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Rentals with Pool in Anguilla, Caribbean

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    1 / 30
    5 of 5 stars (5) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    South Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 / 45
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Hot Tub
    • Private Outdoor...
    • Water Views
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    • Pet-friendly
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    • x
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    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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    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6
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    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Ocean Views
    • Staffed Property
    • DVD Player
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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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    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 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Grill
    • TV
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    • Shared Outdoor Pool...
    • Microwave
    • Internet Access
    • Air Conditioning
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 4... View all property information
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    Anguilla, Caribbean
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    1 / 94
    5 of 5 stars (12) Excellent
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 5
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    • DVD Player
    • Stereo System
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Water Views
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    The Valley, Anguilla NONE
    5 of 5 stars Reviewed August 6, 2015
    My daughter and I wanted to check out snorkeling on Anguilla, and happened to pick the first week of August, Carnival. We are NOT crowd people so we were thrilled to not be...
    5 of 5 stars Reviewed May 31, 2014
    Perfection is the word that sums it up. This was the nicest villa that we've ever rented, anywhere. The location was perfect, quiet with stunning views. The villa was high end...
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    1 / 29
    5 of 5 stars (41) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 18
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    • Hot Tub
    • Internet Access
    • Satellite TV
    • Water Views
    • Air Conditioning
    • Private Outdoor...
    • Playground
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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
    5 of 5 stars Reviewed August 19, 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...
    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...
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    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Shared Yard
    • Air Conditioning
    • Grill
    • TV
    • Internet Access
    • Parking
    • Microwave
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    $497
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    1 / 8
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Private Outdoor...
    • Stereo System
    • Ocean Views
    • Waterfront
    • Deck
    • TV
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed... View all property information
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    Anguilla, Caribbean ELSIE BAY
    5 of 5 stars Reviewed March 22, 2015
    I stayed here with my family in February 2015. This is a beautiful, spacious villa with a stunning view. It has a charming vibe. The Pattersons were very helpful with their...
    5 of 5 stars Reviewed February 21, 2015
    We have vacationed at Mainstay several times over the past few years and could not imagine a more perfect experience. The location provides the most breathtaking view on the...
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    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Water Views
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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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    Location Information
    Long Bay Village, Anguilla AI 2640
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    $375
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    1 / 15
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7
    other travelers have booked this property
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    Amenities & Details
    • Deck
    • Dryer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Take in the beautiful panaromic views of St. Martin, the beautiful ocean and parts of the island while sitting on the deck drinking your morning coffee or cocktail! Large open air living space with dining room, sitting area as well as chaises to enjoy your day. Two large beautifully appointed... View all property information
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    Location Information
    Shoal Bay Village, Anguilla 00000
    5 of 5 stars Reviewed April 10, 2015
    We truly enjoyed our stay at the villa. It’s a beautiful place with magnificent views. There are amazing views of St. Martin from almost any point in the villa. The villa is...
    5 of 5 stars Reviewed April 3, 2015
    The view will stop you in your tracks the moment that you walk into the house. The living room is filled with comfy couches and lounges to sit and stare out at the distant islands...
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    5 of 5 stars (67) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Air Conditioning
    • Watersports Nearby
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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 July 16, 2015
    Paul and Elise made us feel like we were borrowing a friend's home, instead of renting a vacation house. Their attention to details about our arrival, stay, and departure made...
    5 of 5 stars Reviewed May 31, 2015
    This was our second stay at the castle. Both vacations were fantastic! Paul and Eileen were very responsive to everything. The house and views are absolutely breathtaking! my...
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    $425
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    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10
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    • Housekeeping...
    • Ocean Views
    • TV
    • Watersports Nearby
    • Water Views
    • Private Outdoor...
    • Wi-Fi
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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
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    West End Village, Anguilla XXXXXXXXXX
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    $2,500
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    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Shared Outdoor Pool...
