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Holiday Rentals in Anguilla, Caribbean

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    ₹ 1,59,735 Average
    ₹ 68,000+
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    Travellers to Anguilla are booking January dates now. Secure your holiday home today, and have the perfect trip.
    1 / 15
    Sandy Hill Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    1 / 17
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    Island Harbour
    4 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
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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,... View all property information
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    Island Harbour, Anguilla AI 2640
    1 / 5
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Ocean Views
    • Waterfront
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    About this property
    Please contact us before booking because we have to confirm the availability! This stunning property takes us on a journey to paradise. Indoor and outdoor living spaces appear to hover over the sparkling blue waters of the Atlantic that is how close you are to the ocean. A semi-circular infinity... View all property information
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    Shoal Bay Village, Anguilla 2640
    1 / 21
    Island Harbour
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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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,... View all property information
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    Island Harbour, Anguilla AI 2640
    1 / 21
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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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,... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    1 / 28
    Rendezvous Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it is a rarity among villas and... View all property information
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    Rendezvous Bay, Anguilla
    1 / 29
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    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... View all property information
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    Anguilla, Caribbean
    1 / 27
    West End Village
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • x
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    About this property
    Villa Cerulean on Anguilla captures the essence of the island with comfortable furnishings accented with blue decor. This magnificent villa is just steps from the beach and provides nine individually decorated bedrooms, making it ideal for families or a group of friends traveling together.... View all property information
    Location Information
    West End Village, Anguilla
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    1 / 42
    3 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay West (4 min walk) Beach Proximity: Near the Beach Also close to: Meads Bay Beach (4 min drive) 'Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout.  As soon as you enter one of the entrance... View all property information
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    Anguilla, Caribbean
    1 / 44
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Waterfront
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    Nearest Beach: Sandy Point Beach Proximity: On the Beach Villa Alegria, charming, elegant, with stunning ocean views, 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... View all property information
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    Anguilla, Caribbean
    1 / 19
    Blowing Point
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the... View all property information
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    Blowing Point, Anguilla
    1 / 18
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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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... View all property information
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    Anguilla, Caribbean
    1 / 10
    10 Bedrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendevous Bay Beach Proximity: On the sea Pappagallo villa is a spacious, modern and fully air-conditioned villa located at the Callaloo Resort in Rendezvous Bay.  With views overlooking the islands of St. Martin, Saba and the beautiful Caribbean Sea . This villa offers approximately... View all property information
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    Anguilla, Caribbean
    1 / 21
    3 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • Washer
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    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Very close to beach (10 minute walk or a few minutes drive) This ideal and beautiful cliffside villa is situated in Shoal Bay East and minutes away from the beach that was voted one of the best white sand beaches in the Caribbean... Waves offers... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • x
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    • x
    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 Caribbean... View all property information
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    Anguilla, Caribbean
    1 / 10
    South Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Ambia is centrally located in Anguilla with spectacular views overlooking Sandy Ground and minutes away from the Island's 33 magnificent white-sand beaches. The Villa is newly renovated and available for rental beginning December 1, 2016. Ambia's Asian-style suites with Caribbean influence are the... View all property information
    Location Information
    South Hill, Anguilla AI 2640
    1 / 21
    Island Harbour
    2 Bedrooms, 8 Bathrooms, Sleeps 4 | Quick View
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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,... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    1 / 22
    Long Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • x
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    • x
    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... View all property information
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    Long Bay Village, Anguilla
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    1 / 32
    Island Harbour
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Sauna
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    About this property
    Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla’s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a décor as beautiful as the island’s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether... View all property information
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    Island Harbour, Anguilla AI 2640
    1 / 27
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Waterfront
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    About this property
    Nearest Beach: Lockrum Bay Beach Proximity: On the Beach REDUCED! Three Dolphins is situated on the South Side of Anguilla in the quiet area of Lockrum, close to many fabulous beaches and restaurants This is an elegantly furnished villa and provides a most private escape for the discriminating... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 11
    Rendezvous Bay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • x
    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
    1 / 18
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    This is a private and tranquil villa located in the Sea Rocks area of the island between Shoal Bay and Island Harbour, 4 minute drive to Shoal Bay beach and situated on the rocky cliff overlooking the sea. Jems Villa offers the discriminating traveler two bedrooms and two bathrooms with walkouts to... View all property information
    Location Information
    Island Harbour, Anguilla 00000
    1 / 23
    Sandy Hill Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Located on the breezy and cool hilltop of Sandy Hill bay at Seafeathers, you'll find Emerald Reef Villa. Here you can truly enjoy nature from the sound of the waves crashing to the singing of birds surrounded by the lush local surroundings complimented by beautiful flowers. This is a great location... View all property information
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    Sandy Hill Bay, Anguilla 00000
