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Rentals with Pool in Anguilla, Caribbean

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    Travelers to Anguilla are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    5 of 5 stars (11) Excellent
    The Valley
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    5 of 5 stars (7) Excellent
    Shoal Bay Village
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    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. Bow Green is a beautiful home walking... View all property information
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    Location Information
    West End Village, Anguilla A12640
    5 of 5 stars 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 / 29
    5 of 5 stars (41) Excellent
    7 Bedrooms / 7 Bathrooms / Sleeps 18
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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
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    Anguilla, Caribbean AI 2640
    4 of 5 stars Reviewed January 22, 2015
    This was an amazing place to stay!! For sharing purposes, here are the pros and cons, in my opinion: Pros: - Amazing decor; awesome floor plan - Pool is beautiful - Amazing...
    5 of 5 stars Reviewed September 24, 2014
    Sorry for the delay in writing up this review, however better late than never! 12 of my clsest friends and myself traveled to the Moonraker at the end of July. Upon arrival the...
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) This 3... View all property information
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    Anguilla, Caribbean
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    1 / 20
    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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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 AI 2640
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    1 / 37
    5 of 5 stars (10) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    About this property
    Tequila Sunrise Villa is a contemporary, 5,000 sq. ft., three bed room beach house with fresh water infinity pool on secluded Lovers Cove, Dropsey Bay, Sandy Hill, on the Southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin & St. Barths. While affording all the... View all property information
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    Location Information
    Anguilla, Caribbean 00264
    5 of 5 stars Reviewed November 10, 2013
    We had 3 couples staying at Tequila Sunrise. It was perfect. Three equal master bedroom suites with outdoor showers and great views, top two had private balconies. Heather is...
    5 of 5 stars Reviewed October 6, 2010
    A trip of a lifetime! We felt like we were Hollywood stars. The house is five star all the way. From the huge outdoor showers, infinity pool, unlimited tequila dispenser to the...
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    1 / 18
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) This 6... View all property information
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    Anguilla, Caribbean
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    1 / 24
    Blowing Point
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • x
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    About this property
    Villa Lockrum an exceptional 4 bedroom luxury villa rental in Anguilla located right on the sea in Lockrum Estate on the southern coast of Anguilla with 360° panoramic views of the sea and neighboring island, St. Martin. This Ocean Front Vacation rental in Anguilla provides privacy and seclusion... View all property information
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    Location Information
    Blowing Point, Anguilla
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    1 / 99
    5 of 5 stars (65) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Dishwasher
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    • Mountain Views
    • Ocean Views
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    • Pets allowed
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    • ?
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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
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    Anguilla, Caribbean N A
    5 of 5 stars Reviewed April 29, 2015
    On March 21, 2015, we left on a most memorable vacation to Grand Outlook Castle on the Caribbean island of Anguilla. Grand Outlook Castle has a reputation as being one of best...
    5 of 5 stars Reviewed March 21, 2015
    Grand Outlook is as advertised, we completely fell in love with the house and the island of Anguilla. The house is perfectly situated, receiving full day sun on the pool deck...
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    1 / 20
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms / 14 Bathrooms / Sleeps 10
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    • Balcony
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    • Dryer
    • Hot Tub
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    ALSO RENTS AS A 1, 2, 3 OR 4 BEDROOM STARTING AT $2199 / NIGHT. INQUIRE FOR MORE INFORMATION. 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... View all property information
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    Location Information
    West End Village, Anguilla AI2640
    5 of 5 stars Reviewed March 6, 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 / 45
    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    About this property
    Bird of Paradise, named one of the top villas in the Caribbean by both Islands Magazine and Ocean Home magazines, was recently recognized by Conde' Nast. The reasonably-priced villa is designed in an Asian tropical style with indoor/outdoor living and two lagoon-style pools, which weave amongst... View all property information
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    Anguilla, Caribbean 00000
    5 of 5 stars Reviewed May 25, 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 August 2, 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 / 16
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    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 and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool. We offer... View all property information
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    Location Information
    West End Village, Anguilla A12640
    5 of 5 stars 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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    $600
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This... View all property information
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    Anguilla, Caribbean
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    $350
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    1 / 25
    5 of 5 stars (5) Excellent
    South Hill
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Hot Tub
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    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts 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. Master bedroom, King size Bed and private bath,... View all property information
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    Location Information
    South Hill, Anguilla PO BOX 5179
    4 of 5 stars 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...