    • Shared Yard
    • Microwave
    • Air Conditioning
    • Grill
    • TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    From
    $249
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    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5
    other traveler has booked this property
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    • Water Views
    • Wi-Fi
    • TV
    • Housekeeping...
    • Watersports Nearby
    • Waterfront
    • Ocean Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Island Harbour, Anguilla XXXXXX
    From
    $777
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    Blowing Point
    3 Bedrooms, 10 Bathrooms, Sleeps 9
    Overview Make Inquiry
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    • Sauna
    • Ping Pong Table
    • Housekeeping...
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    BRAMASOLE - Pelican Bay, Anguilla Location: Anguilla 1 - 3 Bedrooms, 3.5 Baths , Air Conditioning Whole House, BBQ, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Hair Dryer, Ice Maker, Internet, Maid Service, Microwave, Pool, Preferred Lifestyle, Safe, TV, Washer Villa... View all property information
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    Blowing Point, Anguilla XXXXXXXXXX
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    $916
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    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Game Room
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • TV
    • Air Conditioning
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies Location: Anguilla 2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi, Maid... View all property information
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    Location Information
    West End Village, Anguilla AI2640
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    $1,300
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    1 / 49
    5 of 5 stars (6) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Reviews (6) Make Inquiry
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    Amenities & Details
    • Stereo System
    • Private Outdoor...
    • Water Views
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of... View all property information
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    Location Information
    Anguilla, Caribbean A12640
    5 of 5 stars Reviewed August 13, 2015
    We rented Three Dolphins for a week with some friends and our little toddler. The house could not have been nicer, very comfortable, all bedrooms of equal quality and a magical...
    5 of 5 stars Reviewed April 21, 2013
    We just returned from a fantastic week at Three Dolphins. The house is absolutely spectacular. The main house has three air conditioned "master suites", all equally beautiful. The...
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    $720
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    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Private Outdoor...
    • Wi-Fi
    • Stove
    • Refrigerator
    • Balcony
    • Air Conditioning
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautiful Caribbean villa directly on the waterfront of Tiny Bay next to Rendezvous Bay. There is a sandy area in front of the villa with water access. Mile long Rendezvous Bay is just a short drive away. The main house is approximately 3 000 square feet and consists of the kitchen, dining and... View all property information
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    Anguilla, Caribbean
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    $550
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    The Valley
    3 Bedrooms, 10 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Housekeeping...
    • Mountain Views
    • Watersports Nearby
    • Swingset
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Villa Description Nearest Beach: Blowing Point Beach Beach Proximity: On the Sea, Steps to Sandy Blowing Point Beach; St. Martin Views! Bramasole Villa is a jewel perched on the waters edge, located on a private cul-de-sac at Pelican Bay, with the beach just steps away from the pool gate.... View all property information
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    Location Information
    The Valley, Anguilla AI2640
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    $1,050
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    1 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • Staffed Property
    • Watersports Nearby
    • Wi-Fi
    • Game Room
    • Ping Pong Table
    • Housekeeping...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed June 18, 2015
    My partner and I stayed at CeBlue for five nights and six days, we travel allover and it was the most stunning resort/villa we have ever been to. The staff was so friendly and...
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    $487
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    West End Village
    4 Bedrooms, 9 Bathrooms, Sleeps 8
    other traveler has booked this property
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    • TV
    • Housekeeping...
    • Water Views
    • Wi-Fi
    • Waterfront
    • Private Outdoor...
    • Ocean Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    $1,250
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    Island Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    other traveler has booked this property
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • DVD Player
    • Stereo System
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    Location Information
    Island Harbour, Anguilla AI 2640
    From
    $2,500
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    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Parking
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Microwave
    • TV
    • Shared Yard
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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 4... View all property information
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    Location Information
    Anguilla, Caribbean
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    $547
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    1 / 16
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6
    Overview Reviews (2) Make Inquiry
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    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House 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 June 13, 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
    5 of 5 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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    From
    $2,500
    / Night
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    View Details
    8 Bedrooms, 14 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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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    Location Information
    Anguilla, Caribbean A12640
    From
    $1,375
    / Night
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    1 / 27
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Private Fishing...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    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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    $1,250
    / Night
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    1 / 43
    5 of 5 stars (3) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Hot Tub
    • Housekeeping...
