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Holiday Rentals nearby Tradition Sailing Charters

Sandy Ground, The Valley AI-2640, Anguilla
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    Travellers to The Valley are booking December dates now. Secure your holiday home today, and have the perfect trip.
    All 100 Rentals in The Valley
    Ani Villa South - Private Resort, Sleeps 121 / 24
    (4)Excellent
    0.1 kilometres from Tradition Sailing Charters
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    0.1 kilometres from Tradition Sailing Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    1.6 kilometres from Tradition Sailing Charters
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Ani Villas - Anguilla's Premier Villa Estate1 / 20
    (19)Excellent
    1.0 kilometres from Tradition Sailing Charters
    10 Bedrooms, 14 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    This holiday experience has about ruined all future vacations - it was that lovely. While the estate is a bit of a hike from the airport - you'll understand why once you arrive...
    Reviewed 2 weeks ago
    Very quiet, beautiful hotel. Outstanding service, very friendly staff. Food was very good. Will definitely come back.
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    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites....
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    The Valley, Anguilla
    Holiday Rental House - 10 Bedrooms, 14 Bathrooms, Sleeps 20
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    Ani Villas, Anguilla (North Villa)1 / 20
    (2)Excellent
    1.0 kilometres from Tradition Sailing Charters
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new lavish Luxury Estate in Anguilla. PRIVACY Guaranteed 3 Kings + 2 Twins + 2 Full Ultra Luxurious and fully staffed Private Chef and Butler Services Gym and Tennis Court
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    The Valley, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Little Butterfly1 / 21
    (18)Excellent
    0.9 kilometres from Tradition Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2018
    We loved Little Butterfly! It’s very well appointed with absolutely everything you need for self catering and the little details make you feel very welcome - fruit and cereal...
    Reviewed 28 March 2018
    This Villa is beautiful! The views are wonderful! It was large and comfortable, Our housekeeper was just incredible and our hosts we gracious. We loved our entire experience and...
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    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla. The south facing, self-contained...
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    The Valley, Anguilla
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.6 kilometres from Tradition Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lotus Blossum Villa The Valley Anguilla 2 Double Bedrooms & 1 Double Studio Lotus Blossum is a peaceful, relaxing property, prisitne, light and beautifully finished with 2 double bedrooms and a self contained studio on the lower level. The bedrooms have contemporary art on the walls, bespoke...
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    The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Ani Villa South - Anguilla1 / 25
    (4)Excellent
    0.0 kilometres from Tradition Sailing Charters
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2018
    Sorry it took me so long but just wanted to say if you are looking for the best of the best, look no father! From the minute you arrive to the moment you are gettingin your car...
    Reviewed 6 September 2017
    We have been lucky to find this lovely Villa and enjoyed every moment of every day spent there. Chef Sweets kept us full and surprised with beautiful dishes every day. The...
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    About this property
    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to...
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    The Valley, Anguilla
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    White Cedars1 / 18
    (8)Very good
    0.9 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    We highly recommend the villa. It's just as it looks in the pictures. Very comfortable. A/C in all three bedrooms. It might feel strange having outdoor showers in two of the...
    Reviewed 3 June 2018
    Thought a more recent review should be up here....Just returned from a week-long stay at White Cedars with my boyfriend and one other couple, and we loved it! It was our first...
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    About this property
    For larger groups, White Cedars can be rented along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday....
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    The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (11)Excellent
    7.1 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2018
    21 Years at Bayberry and it just gets better every year. Best people run the villa, wonderfully furnished (best most comfortable bed) and great views. This is the best villa...
    Reviewed 20 March 2018
    We returned to Chinaberry for the twentieth year and we are delighted to report that the property survived the hurricane and continues to be a place of bliss and happiness...
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    About this property
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you...
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    The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5.3 kilometres from Tradition Sailing Charters
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5.0 kilometres from Tradition Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2018. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
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    The Valley, Anguilla
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Stunning Sea Feathers Villa1 / 29
    (12)Excellent
    2.3 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2016
    The views are indescribable. The house is beautiful. The pictures do not do this house justice. I was speechless every morning looking at the ocean. My favorite part of the...
    Reviewed 25 February 2016
    Seven family members, ranging in age from 6 to 62, spent a delightful week here. The pool is a nice addition, the view is stupendous, the gardens are lovely, and the house is...
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    About this property
    Take in the beautiful panaromic views of St. Martin, the beautiful ocean and parts of the island while sitting on the deck drinking your morning coffee or cocktail! Large open air living space with dining room, sitting area as well as chaises to enjoy your day. Two large beautifully appointed...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Anani - Kamique1 / 11
    (2)Very good
    5.1 kilometres from Tradition Sailing Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Waterfront
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Anani - 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 rolling...