    5 of 5 stars Reviewed December 21, 2014
    I travel regular for business purposes and Anguilla is on of those places.at the end of hectic working day a cool calm and relaxing place is my next stop. I stay at many different...
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    $1,050
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    1 / 26
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Balcony
    • Dryer
    • Grill
    • Mountain Views
    • Ocean Views
    • Ping Pong Table
    • Pool Table
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
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    • x
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    • Elder access
    About this property
    CéBlue Villas on Crocus Bay Anguilla, is in the heart of the beach studded island in a northwestern locale. The new property is set in over ten acres of tropical hillside, with spanning views of five-thousand-foot-stretching tranquil coastline. The entire resort's vibe is Capri meets Santorini... View all property information
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    Location Information
    Anguilla, Caribbean 1264
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    $1,250
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    1 / 23
    Island Harbour
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
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    About this property
    Villa Soleil at Captains Bay is a fully air conditioned villa with luxury appointments throughout. . From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the ocean from the front and rear of the villa; view of seven islands including... View all property information
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    Island Harbour, Anguilla AI 2640
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    $1,900
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    Island Harbour
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Pets allowed
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    About this property
    Located in Lockrum Estates, the luxurious Villa Coyaba is a six bedroom villa situated on the scenic southern coast of Anguilla giving you immaculate views of the sea and overlooking the neighboring island of St. Martin/Maarten. With its beautiful surroundings and spacious accommodations, Villa... View all property information
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    Island Harbour, Anguilla AI 2640
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    $2,400
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    1 / 42
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Gym
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This... View all property information
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    Anguilla, Caribbean
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    $4,000
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    1 / 24
    8 Bedrooms / 10 Bathrooms / Sleeps 16
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    • Pets allowed
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    • ?
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    • x
    About this property
    Awe inspiring views of the majestic ocean, outstanding guest facilities and total privacy combine with the warmth and charm of the Caribbean to create Ultimacy Villa Retreat - one of the most authentic, exceptional and unique luxury vacation experiences in the Caribbean. Ultimacy Villa Retreat is... View all property information
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    Anguilla, Caribbean A1264
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    $1,320
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    1 / 6
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
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    • ?
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    • ?
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    About this property
    Bianca Beach Villa is located directly on the waterfront at Tiny Bay which is within walking distance from Rendezvous Bay. Wake up to the sound of the sea water lapping the sea shore right outside your window or while you enjoy a fresh-water swim in our Swimming Pool. Near the entrance is the... View all property information
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    Anguilla, Caribbean AI 2640
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    1 / 21
    8 Bedrooms / 14 Bathrooms / Sleeps 16
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    • Gym
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • x
    • 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
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    Anguilla, Caribbean A12640
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    $700
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    1 / 22
    South Hill
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • 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 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 sleeps up... View all property information
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    Location Information
    South Hill, Anguilla PO BOX 5179
    From
    $1,800
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    1 / 7
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Internet Access
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    • Waterfront
    • Water Views
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Villa SBEBPLW, located on spectacular Shoal Bay East, offers privacy, relaxed elegance and exquisite views, all just steps to one of the Caribbean’s most beautiful beaches. The large turquoise doors welcome you to the courtyard, where you are immediately captivated by the breathtaking expanse of... View all property information
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    Anguilla, Caribbean
    From
    $1,199
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    West End Village
    4 Bedrooms / 9 Bathrooms / Sleeps 8
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    • Balcony
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    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • ?
