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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
    5 of 5 stars (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | 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 / 12
    4.5 of 5 stars (6) Very good
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Imagine waking up in the morning and gazing across the deep blue Caribbean Sea to the distant island of St. Martin, shuffling onto one of two roomy balconies, cup of java in hand, feeling the sea breeze caress & smelling the fresh salt air - sun shining down on you as you lift your face to the sky... View all property information
    Location Information
    The Valley, Anguilla
    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 15 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 / 18
    5 of 5 stars (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
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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 / 31
    Long Bay Village
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Immerse yourself in resort-style luxury at this commanding plantation-style estate situated on the white-sandy beaches of Long Bay, along the alluring coastline of Anguilla. Set amidst the splendor of endless turquoise waters and meticulously-manicured gardens replete with towering coconut palms,... View all property information
    Location Information
    Long Bay Village, Anguilla
    1 / 98
    5 of 5 stars (80) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
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    • Waterfront
    • Ocean Views
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    • Pet-friendly
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    About this property
    Dear Paradise Researcher, before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event... View all property information
    Location Information
    Sandy Ground, Anguilla
    5 of 5 stars Reviewed 28 June 2016
    One of the most enjoyable vacations we have ever experienced. Between the incredible attention to detail, to the most beautiful beaches in the world, the Grand Outlook Castle...
    5 of 5 stars Reviewed 20 May 2016
    if there were 6 stars I would have chosen that rating. This place was as advertised and beyond. Paul and Elise made everything so simple and easy . We felt like rock stars...
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    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
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    • Patio
    • Washer
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    • Balcony
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    • Pet-friendly
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    • x
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    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 / 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
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    • 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
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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 13 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 / 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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    • Private Garden
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    • Pet-friendly
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    • 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 14 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 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Mountain Views
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    • Pet-friendly
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    • x
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    About this property
    CéBlue Villas on Crocus Bay Anguilla, is in the heart of the beach studded island in a secluded west coast locale. The new award-winning villa resort is set in over five acres of tropical hillside fronted by exquisite beachfront, with spanning views of five-thousand-foot-stretching tranquil... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 19 June 2015
    My partner and I stayed at CeBlue for five nights and six days, we travel allover and it was the most stunning resort/villa we have ever been to. The staff was so friendly and...
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    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
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    • 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 24 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 11 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 / 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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    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • 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 7 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 / 10
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • x
    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... View all property information
    Location Information
    Anguilla, Caribbean
    4 of 5 stars Reviewed 12 January 2016
    What a pleasure to have discovered this lovely villa located in a perfect central spot on the island! The home was beautifully decorated and comfortable. As mentioned in another...
    5 of 5 stars Reviewed 1 January 2016
    Our family of 5 spent 8 nights at Mainstay Villa over the holidays. Dave was very easy to deal with and a terrific source of information. The villa has an absolutely...
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    1 / 24
    5 of 5 stars (7) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • DVD Player
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 9 June 2016
    We stayed at Spyglass Hill Villa in May 2016. The house and the view are both gorgeous. Even better than the pictures online. When we arrived in Anguilla a representative for...
    5 of 5 stars Reviewed 19 March 2016
    Beautiful spot above Sandy Ground. House was delightfully laid out for 4 couples. Enjoyed watching the activity in the harbor. Great location for hopping around to different...
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    1 / 7
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Shoal Bay East (5 mins drive) Beach Proximity: Near the Beach REDUCED TO ..... $499k!! Jems villa located in the Sea Rocks area and between Shoal Bay and Island Harbour is just a short 4 minute drive to Shoal Bay beach and other great restaurants for you to enjoy. Situated on the... View all property information
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    Anguilla, Caribbean
    1 / 18
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Ocean Views
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    • Pet-friendly
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    • x
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    About this property
    'Octagon' is new to the rental market and its unique design is welcoming, relaxing; yet elegant with unique attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. A rooftop deck completes the recreational amenities.... View all property information
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    West End Village, Anguilla
    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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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
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    1 / 94
    5 of 5 stars (15) Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    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 19 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 3 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 / 20
    5 of 5 stars (2) Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • ?
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    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 View all property information
    Location Information
    The Valley, Anguilla
    1 / 51
    5 of 5 stars (9) Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Pet-friendly
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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 20 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 / 28
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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
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    Island Harbour, Anguilla
    1 / 11
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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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 / 25
    5 of 5 stars (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Pet-friendly
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    • ?
