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Villas in Anguilla, Caribbean

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    Travellers to Anguilla are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 15
    4.5 of 5 stars (5) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    1 / 29
    5 of 5 stars (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 12
    4.5 of 5 stars (6) Very good
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Satellite TV
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    About this property
    Great for groups! Enjoy breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling.<BR><BR>This space is unique because of its size and... View all property information
    Location Information
    Island Harbour, Anguilla
    4 of 5 stars Reviewed 4 weeks ago
    My family and I spend 9 days at this amazing villa. The rooms were spacious enough to hold 10 people comfortably and with room to spare. The house was equipped with everything we...
    5 of 5 stars Reviewed 23 July 2016
    Wow what a spectacular villa. With views of St. Martin Flat Island and St Barts. So spacious with bathrooms you would love to sleep in.Great living space for the whole family. The...
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    1 / 22
    5 of 5 stars (6) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • DVD Player
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    About this property
    Please note: The calendar reflects the availability/non-availability of the house only. The studio may be available when the house is not. Both the studio and the house may be rented as one unit or each unit can be rented separately. The price shown is for the house only. Let us know what eactly... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 18 December 2015
    We stayed in Susan and Ambrose's studio for 3 weeks this Fall. The studio was clean, comfortable and well equipped. Ambrose and Susan were great hosts and made sure we had what we...
    5 of 5 stars Reviewed 12 January 2015
    We spent a week at Susan & Ambrose's property and were very happy with it. The two bedrooms and bathrooms are ideal for a family and the villa itself is very spacious and well...
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    1 / 15
    4.5 of 5 stars (10) Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
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    About this property
    Perfect for 2<BR><BR>James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private balcony's. The floors are finished with Italian tile... View all property information
    Location Information
    Island Harbour, Anguilla
    4 of 5 stars Reviewed 30 March 2016
    As a couple who prefer active RnR and a first time travelers to Anguilla, we were looking to ease ourselves into the local element. James Place apartments fit that requirement...
    5 of 5 stars Reviewed 14 January 2016
    My husband and I stayed here 3 nights and we really loved it. The apartment was in great condition and the bed was so so comfortable. We got the best sleep of our entire 12 night...
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    1 / 21
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool.... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 13 June 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
    5 of 5 stars Reviewed 8 October 2014
    Beautiful beaches and superb family-oriented accommodation. Comfortable air-conditioned rooms, fitted kitchen with all mod cons. Private swimming pool and wonderful views of the...
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    1 / 18
    5 of 5 stars (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • DVD Player
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    • x
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    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 18 May 2016
    Stayed in Shoal Reef Villa with our family of 4 (two kids under 10yrs old); property managers (Stasia & Steve) went out of their way to accommodate us;we've orginally booked...
    5 of 5 stars Reviewed 5 March 2016
    You arrive after your flight and ferry ride, and the view is soooooo amazing. You know from the start you picked the perfect vacation home. The house is laid out to easily...
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    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Children's Pool
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    • Pet-friendly
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    • x
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    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies<BR><BR>Location: Anguilla<BR>2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi,... View all property information
    Location Information
    West End Village, Anguilla
    1 / 51
    5 of 5 stars (9) Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
    Location Information
    Little Harbour, Anguilla
    5 of 5 stars Reviewed 19 November 2015
    I'm so in love with this place, the staff, the owners and the Spectacular views. I felt so at home here. The house itself is gorgeous. I was amazed by the artwork. It truly...
    5 of 5 stars Reviewed 31 August 2015
    Our family has vacationed in Anguilla for over 12 years and Three Dolphins is one of the best villas we have rented. The location is central to everything on the island, it has...
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    1 / 11
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    CATALINA VILLA- Shoal Bay Village, Anguilla; PERFECT FOR ONE OR TWO COUPLES OR A FAMILY WITH 1-3 CHILDREN!! This cute Caribbean Style newly built (2012-14) home has two beautiful Bedrooms and each has its own En Suite Bathroom with Shower and double vanities. Perfect for two couples or one... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 23
    5 of 5 stars (11) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    About this property
    This 3700 sf. sprawling compound offers mature landscaping, a master bedroom, two additional bedrooms with private bathrooms, a 1900 sf. Great Room and the Entertainment Deck. Each bedroom offers private decks for sunning or just relaxing with a cocktail. If you don't want to go to the beach... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 21 March 2016
    Villa was in a perfect location with a great view of St Martin, and easy walk to Rendezvous Bay and the Blowing Point Ferry Terminal. Villa was clean and well equipped. We were...