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    Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6.8 kilometres from Tradition Sailing Charters
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Housekeeping Included
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, Seabird villa offers all the perks required for a truly memorable island getaway experience. Allow the sensual features of this private four bedroom villa to overtake your senses and your soul. Located on the remote isle of Anguilla, a tropical...
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    Rendezvous Bay, Anguilla
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Colibri1 / 15
    (2)Very good
    5.3 kilometres from Tradition Sailing Charters
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Housekeeping Included
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2014
    Colibri is a stunning villa with beautiful views and plenty of space.We travelled with another family with young children and the size of the villa and it's grounds always...
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    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    Long Bay Village, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (93)Excellent
    0.6 kilometres from Tradition Sailing Charters
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    The Castle was beautiful! The bedrooms all had breathtaking views, bathrooms and even outdoor showers. The pool area was amazing and the infinity pool was perfect. We grilled...
    Reviewed 16 May 2018
    This property is amazing. Even more beautiful and spacious than the pictures show. Paul gave us wonderful advice for a trip and his staff was friendly.The property is immaculate...
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    About this property
    Dear Paradise Researcher, Thanks for arriving at this special moment; the moment of paradise Anguilla is still True Paradise. PLUS... It' is always summer on Anguilla NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you...
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    Sandy Ground, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    5.3 kilometres from Tradition Sailing Charters
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Colibri, Anguilla. Brand new and designed in an amazingly contemporary and clean style, the Villa Colibri in the Long Pond Bay area of Anguilla will truly take your breath away. Spread out over two levels, the villa features a spacious interior suitable for up to 12 visitors at once. Just...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6.0 kilometres from Tradition Sailing Charters
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in one of the most scenic parts of Anguilla, the Villa Coyaba (which is a native Arawak term for heaven) is a perfect choice for the discerning travelers. With six bedrooms and room for 12, this luxurious beachfront property has a tremendous array of amenities that make it an ideal Caribbean...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5.1 kilometres from Tradition Sailing Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Housekeeping Included
    • Internet Access
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5.1 kilometres from Tradition Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Little Harbour, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!1 / 45
    (5)Excellent
    6.5 kilometres from Tradition Sailing Charters
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2017
    We had a fantastic experience at Beaches Edge for our four night vacation with our closest family and friends that culminated in our wedding! Michelle was very responsiveness...
    Reviewed 10 February 2017
    Not easy to find a place that can take care of such a large group. But these villas did that and some. Managers were very helpful lining up rental cars. Fishing trips. Our...
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    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate...
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    Blowing Point, Anguilla
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 20
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (12)Excellent
    6.0 kilometres from Tradition Sailing Charters
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    Our large family of 5 adults and 4 children vacationed experienced a vacation of a lifetime at Three Dolphins Villa. Upon arrival at the villa, we were greeted by the lovely...
    Reviewed 24 February 2017
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth...
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    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of...
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    Little Harbour, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4.9 kilometres from Tradition Sailing Charters
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Terrace
    • Balcony
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Le Bleu1 / 35
    (1)Average
    4.8 kilometres from Tradition Sailing Charters
    10 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • DVD Player
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    • Housekeeping Included
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note this region’s beaches may be affected by a seaweed surge. Please enquire with one of our Villa Specialists for further details. Located on two and half acres of beautiful tropical gardens, Le Bleu overlooks the clear turquoise waters of the Caribbean Sea. With a private beach cove,...
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    Location Information
    Little Harbour, Anguilla
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 19
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    4.9 kilometres from Tradition Sailing Charters
    10 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Patio
    • Housekeeping Included
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the lush gardens, white sands and turquoise waters of the Caribbean be the backdrop to a family getaway or special occasion at Indigo. Set in the lee of Cinnamon Reef on Little Harbor, the villa is tucked into 1.5 acres and has its own beach. With ten bedrooms in the main house, Little Indigo...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 20
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    4.2 kilometres from Tradition Sailing Charters
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Housekeeping Included
    • Waterfront
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    Pet friendly
    Kid friendly
    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
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    5.3 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its location along Long Pond Bay in Anguilla, the large and contemporary Villa White Cedars is a unique find. Though meant to house six visitors in three bedrooms, the spaciousness of this villa is often a surprise. The proportions are perfectly balanced, however, and all of the living spaces...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ocean Terrace Luxury 2BR Condos, Spectacular Views1 / 10
    (13)Excellent
    5.0 kilometres from Tradition Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2017
    Our two week stay at Ocean Terrace on the beautiful Caribbean island of Anguilla was a vacation in paradise. We awoke each morning to sunrise over the ocean with the picturesque...