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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 9 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 / 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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    • x
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    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
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    Long Bay Village, Anguilla
    1 / 25
    5 of 5 stars (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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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
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    The Valley, Anguilla
    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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 11 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 / 21
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    • DVD Player
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 / 15
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Grill
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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 / 25
    5 of 5 stars (4) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
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    • Children's Pool
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Blowing Point, Anguilla
    4 of 5 stars Reviewed 31 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...
    5 of 5 stars 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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    1 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Washer
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Blowing Point, Anguilla
    1 / 23
    5 of 5 stars (11) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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 22 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 12 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 / 12
    5 of 5 stars (9) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping...
    • Wi-Fi
    • Ocean Views
    Suitability
    • 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 / 27
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Terrace
    • Waterfront
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Balcony
    Suitability
    • 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
    Location Information
    Anguilla, Caribbean
    1 / 15
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Jasmine, also known as IDP JAS, is a 2-bedroom villa located in Meads Bay. This villa enjoys a westward-facing ocean view. The living room features a high ceiling, wood furnishings, optional air-conditioning ($20 per day), and access to the pool terrace. Steps descend from the well-equipped... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 14 September 2014
    What a wonderful place this is, so relaxing and everything you need is there. Incredibly comfortable beds, it was such a treat to stay 2 weeks in this villa. We could not have...
    5 of 5 stars Reviewed 8 February 2012
    To say that this villa exceeded expectations would be an understatement. First of all, it is perfectly located in the West End, right near beautiful beaches, great restaurants...
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    1 / 7
    5 of 5 stars (2) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Parking
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    'JEMS' is beautifully situated with sweeping ocean views and magnificent sunsets. The villa offers the discriminating traveler 3 main bedrooms and 3 main baths with walk-outs to the lovely pool and galleries from the principal rooms. JEMS Villa has a wonderful garden for alfresco dining. Walk... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 13 February 2014
    This is a tranquil vacation spot. The private pool is a perfect place to relax all day with a sun-hat and a good book. I spent 10 days decompressing from the stress of urban life...
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    1 / 16
    5 of 5 stars (1) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This exquisite six/seven bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped seaside estate The villa built of white stucco and shaped like a yacht combines natural beauty with quiet elegance while offering unrivaled views across the crystalline Caribbean Sea to the... View all property information
    Location Information
    Anguilla, Caribbean
    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
    • Satellite TV
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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 7 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 7 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 / 36
    Little Harbour
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • Housekeeping...
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    AVALON VILLA - Lockrum Estates, Anguilla, BEACHFRONT WITH 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,... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 29
    5 of 5 stars (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    MOONRAKER - The ultimate villa in Anguilla for Luxury, Seclusion and Value. Rated overall as "5 star” and loved by all our valued customers. Rated "Excellent" on Tripadvisor and awarded "Top Vacation Rental" on Flipkey/Tripadvisor Moonraker Villa awaits you; a signature, 7 suite, 15,500 sq ft... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 23 May 2016
    We Just stayed at Moonraker with a group of 15. My husband and I along with our closest friends, my daughters and their boyfriends all helped us celebrate our 10 year...
    5 of 5 stars Reviewed 19 August 2015
    We (15) meet together from three states. The house was perfect for us and we had the most amazing time together. We all had space without being on top of each other. The...
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    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The spirit of Villa Kishti is captured in the elegant luxury offered by the combination of an exceptional location harmoniously blended within an idyllic tropical environment. This unique villa provides a setting of natural beauty in which service excellence and the privacy of guests are paramount.... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    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 / 18
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Tamarind Villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most beautiful beaches in the Caribbean. With its large principle rooms and comfortable settings, its the perfect place for large family and... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 15
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above (and with immediate access to) Sandy Hill Beach, one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is comprised of seven bedrooms (all with bathrooms en-suite) in two... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 21
    5 of 5 stars (12) Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 16 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 11 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 / 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
    • Air Conditioning
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • DVD Player
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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 20 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 / 30
    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Zebra is perched atop magnificent Meads' Bay Hill and just a short stroll away from one of the finest beaches in the Caribbean. The home offers the discerning vacationer a blend of cool, eclectic design in a peaceful and tranquil setting. The villa is built on two levels and offers spacious... View all property information
    Location Information
    Long Bay Village, Anguilla