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    • ?
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    About this property
    The 'Abbey' comprises of four (4) bedrooms, one bedroom being in a different separated wing and three on the other side, all bedrooms have ensuite bathrooms, three with ocean views... The living room doors open up to a perfectly situated outside area, overlooking the ocean in all its beauty. The... View all property information
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    Location Information
    West End Village, Anguilla AI 2640
    From
    $1,000
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    1 / 27
    5 of 5 stars (4) Excellent
    Shoal Bay Village
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Located on spectacular Shoal Bay East, Villa Black Pearl offers privacy, relaxed elegance and exquisite views just steps to one of the Caribbean’s most beautiful beaches. The villa features a unique Mediterranean design including a domed roof and a barrel roof, as well as verandas and pergolas... View all property information
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    Shoal Bay Village, Anguilla
    5 of 5 stars Reviewed April 9, 2015
    This is absolutely the best vacation I've ever had! Villa Black Pearl is luxury at its finest all surrounded by a peaceful, gorgeous setting. The villa is amazing with a top of...
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    $1,375
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    1 / 27
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Ocean Views
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
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    About this property
    **Quick Villa Azure info: Villa Azure is a 5 Star Luxury Villa overlooking Anguilla's best Beach- Shoal Bay Beach • It is the most luxurious Villa with the most amenities in the Shoal Bay Beach area • The best sea views on the island are framed in each doorway with endless shades of blue • One of... View all property information
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    Shoal Bay Village, Anguilla 00000
    5 of 5 stars Reviewed March 9, 2014
    Villa Azure provides a 5+++ Star vacation accommodation with all the privacy and comfort of a private home. Villa Azure's location and staff are beyond compare. If you are...
    5 of 5 stars Reviewed July 12, 2013
    Our family spent a week at Azure and it was more than we expected. The pictures on the website don’t do this view justice. When looking for a vacation villa, you can’t help but...
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    $960
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    1 / 16
    5 of 5 stars (2) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
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    About this property
    This luxurious six bedroom Coyaba Villa is situated in Lockrum on the scenic southern coast of Anguilla overlooking the mountains of the neighboring island St. Martin/Maarten. The secluded cove is perfect for sunning or swimming and is a stones throw away. With its beautiful surroundings and... View all property information
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    Anguilla, Caribbean
    5 of 5 stars Reviewed November 30, 2014
    This elegant but casual house has great views, a wonderful staff, and is convenient to all Anguilla activities. Very quiet and protected pool and lawn area is perfect for hanging...
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    $16,800
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    1 / 10
    10 Bedrooms / 10 Bathrooms / Sleeps 20
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    About this property
    Beaches Edge Villas for Large Groups Pelican Bay Anguilla Beaches Edge Villas: Mirror Image These stunning properties are a pair of identical beachfront villas offering an exclusive contemporary and stylish experience for up to 20 guests. Supreme service & exceptional staff. Sleek Crisp Lines &... View all property information
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    Anguilla, Caribbean
    From
    $995
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    1 / 17
    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Dryer
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    • Gym
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    • Pets allowed
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    About this property
    Overlooking Cove Lagoon and only two minutes away from the pristine two half mile white sand beaches of Maundays and Cove Bay, Sheriva at Sheriton Estates is one of Anguilla’s luxury boutique villa hotels in chic West End. Situated on a lush 10-acre alcove with stunning views of the Caribbean Sea... View all property information
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    Anguilla, Caribbean
    From
    $1,000
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    1 / 16
    4.5 of 5 stars (2) Very good
    Blowing Point
    7 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
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    About this property
    This 6/7 bedroom, 7,000 square foot gated property with large oceanfront freshwater pool sits on a landscaped 3.5 acre estate situated right on the Caribbean Sea with the mountain of St. Martin/St. Maarten beyond. The villa's protected harbor with boat dock and small cove are located directed out... View all property information
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    Blowing Point, Anguilla
    From
    $7,882
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    1 / 35
    3 of 5 stars (1) Average
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 19
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    • Pets allowed
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    About this property