    Reviewed 17 March 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
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    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space...
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    Location Information
    Anguilla, Caribbean
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    6.9 kilometres from Tradition Sailing Charters
    1 Bedroom, 3 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
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    Location Information
    East End Village, Anguilla
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 11
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    0.9 kilometres from Tradition Sailing Charters
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Patio
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, White Cedars can be rented along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday....
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    6.8 kilometres from Tradition Sailing Charters
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (3)Excellent
    4.5 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 December 2017
    Our hosts arranged for our rental car to be delivered to the lot. Once we made it to the top of the stairs are jaws dropped, the view was absolutely incredible. The Villa is...
    Reviewed 11 December 2017
    Truly the best getaway I’ve had with my family. Beautiful villa, very spacious, modern and private, surrounded by amazing beaches. Great food and friendly people in this island...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    Location Information
    South Hill, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.2 kilometres from Tradition Sailing Charters
    2 Bedrooms, 8 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • DVD Player
    • Housekeeping Included
    • Washer
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 2 Bedrooms, 8 Bathrooms, Sleeps 4
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    4.2 kilometres from Tradition Sailing Charters
    4 Bedrooms, 8 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • DVD Player
    • Housekeeping Included
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 8 Bathrooms, Sleeps 8
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    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    4.5 kilometres from Tradition Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    Our stay was amazing and we can’t wait to do it again! The hospitality we received was outstanding, the place was very clean and beautifully decorated, and the views from the...
    Reviewed 5 December 2013
    The stars twinkling, venus shining with the harbour lights shimmering to the rhythm of the waves and the beat from “pumphouse” floating across the bay, combined with the aroma...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    Location Information
    South Hill, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.9 kilometres from Tradition Sailing Charters
    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, White Cedars can be rented along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday....
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 2
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    4.2 kilometres from Tradition Sailing Charters
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Grill
    • Housekeeping Included
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    4.2 kilometres from Tradition Sailing Charters
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Waterfront
    • Washer
    • Grill
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    5.1 kilometres from Tradition Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Anani - 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 rolling...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    6.8 kilometres from Tradition Sailing Charters
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Housekeeping Included
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, Seabird villa offers all the perks required for a truly memorable island getaway experience. Allow the sensual features of this private four bedroom villa to overtake your senses and your soul. Located on the remote isle of Anguilla, a tropical...
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    Rendezvous Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6.8 kilometres from Tradition Sailing Charters
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Housekeeping Included
    • DVD Player
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, Seabird villa offers all the perks required for a truly memorable island getaway experience. Allow the sensual features of this private four bedroom villa to overtake your senses and your soul. Located on the remote isle of Anguilla, a tropical...
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    Location Information
    Rendezvous Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Mainstay Villa at Elsie Bay1 / 14
    (15)Very good
    4.4 kilometres from Tradition Sailing Charters
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
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    • Ocean Views
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2018
    This is a beautiful property with the conveniences of home. Kitchen and living areas are recently updated and we had access to everything we could need for our stay.The...
    Reviewed 4 July 2018
    My husband, daughter and her husband joined us for 4 days and 3 nights at Mainstay. Husband and I stayed for 8 days, 7 nights. We arrived at the dock from St Martin around...
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    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6.3 kilometres from Tradition Sailing Charters
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa1 / 32
    (4)Excellent
    6.5 kilometres from Tradition Sailing Charters
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2016
    My husband and I stayed here with our 3 small children and extended family (10 people total) and had an amazing time. The pictures do not lie--the house is really that beautiful...
    Reviewed 11 August 2014
    Words truly cannot describe our stay at Beaches Edge Anguilla. But I will try..From the serene private setting with amazing views of the ocean to the full service staff(which...
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    About this property
    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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    Location Information
    Blowing Point, Anguilla
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    0.9 kilometres from Tradition Sailing Charters
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Hot Tub
    • Grill
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 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 enclave and the top tier services and amenities of a first class resort. Perched above...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Seabird Villa - Minutes From Rendezvous Bay Beach1 / 18
    (15)Excellent
    6.8 kilometres from Tradition Sailing Charters
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Seabird Villa listing and we thank you for stopping by. Please note that the rate quoted here is for 2 bedrooms only. Kindly visit the Rate Note Section for additional bedrooms and their rates or contact us for pricing. Completed in 2010, Seabird Villa was designed by architect...
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    Location Information
    West End Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    0.0 kilometres from Tradition Sailing Charters
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    5.3 kilometres from Tradition Sailing Charters
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    Location Information
    Sandy Hill Bay, Anguilla
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5.3 kilometres from Tradition Sailing Charters
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    Location Information
    Sandy Hill Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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