Seabird is a truly exclusive and upscale holiday setting. So well stocked with amenities and features, it can easily serve as your only destination on the island as it provides truly amazing scenery as well as an iconic Caribbean experience. Designed as a...
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    Location Information
    Long Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Considered one of the most luxurious and exclusive beachfront properties in the Caribbean, Cerulean Villa lies on a secluded stretch of beach set amidst tranquil landscaped gardens, creating an ambience of luxury and elegance. Decorated by the renowned New York interior designer Scott...
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    Location Information
    West End Village, Anguilla 00000
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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