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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 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 30
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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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    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 XXXXXXXXXX
    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
    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 AI 2460
    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 / 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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    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 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 / 30
    5 of 5 stars (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 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 / 15
    4.5 of 5 stars (5) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Washer
    • Central Heating
    • Ocean Views
    • Patio
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    • Mountain Views
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    • Pet-friendly
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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 stars Reviewed 1 week ago
    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 stars Reviewed 12 May 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 / 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
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    • 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 AI 2640
    1 / 99
    5 of 5 stars (80) Excellent
    Sandy Ground
    4 Bedrooms, 7 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 N A
    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 19 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 / 20
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
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    • 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 stars Reviewed 8 September 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 / 13
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Internet Access
    • Hot Tub
    • Waterfront
    • DVD Player
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
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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 / 22
    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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    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
    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
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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 stars Reviewed 12 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 / 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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    • Pet-friendly
    • Child-friendly
    • 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 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 / 21
    5 of 5 stars (12) Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla. The south facing, self-contained... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    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 / 11
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
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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
    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 XXXXXX
    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
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    • Pet-friendly
    • 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.<BR><BR>This space is unique because of its size and... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    4 of 5 stars Reviewed 3 days 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 5 weeks ago
    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 / 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 AI 2640
    1 / 14
    Shoal Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Terrace
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    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
    Location Information
    Shoal Bay Village, Anguilla AI 2640
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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
    • Patio
    • Internet Access
    • Air Conditioning
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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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 AI 2640
    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
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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 (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 / 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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    • Pet-friendly
    • Child-friendly
    • 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
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 10
    5 of 5 stars (1) Excellent
    Rendezvous Bay
    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
    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
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    5 of 5 stars Reviewed 10 February 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 / 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 AI21640
    1 / 14
    Rendezvous Bay
    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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    • Smoking allowed
    • x
    About this property
    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
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    1 / 18
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Balcony
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    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 / 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
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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 AI 2640
    5 of 5 stars Reviewed 3 weeks ago
    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 3 weeks ago
    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 / 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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    • Smoking allowed
    • 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
    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
    • Child-friendly
    • ?
    • 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 AI 2640
    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 / 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 / 45
    5 of 5 stars (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
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    About this property
    Bird of Paradise villa was designed in an Asian tropical style with two lagoon-style pools and lush, tropical landscape. The villa rate varies depnding on the number of guests. If it's only two or ten, the entire villa is still exclusively for you. Four master suites, each with a private veranda... View all property information
    Location Information
    Anguilla, Caribbean 00000
    5 of 5 stars Reviewed 25 May 2015
    There is absolutely nothing not to love about the Bird of Paradise. The house is exceptional and the staff is great. We have stayed at a number of villas throughout the Carib...
    5 of 5 stars Reviewed 2 August 2012
    zoe is property manager, genius chef, leader of the most amazing staff...how could one of the most beautiful places on earth also be graced by such wonderful people. Magnificent...
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    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travellers have booked this property
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    • Air Conditioning
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    • Porch
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    • Terrace
    • Balcony
    • Outdoor Dining Area
    • Internet Access
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    • Pet-friendly
    • Child-friendly
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    About this property
    Evadney’s Apartments are situated in The Forest in the Island of Anguilla. The apartments are situated within a minute ride or a 5 minute walk to the beautiful Forest beach. The apartment offers a spectacular view of Dutch and French St. Martin/St. Maarten. Evadney Richardson, the manager has... View all property information
    Location Information
    Anguilla, Caribbean A12640
    1 / 13
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    About this property
    Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above. It has direct 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 with en suite bathrooms separated into... View all property information
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    Sandy Hill Bay, Anguilla
    1 / 42
    5 of 5 stars (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • x
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    • ?
    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 AI 2640
    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 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    • Pet-friendly
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    About this property
    Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the... View all property information
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    Anguilla, Caribbean
    1 / 15
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • Washer
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    • Pet-friendly
    • Child-friendly
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    About this property
    White Cedars were completed in 2010 and has been built and carefully designed by its British owners to create a simple and calming space for a relaxing holiday. From every vantage point, White Cedars' unique design provides breathtaking views of the Caribbean, the islands of St. Martin, St. Barts,... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 13
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    Lovely new three bedroom villa located in popular West End just a short walk from Meads Bay Beach, Malliouhana Hotel & Spa, Frangipani Resort and Blanchards Restaurant. The two bedrooms are located on each side of the villa with the living, dining, kitchen area in the center affording each bedroom... View all property information
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    Anguilla, Caribbean
    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
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    • Pet-friendly
    • Child-friendly
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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 AI 2640
    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 / 18
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
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    About this property
    Built by an award winning developer and previously known as Lockrum Villas, Beaches Edge East and West are two sleek and stylish, oceanfront four plus bedroom with five and a half bathroom sister villas. Each of the chic, 7 000 square foot, contemporary single villas can be rented individually,... View all property information
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    Blowing Point, Anguilla
    1 / 12
    5 of 5 stars (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 stars Reviewed 19 January 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 stars Reviewed 20 May 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 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Songbird Villa is a luxurious private villa featuring 4/5 bedrooms. This wonderfully designed and furnished home, created by well-known architect, Lee Skolnick, features a unique blend of contemporary and classic Caribbean architecture and furnishings but, more importantly, provides a true... View all property information
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    Anguilla, Caribbean
    1 / 27
    Island Harbour
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
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    • Washer
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    • Pet-friendly
    • Child-friendly
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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
    Location Information
    Island Harbour, Anguilla AI 2640
    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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    • DVD Player
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    • Pet-friendly
    • Child-friendly
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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 AI 2640
    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 / 39
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Mountain Views
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Vacation in style and comfort in Beaches Edge Anguilla's West Villa. This sleek and modern 5-bedroom/5.5 bath oceanfront home with path to a small beach, is now even more luxurious! We've added a gorgeous new pool, expanded oceanfront terrace with pergola, and new private gym. The villa's... View all property information
    Location Information
    Blowing Point, Anguilla ANGUILLA
    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
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    • 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 NONE
    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 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    Luxury at it's best! Try staying in this luxury two bedroom, two bathroom condo with two en-suite bathrooms and a large balcony with far reaching views of Eagle Beach and the turquoise water of the Caribbean ocean. This condo is only a few steps across the road to the white powder sands of Eagle... View all property information
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    Anguilla, Caribbean
    1 / 29
    5 of 5 stars (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • x
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    • ?
    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 AI 2640
    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 / 22
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    • Pet-friendly
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    About this property
    This exquisite six or seven bedroom, 7000 square foot seaside property sits on a three and a half acre landscape. 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
    1 / 10
    Island Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and... View all property information
    Location Information
    Island Harbour, Anguilla