    5 of 5 stars Reviewed 11 March 2016
    Well this is the 4th year we have stayed at this great Villa. The kids loved the pool, everyone has a lot of privacy, and the view to St. Maarten is exquisite. We were well...
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    1 / 26
    West End Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    West End Village, Anguilla
    1 / 25
    5 of 5 stars (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Hot Tub
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    • Pet-friendly
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    About this property
    Villa "B on the Sea" is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 8 December 2015
    Once again, my wife and I visited Anguilla and Villa B on The Sea. We absolutely love both. The accommodations are wonderful (2 pools,entertainment deck,media room) and the...
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    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars 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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    1 / 69
    5 of 5 stars (4) Excellent
    Sandy Ground
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay... View all property information
    Location Information
    Sandy Ground, Anguilla
    4 of 5 stars Reviewed 10 August 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    1 / 19
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms, 14 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
    ARUSHI means " Ray Of Sunshine" This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 6 March 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations. The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    1 / 13
    5 of 5 stars (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Hot Tub
    • Private Indoor Pool
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals. Nestled... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 28
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Quiet neighborhood. Fully furnished, spacious air conditioned private apartment overlooking Island Harbour village, miles of ocean, and Scilly Cay. Enjoy the ocean view from the master bedroom, master bathroom, living/dining area, kitchen and laundry area. Second bedroom and second bathroom with... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 25
    5 of 5 stars (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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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... View all property information
    Location Information
    The Valley, Anguilla
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    1 / 10
    5 of 5 stars (6) Excellent
    West End Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    West End Bay Holiday Suites Self Catering Suites WEST END BAY ANGUILLA WI The perfect choice for a great quality stay on Anguilla - low rates Overlooking Stunning Shoal Bay West Just a 4 minute stroll away from a stunning white sandy beach, Shoal Bay West. Perfect for snorkeling & swimming. The... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 6 April 2016
    We love this place. Anguilla, West End Bay and any place we've stayed, which have all been Carl's places. Very well-appointed, convenient and Carl and his staff are amazing. We...
    5 of 5 stars Reviewed 7 February 2016
    Clean house , Big kitchen, sweet people, excellent service!! The best place so far in the Carib. Thank you so much for having us Mr Carl and your team! We'll be back! Fab & Ann
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    1 / 20
    5 of 5 stars (14) Excellent
    The Valley
    10 Bedrooms, 14 Bathrooms, Sleeps 20 | Quick View
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    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
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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.... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 6 August 2016
    Whether you're on one of the several overlook-style patios looking down at Little Bay or by the perfect-temperature pool or even on the villa's rooftop deck, Ani Villas charms you...
    5 of 5 stars Reviewed 6 August 2016
    The multiple views of Limestone Bay are breathtaking. I especially loved the cantilevered porch which allows you to look straight down into the water. The room was lavish to say...
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    1 / 5
    5 of 5 stars (2) Excellent
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    La Vanda is a charming romantic cottage. Very private part of a larger estate, with a walled back garden with outdoor shower, bar-b-que dinning area as well as sun bathing loungers. It is not on the waterfront, but is a very short walk about 3 meters to famous Shoal Bay East Beach. The area is... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 13 March 2016
    We stayed at Lavanda from February 20 through March 5, 2016.....the pictures don't do the place justice! It was perfect for the two of us, we had never been to Anguilla before and...
    5 of 5 stars Reviewed 28 January 2016
    My wife and I absolutely loved Lavanda Cottage and would not hesitate to stay there again. We have traveled to many islands in the Caribbean and felt like Shoal Bay, and Lavanda...
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    1 / 22
    South Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR>Recently completed Villa, fully private property with a gated entrance • Two (2) Bedroom Villa, with the possibility of linking them together, with a total surface area of 3000 sq ft , and... View all property information
    Location Information
    South Hill, Anguilla
    1 / 35
    5 of 5 stars (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Offering stunning panoramic views of the down islands ( St. Maarten, St. Barths, Statia, St. Kitts and Nevis), this luxury 1 Bedroom Villa is among the largest of the 1 bedroom villas on the island with 1100 sq. ft. of living area and nearly 3000 sq. ft. of outdoor patio and pool deck area.... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 23 May 2016
    Our trip to the Almond Tree Villa was wonderful. We would have to concur with all the other excellent reviews. We enjoyed every part of the villa, coffee under the patio in the...