    Le Bleu is a 10 bedroom villa with 10 en-suite bathrooms, located within approximately 2.5 acres of beautiful tropical gardens. With a fabulous open style living space in a superbly private location, the villa boasts two swimming pools as well as a small natural beach, beach pavilion, tennis court,... View all property information
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    Little Harbour, Anguilla
    From
    $1,850
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    1 / 19
    Little Harbour
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
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    About this property
    Sitting on Anguillas South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Aquamarine is dramatically nestled in the rolling landscape to form their own special enclaves. The surrounding waters are protected by a reef, which makes for calm waters... View all property information
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    Little Harbour, Anguilla
    From
    $1,908
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    1 / 28
    5 of 5 stars (2) Excellent
    7 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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
    5 of 5 stars Reviewed December 12, 2012
    This was our first trip to Anguilla. We stayed at Crocus Bay the first four days, then moved over to Villa Paradise. We were met by Kenroy and the staff with a nice cold rum...
    5 of 5 stars Reviewed October 28, 2012
    Live this place. Went with 3 other couples for a week and we all had a blast. This is a very nice villa and u suggest you seriously consider this property. My wife has done a...
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    $2,400
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    Long Bay Village
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Gym
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    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Terraces that open to the infinity edge pool and the ocean beyond induce a natural lightness of being, while ivory, rust, burgundy, pewter and muted green interiors keep guests happily anchored to earth. Featuring four master suites, a two-storey design with vaulted ceilings and spacious interiors... View all property information
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    Long Bay Village, Anguilla
    From
    $2,400
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    3 of 5 stars (1) Average
    Long Bay Village
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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    About this property
    Spend a memorable holiday in this spacious villa on one of the Caribbean’s safest and most charming islands. Perched above Long Bay’s sugar white sands, Sea Villa is one of our top Anguilla villa rentals for beach lovers. Cool off in the infinity-edged pool during the day, and then lounge at night... View all property information
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    Long Bay Village, Anguilla
    From
    $2,100
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    5 of 5 stars (1) Excellent
    Island Harbour
    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award-winning Dallas interior designer David Salem & Associates have hints of Moroccan flair. With spacious... View all property information
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    Island Harbour, Anguilla
    From
    $1,375
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    1 / 19
    5 of 5 stars (5) Excellent
    Shoal Bay Village
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Safe
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    • Pets allowed
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    • Suitable for children
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    About this property
    Location, location, location! Villa Azure overlooks fabulous Shoal Bay Beach, Anguilla’s most celebrated beach. With its coveted position, exquisite attention to detail and tailoring to the desires of our guests, Villa Azure has cumulated in the perfect holiday retreat. Villa Azure was created to... View all property information
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    Shoal Bay Village, Anguilla
    5 of 5 stars Reviewed July 12, 2012
    We have visited Anguilla 3 times now and twice have stayed at Villa Azure. When you drive through the gates and step through the big wooden doors into the living room, the views...
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    $2,530
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    Little Harbour
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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
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    Little Harbour, Anguilla
    From
    $1,627
    / Night
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    1 / 41
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Anguilla’s newest luxury offering, CéBlue Villas & Beach Resort offers paramount privacy but getting away from the world you left behind shouldn’t necessarily mean one has to forego all the fun This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of... View all property information
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    Anguilla, Caribbean AI 2640
    From
    $650
    / Night
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    1 / 27
    5 of 5 stars (9) Excellent
    Long Bay Village
    5 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Reviews (9) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists... View all property information
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    Long Bay Village, Anguilla 2640
    From
    $435
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    1 / 35
    5 of 5 stars (53) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (53) Make Inquiry
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    • Balcony
    • Dishwasher
    • Dryer
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    • Housekeeping...
