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Vacation Rentals and House Rentals in Anguilla, Caribbean

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    Travelers to Anguilla are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 28
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    4.5 of 5 bubbles (10) Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 29
    5 of 5 bubbles (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 15
    4.5 of 5 bubbles (5) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    • Central Heating
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    About this property
    The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and... View all property information
    Location Information
    West End Village, Anguilla 1234
    5 of 5 bubbles Reviewed August 18, 2016
    This was an excellent place to stay. Very reasonable rates by comparison and the quiet nature of it's location only enhanced the restful nature of our break.
    4 of 5 bubbles Reviewed May 12, 2016
    We loved this villa! It was spacious, clean and bright. Because we like to cook when we travel, we were so happy to have such a lovely kitchen with new appliances. The dishwasher...
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    1 / 22
    5 of 5 bubbles (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 N A
    5 of 5 bubbles Reviewed December 18, 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 bubbles Reviewed January 12, 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 / 12
    4.5 of 5 bubbles (7) Very good
    East End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Patio
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    • Child-friendly
    • ?
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    • x
    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. This space is unique because of its size and location.... View all property information
    Location Information
    East End Village, Anguilla AI 2640
    4 of 5 bubbles Reviewed January 6, 2017
    We have just spend a Christmas and New Year in this lovely villa with a family of 10 ranging in age from 8 to 75! This trip will be a memory of a lifetime thanks in part to the...
    4 of 5 bubbles Reviewed August 24, 2016
    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...
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    1 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
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    The Valley, Anguilla AI 2640
    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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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 A12640
    5 of 5 bubbles Reviewed June 13, 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 bubbles Reviewed October 8, 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 / 9
    4.5 of 5 bubbles (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • 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 ELSIE BAY
    4 of 5 bubbles Reviewed January 11, 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 bubbles Reviewed December 31, 2015
    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 / 30
    5 of 5 bubbles (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 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 PO BOX 5179
    5 of 5 bubbles Reviewed May 2, 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 bubbles Reviewed December 22, 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 / 98
    5 of 5 bubbles (83) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Child-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 N A
    5 of 5 bubbles Reviewed 1 week ago
    I would like to share a few words that describe our 2 week vacation in Paradise. Peaceful, beautiful, amazing, blissful, fun, warm, quaint, casual, comfortable, outstanding...
    5 of 5 bubbles Reviewed 3 weeks ago
    This was my first visit to Grand Outlook Castle on Anguilla and it lived up to my every expectation and then some. The views from the pool deck overlooking Crocus Bay were...
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    1 / 7
    5 of 5 bubbles (3) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Parking
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    • x
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    • 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 AL 2640
    5 of 5 bubbles Reviewed 4 weeks ago
    Villa Jems offers breathtaking blue water views and all the comforts of home. We enjoyed relaxing and dining on the spacious deck overlooking the great pool and the water view...
    5 of 5 bubbles Reviewed February 12, 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 / 36
    Little Harbour
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    About this property
    This very spacious contemporary West Indian style 6 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St.. Maarten beyond. TRITON has direct access through their own short private pathway to a cove with good gentle water which is protected by an outer... View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Golden sun, aquamarine sea, azure sky, soft white sand, beautiful unspoilt and uncrowded beach at Rendezvous Bay Beach, Bow Green Villa with swimming pool , fantastic haute cuisine of Anguilla near by,and indulgent luxury Spa near by are waiting for you.<BR><BR>Bow Green is a beautiful home... View all property information
    Location Information
    West End Village, Anguilla A12640
    5 of 5 bubbles Reviewed January 15, 2017
    Bow Green was the ideal place to enjoy Anguilla for a number of reasons: Location - situated less than 100m from Rendez-vous beach (my favourite beach on the island). There are...
    5 of 5 bubbles Reviewed September 8, 2014
    Would recommend this to anyone! Of all the tropical islands I've visited this is my favourite. its the most picture perfect paradise island of them all. I have stayed at Bow...