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    • x
    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
    Location Information
    Anguilla, Caribbean 00000
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin,3 bedrooms with ensuite, a private pool and a range of luxury amenities for our guests to enjoy.... View all property information
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    Anguilla, Caribbean 00000
    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
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    Anguilla, Caribbean 00000
    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • x
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    • x
    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... View all property information
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    Anguilla, Caribbean 00000
    1 / 16
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    This private, oceanfront estate has two Anguilla luxury villas for rent individually or together for Caribbean beach vacations and Anguilla Destination Weddings. The 5-bedroom 7000 sq. ft. Anguilla villas are located just a small step off the beaten path on the tranquil Eastern Caribbean island of... View all property information
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    Blowing Point, Anguilla 00000
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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 / 17
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Nestled in an amazing ocean front location, this exclusive 3 bedroom, 3 bathroom villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, Jacuzzi and seaside gazebo in expansive private grounds. You will enjoy your own private hideaway in the rural tranquility... View all property information
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    Island Harbour, Anguilla 00000
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Lovely 3 bedroom villa located in popular West End just a short walk from Meads Bay Beach, Malliouhana Hotel & Spa, Frangipani Resort and Blanchards Restaurant. The three bedrooms are located on each side of the villa with the living, dining, kitchen area in the center affording each bedroom... View all property information
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    Anguilla, Caribbean 00000
    1 / 28
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    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
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    Blowing Point, Anguilla 00000
    1 / 36
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    • x
    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 friends... View all property information
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    Shoal Bay Village, Anguilla 00000
    1 / 35
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxation and tranquility, or, as they say in Anguilla, lime out!! The villa is finished with Italian travertine and ceramic tiles complimented by local... View all property information
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    Anguilla, Caribbean 00000
    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 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Set in the West End of Anguilla (overlooking Cap Juluca and Altamer), just minutes away from two white sand beaches, the three-bedroom luxury home is comfortable and well designed. All bedrooms have air conditioning plus Casablanca ceiling fans are set to capture the cross breezes for the ultimate... View all property information
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    Anguilla, Caribbean 00000
    1 / 20
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Built by an award-winning developer and previously known as Lockrum Villas, Beaches Edge East and West are two sleek and stylish, oceanfront 4+ bedroom/5.5 bath sister villas. Each of the chic, 7,000 square foot, contemporary single villas can be rented individually, or together as an exclusive,... View all property information
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    Blowing Point, Anguilla 00000
    1 / 22
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Vista is an idyllic, luxury 4 bedroom contemporary villa superbly located on the water-front offering magnificent views of neighboring St. Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which separates both islands. The villa, newly... View all property information
    Location Information
    Blowing Point, Anguilla 00000
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Patio
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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... View all property information
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    Anguilla, Caribbean
    1 / 12
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Grill
    • Washer
    • DVD Player
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Island Harbour Beach Proximity: Close to the water 'Soleil' at Captain's Bay is a brand new fully air conditioned villa opening for the first time this year. From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the... View all property information
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    Anguilla, Caribbean
    1 / 26
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Beaches Edge and Ocean Crest formally known as Lockrum Villas.  Two oceanfront residences on the Eastern Caribbean island of Anguilla, offer an unparalleled synthesis of beauty, peace and pleasure. More than a retreat, more than paradise, these beautiful island villas are a personal haven... View all property information
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    Anguilla, Caribbean
    1 / 17
    2 Bedrooms, 6 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 AI 2640
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    West End Village
    22 Bedrooms, 24 Bathrooms, Sleeps 50 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The award-winning Sheriva Estate offers the serenity of understated elegance alongside elite level amenities and perks. Recognized as both a Condé Nast Johansens “Recommended Property” and a AAA 4-Diamond Property, Sheriva Estate will satisfy even the most distinguished traveler. With postcard... View all property information
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    West End Village, Anguilla AI 2640
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    6 Bedrooms, 7 Bathrooms, Sleeps 1 | Quick View
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    • Satellite TV
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Crocus Bay Proximity: Very close to beach (Seconds away) Anguilla’s newest luxury offering. CéBlue Villas & Beach Resort, with its dramatic hillside location overlooking the pristine white beaches and turquoise waters of Crocus Bay, this incomparable eight-villa retreat offers a... View all property information
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    Anguilla, Caribbean
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • 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
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    Anguilla, Caribbean AI 2640
    1 / 27
    3 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • Grill
    • Internet Access
    • Satellite TV
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    • Shared Outdoor Pool...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Blowing Point Beach Beach Proximity: On the Sea, Steps to Blowing Point Beach Bramasole Villa is a jewel perched on the waters edge, located on a private cul-de-sac at Pelican Bay, with the beach just steps away from the pool gate.  This villa features spectacular, panoramic views of... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 18
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
    • Hot Tub
    • Internet Access
    • DVD Player
    • Terrace
    • Washer
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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... View all property information
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    Anguilla, Caribbean
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • Shared Outdoor Pool...
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: On the Sea Patricks Villa is located on the Sea Rocks in the Eastern part of Anguilla, Sea Rocks is an exclusive residential area for full time residents and the villa renters. It is a quiet and beautiful cliff top community. This villa is short 5... View all property information
    Location Information
    Anguilla, Caribbean