    • Ocean Views
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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
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    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed May 11, 2015
    Everything was seamless, from booking the villa to checking in and out. Sue and Joe are gracious hosts and do not miss any attention to detail. The villa is nicely appointed and...
    5 of 5 stars Reviewed April 29, 2015
    I worked with Sue for nine years and was always fascinated by the twice yearly island sojourns to this place called "Anguilla." I had never even heard of it! We decided to...
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    $1,250
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    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Beaches Edge East and West are two spacious 5 bedroom/5.5 bath (5 ensuite baths, 1 half bath) sister villas. Elegantly set oceanfront overlooking Pelican Bay, the villas have their own separate amenities, and are just a 2-minute walk to a stretch of sandy beach, and are surrounded by stunning... View all property information
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    Anguilla, Caribbean BWI
    5 of 5 stars Reviewed August 11, 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...
    5 of 5 stars Reviewed July 28, 2014
    I had the pleasure of staying at Beaches Edge (East Villa) with my husband. Once we first entered into the villa our breath was taken away instantly! We truly felt we were in our...
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    $3,300
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    1 / 54
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
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    • Suitable for children
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    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
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    Anguilla, Caribbean
    From
    $1,450
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    1 / 42
    5 of 5 stars (4) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villa Alegria is a private luxury beachfront villa with 4 master-quality bedrooms -- all with en-suite baths and private terraces and balconies. There is also a media room with a comfortable sofabed that can serve as a fifth bedroom. Villa Alegria offers truly effortless beach access -- sugar... View all property information
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    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed February 17, 2015
    Not sure where to begin...to start with why don’t I say “wow”...what a wonderful week and great experience. We are thankful to our hosts Neil and Wendy for sharing their island...
    5 of 5 stars Reviewed August 2, 2013
    My family and I stayed here July 24-30th, at first we were a little apprehensive do to minimal reviews found about the property online but it was absolutely beautiful. The...
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    $385
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    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
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    • Dryer
    • Internet Access
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    • Pets allowed
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    • Suitable for children
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    About this property
    West Green Villa is just a mere 15' from Anguilla's prestigious Cuisinart Golf Course. Spectacular views of St. Martin, the ocean, and the golf course now await your next stay in Anguilla. West Green Villa set in a wonderful garden, has three large and stunning bedrooms all with walk outs to patios... View all property information
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    West End Village, Anguilla AI 2640
    5 of 5 stars Reviewed April 17, 2014
    I rented this amazing house for my family for my wedding. We also used the house as our meeting place for all of guests that came to Anguilla. It's spacious and comfortable. The...
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    $440
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    1 / 29
    5 of 5 stars (7) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    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
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    Anguilla, Caribbean 12345
    5 of 5 stars Reviewed January 13, 2015
    We stayed at Villa Fay over Christmas 2014, with 3 related families, and 2 babies. And it was just marvelous. Despite the fact there were 10 persons, we felt completely home. The...
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    $602
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    1 / 24
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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
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    Anguilla, Caribbean 2640
    5 of 5 stars Reviewed December 18, 2014
    Oh my Gosh, a girlfriend and I recently escaped to Anguilla and Spyglass Hill Villa on a moment's notice to rest and relax and enjoy great food. From the moment we arrived at the...
    5 of 5 stars Reviewed April 29, 2014
    Stayed for one week in April 2014. Family of four included 2 teens (14 and 18). We fell in love from the moment we arrived. Erlene (Villa Manager) met us at the airport and...
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    $1,350
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    1 / 20
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Tequila Sunrise, The Villa , is a contemporary 5000 sq. ft. beach house on secluded Lover's Cove, Dropsey Bay on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin beyond. Whilst accessible to all the conveniences of modern living, Tequila is a private... View all property information
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    Anguilla, Caribbean