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Anguilla Villas

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    298 Matching Rentals in AnguillaView all 362 rentals
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    Travellers to Anguilla are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    Nearest Beach: Little Harbour Beach Proximity: On the Sea Le Bleu is one of the most glamorous new villas to open its doors to the rental market for you to enjoy. This 10 bedroom villa (all en-suite) is located in approximately 2.5 acres of beautiful tropical gardens with two swimming pools, two...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bathrooms, Sleeps 1
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    Located on the soft white sands of Meads Bay, The Beach House offers an unparalleled beachfront location and the ultimate in breezy Caribbean living. Book your stay with Luxury Retreats today, and you will soon be in Anguilla on one of the most beautiful beaches in the world. Elegant, modern and...
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    West End Village, Anguilla AI 2640
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    • Balcony
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    About this property
    Indigo Villa, a luxurious Anguillian estate with 9 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. Each room has a view of the Caribbean Sea and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    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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    Nearest Beach: Elsie Bay ( 5/6 minute walk) Beach Proximity: Inland with stunning views Bella Constantina located in the scenic and quiet village of Little Harbour and within walking distance to Elsie Bay, a delightful sandy beach perfect for swimming, picnics and visited by locals and tourists...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bathrooms, Sleeps 1
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    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 villa...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    9 BedroomsSleeps 19Quick View
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    • Balcony
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 19
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    About this property
    Sitting on Anguilla's South Shore, Kamique commands its own secluded cove beach and stunning views towards the mountains of St. Martin. Kamique is a collection of three luxury villas on Anguilla's South Coast, six bedroom Triton, four bedroom Aquamarie and four bedroom Anani. A 180 degree full...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Shared Outdoor Pool (Unheated)
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    Nearest Beach: Limestone Bay Beach Proximity: Overlooking the Beach Perched on the breathtaking cliffs overlooking Anguillas Little Bay, Ani Villas Anguilla are the first of an international collection of luxury villas aimed at delivering remarkable vacation experiences. Designed with the highest...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bathrooms, Sleeps 1
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    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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    Nearest Beach: Jopsey Bay Beach Proximity: Near the Beach Located on Jopsey Bay, a bay only some people are lucky to come across while on vaction in Anguilla, this villa overlooks secluded Lover's Cove along a dramatic and stunning Anguillian shoreline, Rum Punch Villa is a 7,500 square foot...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    11 BedroomsSleeps 24Quick 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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    8 BedroomsSleeps 16Quick View
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    The African Sapphire is a generously proportioned beachfront property with a very large living and entertaining area that allows dining for 18, and offers superb 360 degree views of the Caribbean Sea and St Martin. The African Sapphire is four stories high and 14,000 square feet sumptuously...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    About this property
    The Villas at CuisinArt offer the utmost in luxury in a truly spectacular setting. Located at the eastern end of the property, the six villas are private, yet steps away from all Resort facilities. Each has its own entry courtyard graced with a soothing fountain and botanical splendor, transporting...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    5 BedroomsSleeps 10Quick View
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    • Satellite TV
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    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...
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    Blowing Point, Anguilla 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Terrace
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    Villa Black Pearl on Anguilla is located just steps away from spectacular and sought after Shoal Bay East beach, considered the most magical beach in the entire Caribbean. This lovely private villa is situated at the very tip of the island, offering spectacular panoramic views of the turquoise...
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    Island Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    About this property
    Nearest Beach: Sandy Ground Beach Proximity: Near the beach/Overlooking from cliffside Fantastic new Cliff Top Villa overlooking the stunning Sandy Ground Village, with 3 bedrooms, 3.5 baths, open floor plan, Furnished with authentic Thai furnishings and artwork with all the amenities you could...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    About this property
    Ani Villas Anguilla is a ten bedroom estate with two fully serviced villas making it perfect for hosting larger groups and families. Each of the luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks, each an estate unto itself...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Nearest Beach: Rendezvous Beach Beach Proximity: On the Sea CARIBERA, simply stunning and elegant a private 8 bedroom villa directly on the sea with beautiful views of St.Martin. A large fresh water pool for you to enjoy and furnished wih everything to make your vacation perfect. This villa offers...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bathrooms, Sleeps 1
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    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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    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...
