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Villas and Holiday Rentals in Anguilla, Caribbean

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    1 / 22
    10 Bedrooms, 10 Bathrooms, Sleeps 1 | Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Studio, 4 Bathrooms, Sleeps 6 | Quick View
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    8 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East. Only the finest materials accent almost every inch of this 14,000 square foot haven including exquisite marble floors and balustrades, exotic hardwood ceilings and... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 19
    Little Harbour
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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    Little Harbour, Anguilla AI 2640
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    Nearest Beach: Elsie Bay Beach Proximity: On the Sea Mainstay is in the quiet and delightful village of Little Harbour this villa is privately and situated on a acre along the rocky waterfront with 3 bedrooms, 2 full baths and a 1/2 bath. A lovely pool and large deck offers spectacular views of St.... View all property information
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    Anguilla, Caribbean
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    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
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    Anguilla, Caribbean
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Lovely three bedroom villa located in popular West End just a short walk from Meads Bay Beach, Malliouhana Hotel & Spa, Frangipani Resort and Blanchards Restaurant. The two 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 AI 2640
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Property ID: 1769 Additional amenities include: music library, movie/video library, computer available, coffee maker, bbq outside (gas), washer/dryer, pool shower, cd player, tennis on-site, gated community, water sports nearby, french satellite, internet access/wifi, great for 2 couples, great... 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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    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 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Anguilla, Caribbean
    1 / 33
    Studio, 4 Bathrooms, Sleeps 4 | 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 / 8
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    Nearest Beach: West End Beach Beach Proximity: Near the Beach Gardenia is a 1 bedroom 1 bathroom villa located in the Indigo Reef Resort, overlooking the sparkling azure waters of West End Bay. Gardenia is just a five minute walk from Shoal Bay West - acclaimed as one of the best beaches in the... View all property information
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    Anguilla, Caribbean
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    Nearest Beach: Savannah Bay (5-7 minutes walk) Beach Proximity: Close to the beach Windsong offers a spectacular view and overlooks the sea at Anguilla's eastern tip with views of Savannah Bay, Sile Bay and the neighboring islands. Windsong would like to offer clients of... View all property information
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    Anguilla, Caribbean
    1 / 14
    West End Village
    Studio, 6 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
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    West End Village, Anguilla AI 2640
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    Blowing Point
    6 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    With its access to Sandy Point Beach on Anguilla, the Villa Shutters is set within a truly scenic and desirable location. Surrounded by mature native growth, the villa is bathed in sunlight and nearly constant sea breezes. Designed to really maximize this setting, it is a six-bedroom retreat ideal... View all property information
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    Blowing Point, Anguilla
    1 / 22
    6 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Overlooking Cove Lagoon and only two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Sheriva at Sheriton Estates is one of Anguilla's luxury boutique villa hotels in chic West End. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 12
    8 Bedrooms, 9 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: On the Beach Sarasvati, stunning, beautiful and steps away from the white sands and Caribbean Sea, There are 8 lovely bedrooms on two levels. Each group of two bedrooms has its own small kitchnette and there is a large dining area in the main area... View all property information
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    Anguilla, Caribbean
    1 / 33
    Studio, 4 Bathrooms, Sleeps 2 | Quick View
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    • Internet Access
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    • Pet-friendly
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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 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Savannah Bay Beach Proximity: Inland Perched 150 feet above sea level on the east end of Anguilla, the Wesley House features complete privacy, luxury, and a panoramic view of five islands. Air-conditioned bedrooms, unique design of tropical architecture, expansive bougainvillea... View all property information
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    Anguilla, Caribbean
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    1 / 7
    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    • Washer
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    Nearest Beach: Rendezvous Beach Beach Proximity: Near the Beach Greenguard is a four bedroom Villa with two bathrooms and privately located in the Cul de Sac area. Greengard has wonderful views of Rendezvous bay and the neighbouring island St.Martin and from the deck you can enjoy Anguilla's... View all property information
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    Anguilla, Caribbean
    1 / 45
    10 Bedrooms, 11 Bathrooms, Sleeps 1 | Quick View
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    • DVD Player
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    • ?
    About this property
    Nearest Beach: Little Harbour (Few minutes drive) Beach Proximity: On the Sea Villa Indigo is being remodelled with completion in November 2014 and now with ten king size ensuites... NOW COMPLETED!! Indigo Villa situated in the quiet and stunning village of Little Harbour, sits on 1.3 acres and has... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 8
    Island Harbour
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Praised in Architectural Digest twice, this ultra modern villa is the ideal vacation spot for the well traveled who appreciate architectural beauty, unspoiled nature, tranquility, privacy, simple elegance and personalized service. Two four bedroom grand villas, four three bedroom villas and... View all property information
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    Island Harbour, Anguilla
    1 / 26
    Sandy Hill Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa Bird of Paradise on Anguilla is a stunning gated retreat at the water's edge, stretched out over a beautifully landscaped property. Beach access is a five minute walk from the villa. This amazing estate was created with privacy in mind. The entire compound is set back off the entrance, and... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 27
    9 Bedrooms, 9 Bathrooms, Sleeps 19 | Quick View
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    • Balcony
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    • x
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    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • ?