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    1 / 16
    5 of 5 bubbles (2) Excellent
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    From every vantage point, White Cedars unique design provides breathtaking views of the Caribbean, the islands of St. Martin, St. Barths, Saba & St. Kitts, while capturing the prevailing tropical trade winds of this undiscovered paradise. The furnishings and interior design successfully blend... View all property information
    Location Information
    Sandy Hill Bay, Anguilla 11111
    5 of 5 bubbles Reviewed July 22, 2013
    We just returned from our trip to Anguilla where we were fortunate enough to stay in the White Cedar Villa. The travel from St. Martin to the villa on Anguilla was perfect. We...
    5 of 5 bubbles Reviewed July 11, 2012
    We booked this house using WIMCO in the States with Ricketts & Associates being the local managers on Anguilla. Since we flew to St. Martin and took the ferry, we were greeted at...
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    1 / 8
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed February 4, 2013
    Indigo Reef vacation villas are located on the very quiet west end of Anguilla. I would highly recommend staying at these villas as they are easy to locate, well-equipped for...
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    1 / 30
    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • 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 AI 2640
    1 / 28
    Blowing Point
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Solaire is your personal glimpse into Anguilla. We sit you at the windowsill of a Caribbean getaway and beckon you to take it. Perched on Lockrum Bay, our eco-friendly luxury villas, all constructed from green building materials, and world-class accommodations are half of Solaire's story. The rest... View all property information
    Location Information
    Blowing Point, Anguilla AI 2640
    1 / 24
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
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    • 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 2640
    5 of 5 bubbles Reviewed January 6, 2017
    We stayed at Spyglass Hill Villa the week of New Years. It exceeded all of our expectations. Ms Janine was fantastic in communicating with us all the way up to the trip. She...
    5 of 5 bubbles Reviewed December 29, 2016
    How do I sum up the most perfect week away? I'll start by saying that from the moment we first contacted the Spyglass Hill team, we knew we would be in great hands... but we never...
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    An elegant and secluded two-bedroom luxury villa and one bedroom cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla. Mornings start here with that first cup of coffee... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
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    1 / 28
    5 of 5 bubbles (1) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed 2 weeks ago
    The villa is absolutely wonderful. It has all of the amenities of home in a beautiful location right on the water. The pictures don't do it justice. It is situated perfectly for...
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    1 / 21
    5 of 5 bubbles (4) Excellent
    8 Bedrooms, 14 Bathrooms, Sleeps 16 | Quick View
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    • Waterfront
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    • Mountain Views
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven... View all property information
    Location Information
    Anguilla, Caribbean A12640
    5 of 5 bubbles Reviewed July 25, 2016
    An absolutely wonderful property that has everything you potentially need. Very private and the service staff are incredible. Would definitely go back again.
    5 of 5 bubbles Reviewed July 22, 2016
    Our family of "10" had the vacation of a lifetime at the beautiful Zenaida Beach and Tennis Resort. From the moment of our arrival, we were taken in by the warmth of the...
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    1 / 11
    5 of 5 bubbles (1) Excellent
    Rendezvous Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Brand new for 2010, less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches, lies Songbird Villa. The Architect Lee Skolnick has just completed construction on a 4/5 bedroom private villa on the Island of Anguilla. The home includes a unique blend of contemporary... View all property information
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    5 of 5 bubbles Reviewed June 22, 2016
    What a great holiday. I was looking for somewhere special in the Caribbean and found the small island of Anguilla, I have to say it is one of the few totally unspoilt Caribbean...
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    1 / 18
    5 of 5 bubbles (15) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    West End Village, Anguilla AI 2640
    1 / 8
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed March 29, 2015
    My boyfriend and I just got back from a week in Anguilla and had an absolutely magical time on an amazing island. The Pointsettia was the perfect base for our stay and had all the...
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    1 / 31
    5 of 5 bubbles (1) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    BeachCourt Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property brings you right to the sand. Built on a hill, the house... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 12
    5 of 5 bubbles (2) Excellent
    Rendezvous Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    This villa is a charming West Indian style cottage overlooking Rendezvous Bay and just steps away to the beach. Cedars is a private villa and is perfect for one, two couples or a very small family. A short walk on a private path will take you to one of Anguilla's most beautiful beaches. A private... View all property information
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    5 of 5 bubbles Reviewed January 19, 2014
    Loved our stay at the Cedars Villa in December. We enjoyed having our own place to drink coffee on the front porch with beautiful sea views (and drinks at sunset)! My husband...