    5 of 5 stars Reviewed 10 May 2016
    This was our second visit to Almond Tree Villa and exceeded our expectations once again. Our friends Sue & Joe have thought of everything to make this villa a home away from...
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    1 / 15
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Grill
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    • ?
    • ?
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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... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 18
    5 of 5 stars (15) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Completed in 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches. Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an... View all property information
    Location Information
    West End Village, Anguilla
    1 / 12
    5 of 5 stars (9) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 21 May 2016
    We stayed in Chinaberry, the one bedroom cottage portion of the Bayberry-Chinaberry property, which can be rented as a whole or as individual units. Bayberry and Chinaberry have...
    5 of 5 stars Reviewed 2 March 2016
    We have just returned from two wonderful weeks at Chinaberry! While not on the beach (one does need a car, the view from the deck over Rendezvous Bay is truly fabulous...
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    1 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Internet Access
    • Hot Tub
    • Waterfront
    • DVD Player
    • Air Conditioning
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
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    About this property
    The Villas at Cuisinart Resort Spa offer you 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... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 18
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 24
    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    "Palm Shores Villa"--the name says nearly all of it! This quiet, private Anguilla villa is sited in a stunning Caribbean location with scrumptious views of St Martin and St Barts. Situated at 6 feet (!) above sea level on a point of land between two small bays, it has sweeping vistas. Centrally... View all property information
    Location Information
    West End Village, Anguilla
    4 of 5 stars Reviewed 15 February 2015
    on Forest Bay with a view of St Maarten. Villa is basic, nicely maintained and furnished. We could not have asked for more from a property. As much as we like to walk the long...
    4 of 5 stars Reviewed 16 March 2014
    Palm Shores villa is a budget-friendly, extremely private villa with the most amazing view! Accommodations are exactly as pictured: simple and clean. Sure, it could use some...
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    1 / 30
    5 of 5 stars (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR> Recently completed Villa, fully private property with a gated entrance • Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. <BR><BR> Master bedroom, King size Bed and... View all property information
    Location Information
    South Hill, Anguilla
    5 of 5 stars Reviewed 2 May 2016
    We are currently staying here as I write this. It happens to be raining most of this week which is not the norm for Anguilla. This villa is super clean, modernized with a full...
    4 of 5 stars Reviewed 22 December 2014
    Perfect vacation get away for honeymoon. I stayed there with my family and it was great. Private property and swimming pool. The perfect place if you want extreme privacy. Thank...
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    1 / 27
    5 of 5 stars (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists of... View all property information
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    Anguilla, Caribbean
    5 of 5 stars Reviewed 20 March 2016
    Hands down the best vacation I've ever taken! Walking into Villa Gardenia, the first thing you see is an amazing panoramic view. The villa has an enormous amount of space which...
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    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    About this property
    The Sandyhill Beach Club is a small development (24 units) consisting of rentals as well as residents. It is a few steps to Sandyhill Bay beach with excellent snorkeling as well as quiet waters for swimming and sunbathing. The condo is tastefully decorated with custom fabrics in the turquoise... View all property information
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    Anguilla, Caribbean
    5 of 5 stars Reviewed 18 November 2015
    I was in anguilla for a few days on business and stayed at the Romantic Oceanfront Condominium. This is a one bedroom unit facing onto the pool and the ocean (which is just past...
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    1 / 7
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    This very spacious contemporary West Indian style four bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Anani has direct access through their own short private pathway to a cove with good gentle water which is protected by an... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 36
    Little Harbour
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Waterfront
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ARGIANNO VILLA - Lockrum Estates, Anguilla, BEACHFRONT VIEWS OF ST MARTIN Location: Anguilla - British West Indies , RARE ON ANGUILLA- has its own beautiful sandy beach with interior reef! 1 - 4 Bedrooms, 5 Baths , Air Conditioning Bedrooms Only, Bath Tub, BBQ, Beach Chairs, Beachfront, Blender,... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    About this property
    Vista is an idyllic, luxury four bedroom contemporary villa superbly located on the waterfront offering magnificent views of neighboring St. Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which separates both islands. The villa, newly... View all property information
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    Blowing Point, Anguilla
    1 / 26
    5 of 5 stars (27) Excellent
    Shoal Bay Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Secure Parking
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    • Outdoor Dining Area
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • ?