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    Anguilla, Caribbean 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Waterfront
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    About this property
    Nearest Large Beach: Rendezvous Bay (approx 6-10 mins drive) Beach Proximity: On the Sea (With a small little bay/cove) NEWLY ADDED 5TH BEDROOM... ON THE GROUND FLOOR! ADDED RECENTLY - A BRAND NEW POOL TABLE!! This luxurious villa is located on the Lockrums Estate and sits on .6 of an acre on the...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    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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    Long Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    White Cedars, located in the Long Pond area on the southern coast, was completed in 2010 and has been built and carefully designed by its British owners to create a simple and calming space for a relaxing holiday. From every vantage point, White Cedars' unique design provides breathtaking views of...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Hot Tub
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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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Nearest Beach: Rendezvous Beach Beach Proximity: On the sea Located at the Callaloo Resort in the beautiful Rendezvous Bay area. Ananke is simply elegant in all ways, The furniture is simple and comfortable and the views are fantastic. The outdoor living spaces are great for entertaining and...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    About this property
    A secluded beach side Tuscan inspired 10 000 square foot four bedroom villa on the north shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean. This villa can be rented as a 1/2, three or four bedroom villa. On the second level there is a large grand...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Nearest Beach: West End Beach Beach Proximity: Near the Beach Unlike the other villas at Indigo Reef, Oleandar is a delightful open plan 1 bedroom cottage with its own private walled garden for that little extra privacy. A roof terrace provides sunrise views over the West End pond with a backdrop...
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bathroom, Sleeps 1
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    6 BedroomsSleeps 12Quick View
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    This very spacious contemporary West Indian style 6 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Triton has direct access through their own short private pathway to a cove with good gentle water which is protected by an outer...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    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...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 11 Bathrooms, Sleeps 1
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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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    Nearest Beach: Rendezvous Beach Beach Proximity: Inland This delightful villa sits on Isaacs Hill in the Long Bay area and across the road from the new entrance to St. Regis/Temenos. Sweet Return is a quaint and charming 3 bedroom villa, with 3 baths, a pool and is very comfortable and spacious....
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    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...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Nearest Beach: Sandy Point Beach Proximity: On the Beach Beach Escape Villa consists of a two-bedroom main house and three, one-bedroom guest suites on an acre of tropical paradise on Anguilla in the Caribbean. It sits on a white sand beach with warm, turquoise water and breathtaking views of the...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    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,...
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    Blowing Point, Anguilla 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Nearest Beach: Captains Bay (Minutes away) Beach Proximity: Very close to beach This exclusive luxurious villa locateed in the far East of the island is approximately twenty thousand square foot villa, resplendent with blue pearl granite throughout and boasts six beautifully decorated ocean front...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bathrooms, Sleeps 1
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    Nearest Beach: Sandy Ground Beach Proximity: Inland Little Butterfly is situated in the quiet area of Little Harbour this one bedroom, luxury apartment is perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla....
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bathroom, Sleeps 1
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    Palm Villa is located within the Indigo Reef Development in the West End of Anguilla. Indigo Reef is a group of one to four bedroom homes with a community pool and barbecue area and steps away from the small and quiet West End beach. Shoal Bay West is just a ten minute walk or two minute drive....
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    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...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Nearest Beach: Meads Bay (Minutes away) Beach Proximity: Near the Beach Soleil a beautiful and new three bedroom villa situated in the West End of Anguilla and minutes away from Meads Bay Beach, Frangipani Hotel, Blanchards & Jacala, two fabulous restaurants and a short drive away from the newest...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 9 Bathrooms, Sleeps 1
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    Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. A five minute 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...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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