    5 of 5 bubbles Reviewed May 20, 2012
    Quiet, well-furnished and comfortable. A perfect place for a couple or small family. The pictures are accurate and the view from the front porch onto the Bay is outstanding. The...
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    1 / 22
    South Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
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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 (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 PO BOX 5179
    1 / 14
    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    A lovely West Indian cottage right on the beach at Rendezvous Bay . This lovely private villa offers a perfect getaway from your busy life. A charming West Indian style villa awaits you at the edge of the sea. Thye House has a lots of privacy and spectacular views of Rendezvous Bay. This villa... View all property information
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    Rendezvous Bay, Anguilla AI 2640
    1 / 18
    5 of 5 bubbles (2) Excellent
    Rendezvous Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Brand new to the villa scene for 2010, Seabird Villa was designed by architect Lee Skolnick.<br /><br />Experience the sensual pleasures of this 4/5 bedroom private villa on the Island of Anguilla. The home includes an elegant blend of contemporary and classic Caribbean architecture and... View all property information
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    Rendezvous Bay, Anguilla AI 2640
    1 / 23
    5 of 5 bubbles (3) Excellent
    Sandy Ground
    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Fantastic photo opportunities and comforts await you at Nirvana Villa. Overlooking the port and gentle swells of Sandy Ground....Nirvana sits high overlooking the comings and goings of Sandy Ground Village. This spectacular viewpoint provides panoramic views and wonderful sunsets. Your friends and... View all property information
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    Sandy Ground, Anguilla AI 2640
    5 of 5 bubbles Reviewed March 17, 2016
    Our group of six just begrudgingly had to come home from Anguilla and Villa Nirvana. From the communication and arrangements from Paul, and the great welcome from the...
    5 of 5 bubbles Reviewed February 22, 2016
    We had the privilege to celebrate my wife's 50th birthday in Anguilla and the added benefit of staying at Nirvana on Seafarers Ridge. In a word, AMAZING. The villa is truly...
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    1 / 69
    5 of 5 bubbles (4) Excellent
    Sandy Ground
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    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
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    Sandy Ground, Anguilla 1237
    4 of 5 bubbles Reviewed August 10, 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 / 31
    Island Harbour
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    The grandeur of Ultimacy Villa belies its warmth and serenity. Ultimacy offers many secluded spots for quiet conversation, reflection and peaceful meditation to the pulse of the calming surf against the rocks. Ultimacy Villa can comfortably accommodate up to 16 guests in 8 bedrooms for small... View all property information
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    Island Harbour, Anguilla 11111
    1 / 36
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    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 2640
    5 of 5 bubbles Reviewed March 20, 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 / 29
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    Moonraker Villa awaits you; a luxury signature 15 500 square foot villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxation and tranquility, or, as they say in Anguilla, lime out!! The villa is finished with Italian travertine and ceramic tiles complimented by... View all property information
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    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed February 8, 2016
    We just got back from our stay at Moonraker Villa. We have stayed at a few other similarly priced villas on Anguilla each year for the past six years (yes, Anguilla is our...
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    1 / 41
    5 of 5 bubbles (2) Excellent
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    Le Bleu is Caribbean living at the highest possible level. This 10 bedroom villa (all en-suite) is located on approximately 2.5 acres of beautiful tropical gardens with two swimming pools, small natural beach, beach pavilion, tennis court, gym, personal cinema and beautiful water garden. Le Bleu is... View all property information
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    Little Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed July 9, 2012
    Sixteen of us, my wife and I along with her extended family, stayed in this luxury villa the week of Memorial Day. From the moment we arrived, we felt like we were being welcomed...
    5 of 5 bubbles Reviewed April 23, 2012
    We have just returned from a truly amazing 4 day get-a-way at Le Bleu, Anguilla. We will definitely return - only for a longer stay. The house was amazing and the staff even...