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    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 AI 2640
    1 / 13
    2 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Air Conditioning
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    About this property
    The Villas by 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 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    • Internet Access
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    • ?
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    About this property
    Nearest Beach: West End Beach Beach Proximity: Near the Beach Poinsettia villa is a 2-bedroom, 2-bathroom villa located in the Indigo Reef Resort. This villa includes an open kitchen, bar and dining room with vaulted ceilings, two equal air conditioned master bedroom suites, private hot tub, lush... View all property information
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    Anguilla, Caribbean
    1 / 24
    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    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 retreats,... View all property information
    Location Information
    West End Village, Anguilla
    1 / 50
    Studio, 4 Bathrooms, Sleeps 4 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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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 AI 2640
    1 / 17
    Blowing Point
    Studio, 5 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the... View all property information
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    Blowing Point, Anguilla AI 2640
    1 / 17
    Blowing Point
    Studio, 5 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • ?
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    • ?
    About this property
    Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the... View all property information
    Location Information
    Blowing Point, Anguilla AI 2640
    1 / 8
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: On the Sea Seasong at the Callaloo Resort in Rendezvous Bay.  This beautiful villa has 5 Bedrooms and 5 Bathrooms and is perfect for families and friends to enjoy. The pool overlooks the stunning sands and Caribbean waters of this beautiful island.... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 12
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Satellite TV
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    • ?
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    • ?
    About this property
    Nearest Beach: Shoal Bay East (Five minutes drive) Beach Proximity: Inland A spacious & comfortable villa situated between the beautiful white-sand beach of Shoal Bay East and the vibrant area of Island Harbour. Little Palm is within the exclusive community of Sea Rocks, and benefits from an... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 20
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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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 / 17
    Blowing Point
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • ?
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    • ?
    About this property
    Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the... View all property information
    Location Information
    Blowing Point, Anguilla AI 2640
    1 / 33
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 / 12
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    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
    Location Information
    Anguilla, Caribbean
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Shared Outdoor Pool...
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    • ?
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    About this property
    Nearest Beach: Sandy Ground Beach Proximity: Close to beach (3 min drive) 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... View all property information
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    Anguilla, Caribbean
    1 / 10
    4 Bedrooms, 5 Bathrooms, Sleeps 1 | Quick View
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    • Satellite TV
    • DVD Player
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    • Washer
    • Hot Tub
    • Waterfront
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Long Bay Beach Proximity: On the Beach FOR RENT: Sand Villa sister villa to Sea and Sky... Beautiful terraces that open to the infinity edge pool and the Atlantic ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 36
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Grill
    • Satellite TV
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    • Internet Access
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Perched on the breathtaking cliffs overlooking Anguilla's Little Bay, Ani Estate is 2 luxury villas (Ani North and Ani South) aimed at delivering a remarkable vacation experience. Designed with the highest level of detail in contemporary style, Ani Estate is a one-of-a-kind Caribbean island escape.... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 44
    10 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 Cinnamon... View all property information
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    Anguilla, Caribbean
    1 / 15
    Sandy Hill Bay
    Studio, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose... View all property information
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    Sandy Hill Bay, Anguilla AI 2640
    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    • Hot Tub
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    • Shared Outdoor Pool...
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Maundays Bay (2-3 mins drive) Beach Proximity: Near the Beach Mystique villa on its own 1 acre plot of land overlooking the Cove and only two minutes away from the gorgeous white sanded Maundays Bay. Sitting on a lush 10-acre property with stunning views of the Caribbean Sea and... View all property information
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    Anguilla, Caribbean
    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    • Internet Access
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    • Waterfront
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Azure is a Mediterranean architectural masterpiece, Designed by world renowned Caribbean architect Carl Richards to take advantage of one of the most spectacular views in all of the Caribbean, this gated estate offers luxury vacationing at it's finest. Azure has four levels, and six decks and... View all property information
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    Anguilla, Caribbean
    1 / 15
    Sandy Hill Bay
    Studio, 6 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose... View all property information
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    1 / 17
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Patio
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 23
    8 Bedrooms, 9 Bathrooms, Sleeps 1 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: On the Beach Located on one of Anguilla's most exquisite beaches, BeachCourt Villa offers spectacular views, invigorating Caribbean breezes, and 10,000 square feet of luxurious living space. With eight bedrooms all with their own private bathroom, its... View all property information
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    Anguilla, Caribbean
    1 / 15
    7 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    • Shared Outdoor Pool...
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    • Grill
    • Washer
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    'Villa Paradise' an exclusive paradise home situated in the majestic, quiet village of Cul-de-Sac, Blowing Point. A 7000 - Square foot property overlooking the spectacular views of the crystalline Caribbean Sea and neighboring St. Martin. This property sits on 3.5 magnificently landscaped,... View all property information
    Location Information
    Anguilla, Caribbean