    About this property
    Charming & affordable Country Cottage Anguilla: One bedroom with king-sized bed, and 2 daybeds in the LR that convert to twin beds at night for two extra people. Located in Shoal Bay Village on Welches Hill, it is a private vacation retreat with extensive amenities & all of the comforts of home.... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    5 of 5 stars Reviewed 19 March 2016
    We stayed at Country Cottage and it was fabulous. Very clean. The owners Isiah and Bonnie were great. This is the nicest place we have ever stayed at on Anguilla in the 12...
    5 of 5 stars Reviewed 18 February 2016
    A charming country apartment with all the important amenities. Close to the beautiful Shoal Bay beach. Owners are very friendly and helpful. This makes visiting Anguilla...
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    1 / 27
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Terrace
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Caribbean is Sea Villa's muse. Its interiors mirror the serene waters' spectrum of blue and green hues, drawing the eye and soul beyond windows and terraces to the horizon, the infinity edge pool and back in seamless transitions. There are four master suites with terraces facing the sea and... View all property information
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    Anguilla, Caribbean
    1 / 21
    5 of 5 stars (12) Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 15 February 2016
    Our second stay at Little Butterfly was a perfect as our first! Janine takes care of all of the details of your booking right from moment one and she's more than willing to...
    5 of 5 stars Reviewed 10 February 2016
    If you enjoy experiencing an island vacation privately and without the trappings of a resort, this is the place for you! We spent eight nights at the Little Butterfly in January...
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    1 / 94
    5 of 5 stars (15) Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 18 June 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for our...
    5 of 5 stars Reviewed 2 February 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
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    1 / 42
    5 of 5 stars (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Mountain Views
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,... View all property information
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    Blowing Point, Anguilla
    5 of 5 stars Reviewed 8 July 2016
    Stayed here with my friends over July 4th weekend. This is an amazing villa through and through. The pictures posted on the website sure do not lie. Service from the staff was...
    5 of 5 stars Reviewed 16 November 2015
    We spent four wonderful nights at Villa Alegria with four couples and everything was absolutely spectacular! The concierge service was great at helping set up everything so the...
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    1 / 10
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • ?
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    About this property
    Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable Caribbean accommodations. There are four definitive villas, Villa Amor, Villa Elegante, Villa... View all property information
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    Island Harbour, Anguilla
    1 / 10
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor Showers Each air... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    About this property
    Villa Bird of Paradise, also known as MD BOP, is a 4-bedroom villa located in Sandy Hill. Named by Islands magazine as one of the “Top 20 Villas in the World,” this property is perched above a crescent beach and overlooks the sea. This house has multiple living and dining areas, with seating for... View all property information
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    Anguilla, Caribbean
    1 / 10
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    About this property
    Oceana Villa Anguilla Close to Sandy Beaches Anguilla famously has 33 beaches and Oceana is close to several: one of the nearest is Crocus Bay.  Viewed from Oceana and just a five minute drive this is a long, relatively untouched, quiet beach, except for the Da Vida restaurant at its eastern end. ... View all property information
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    The Valley, Anguilla
    1 / 51
    Blowing Point
    10 Bedrooms, 11 Bathrooms, Sleeps 20 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Large, luxurious, and ideally located are just a few of the terms that can be used to describe the Villa Beaches Edge properties. A group of two upscale villas, they are set directly on the waterfront of Anguilla\'s Pelican Bay and offer amazing sea views, as well as appealing looks at St. Martin... View all property information
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    Blowing Point, Anguilla
    1 / 18
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
    • ?
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    About this property
    Holiday Exclusive - From December 29, 2016 to January 5, 2017, this villa & travel dates have been reserved for our guests! You won't find availability for those dates anywhere else - inquire today for more information! Like a towering ivory sculpture perched on the majestic cliffs overlooking... View all property information
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    The Valley, Anguilla
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    About this property
    Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom Villa Sand Castle Villa boasts 4 bedrooms, 2 kingsize, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with its own beautiful pool this villa... View all property information
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    Anguilla, Caribbean
    1 / 20
    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    The Retreat @ Moonraker is a fully secure private retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Fully opening expanses of glass optimize the stunning views from all elevations The Retreat @ Moonraker Villa awaits you; a signature 15,500 sq ft villa... View all property information
    Location Information
    Long Bay Village, Anguilla