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    1 / 32
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    Set within a private tropical garden of approximately 1.5 acres, Indigo is the perfect holiday hideaway. Located within idyllic Little Harbour, Indigo is sheltered by Cinnamon Reef, providing unrivaled panoramic views of the stunning Caribbean sea and the islands of St Barts and St Martin. Indigo's... View all property information
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    Little Harbour, Anguilla AI 2640
    1 / 51
    4.5 of 5 bubbles (11) Very good
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
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    Little Harbour, Anguilla A12640
    5 of 5 bubbles Reviewed 3 days ago
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth birthday...
    3 of 5 bubbles Reviewed 1 week ago
    My wife and I and our three kids ages 11 to 16 stayed here for about a week. The pool was really nice and got a lot of use even though one of the floatie chairs was broken. And...
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    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Tamarind villa overlooks the Atlantic Ocean and is located on the north eastern end of Anguilla, just a five minute drive from Shoal Bay East one of the most beautiful beaches in the Caribbean. IT offers spacious and comfortable living and provides the ideal setting for a large family and friends.... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 14
    Shoal Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Enjoy the beauty of Shoal Bay in our awesome 2 bedroom condominium with gourmet kitchen, large deck with stunning sunset views, large en-suite bathrooms, comfortable king-size beds, and refreshing resort pool for your pleasure. Only a short, direct, maintained path to beautiful Shoal Bay beach... View all property information
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    Shoal Bay Village, Anguilla AI 2640
    1 / 24
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
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    Little Harbour, Anguilla BWI
    1 / 42
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    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
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    Anguilla, Caribbean AI 2640
    1 / 10
    5 of 5 bubbles (1) Excellent
    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    A lovely West Indian cottage located on the beach, Thye House offers a perfect getaway from your busy life. This villa has spectacular views of the sea and Rendezvous Bay. A romantic hideaway surrounded by mature vegetation will give you the privacy you are looking for. There are wooden decks... View all property information
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    Rendezvous Bay, Anguilla AI 2640
    5 of 5 bubbles Reviewed February 10, 2014
    This is one of the best places on earth. Every night we sat on the porch and overlooked rendeveuz bay and watch beautiful sunsets. Every morning we were greeted to beautiful...
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    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 21
    5 of 5 bubbles (2) Excellent
    The Valley
    3 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Dear Paradise Researcher, We are very pleased to have your kind interest in our version of True Paradise! 2016 is a milestone for Elise & Paul as it marks their 30th year sharing their unique vacation homes with great folks like yourself. Whether a ski chalet at LOON MOUNTAIN, a bungalow on... View all property information
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    The Valley, Anguilla AI 2640
    5 of 5 bubbles Reviewed 3 weeks ago
    Just returned from our 2nd stay at the "Castle" with 3 other couples. Along with the most spectacular view and sunsets, the villa is perfect in every way. The proximity of the...
    5 of 5 bubbles Reviewed October 23, 2016
    Grand Outlook Castle was everything all the other reviewers said. Paul and Elise managed all the details that made our arrival, stay, and departure effortless. Relaxing, peaceful...
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    1 / 16
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    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
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    Anguilla, Caribbean AI 2640
    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Indigo Reef is a brand new vacation property consisting of a variety of private villas each with different attributes. Indigo Reef is located in the desirable West End of Anguilla and in addition to having pools and its own sandy beach, it is within a few minutes walk to Shoal Bay West and in close... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 27
    Island Harbour
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    About this property
    Picturesquely situated on Anguilla's southeast shoreline, Ultimacy Villa is an eight bedroom super villa located in the upscale neighborhood of Sea Rocks, nestled between the villages of Shoal Bay and Island Harbour. This three story home is considered one of Anguilla's largest and most impressive... View all property information
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    Island Harbour, Anguilla AI 2640
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Sitting on Anguilla's South Shore, Kamique commands its own secluded cove beach and stunning views towards the mountains of St. Martin. Kamique is a collection of three luxury villas on Anguilla's South Coast, six bedroom Triton, four bedroom Aquamarie and four bedroom Anani. A 180 degree full... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean AI 2640