    • Children's Pool
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Staffed Property
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beaches Edge Anguilla Villas -- One of the most private and affordable 5 bedroom luxury villa options on Anguilla. Guests call this set of two luxury Anguilla villas, 'the most peaceful place on earth... Rent 1 or Both Villas Beaches Edge Anguilla's East and West Villas are two spacious 5... View all property information
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    Location Information
    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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    From
    $1,100
    / Night
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    1 / 8
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Stereo System
    • DVD Player
    • Private Outdoor...
    • Washer
    • Water Views
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Overlooking the Caribbean from Sandy Hill Bay in Anguilla, you will find this oasis of tranquility. Private and Secluded, DENGARPJ 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... View all property information
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    Anguilla, Caribbean
    From
    $450
    / Night
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    1 / 35
    5 of 5 stars (53) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2
    Overview Reviews (53) Make Inquiry
    Overview Reviews (53)
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Watersports Nearby
    • Housekeeping...
    • Private Outdoor...
    • Staffed Property
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    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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    From
    $2,400
    / Night
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    1 / 43
    5 of 5 stars (3) Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 20
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Staffed Property
    • Waterfront
    • Hot Tub
    • Housekeeping...
    • Children's Pool
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    *SPECIAL 2-VILLA OFFER! Rent both the Beaches Edge Anguilla East and West Villas for at least 4 nights and enjoy the 5th night in both villas for FREE! Plus receive a $500 credit toward a professional island photoshoot! Capture your destination wedding moments or Anguilla vacation memories, or... View all property information
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    Location Information
    Anguilla, Caribbean BWI
    5 of 5 stars Reviewed August 5, 2015
    My family stayed at Beaches Edge for my wedding. This location is just amazing. The photos do not begin to describe how beautiful the location really is. The ocean is...
    5 of 5 stars Reviewed June 25, 2015
    My boyfriend & I stayed at Beaches Edge villa for a week with another couple this past April. Neil, Christina, & Michelle all of their team was beyond accommodating and helpful...
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    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
    Overview Reviews (9)
    Amenities & Details
    • DVD Player
    • Stereo System
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists... View all property information
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    Location Information
    Long Bay Village, Anguilla 2640
    From
    $385
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Water Views
    • Satellite TV
    • DVD Player
    • Internet Access
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    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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    Location Information
    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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    From
    $4,000
    / Night
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    1 / 9
    8 Bedrooms, 12 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Private Outdoor...
    • Washer
    • Stereo System
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Picturesquely situated on Anguilla’s northeast shore, HUULT Villa is located in the tranquil residential neighbourhood of Rose Hill in the Sea Rocks, nestled between the villages of Shoal Bay East and Island Harbour. Vaunting a breathtaking view of the Atlantic Ocean, HUULT Villa can comfortably... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $440
    / Night
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    1 / 29
    5 of 5 stars (7) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (7) Make Inquiry
    Overview Reviews (7)
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Water Views
    • Internet Access
    • Air Conditioning
    • Deck
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    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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    From
    $1,088
    / Night
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    1 / 24
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ocean Views
    • Dryer
    • Private Outdoor...
    • Satellite TV
    • Gym
    • Washer
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    From
    $29,750
    / Week
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    1 / 33
    5 Bedrooms, 7 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Outdoor Pool...
    • Hot Tub
    • Dishwasher
    • Terrace
    • Safe
    • DVD Player
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Contemporary architecture, miles of white sand beaches and the ultimate in privacy makes Villa Modena a rare find. Situated on 1.6 acres of lush surroundings, Modena is perfect for guests that desire privacy and luxury. When you pass through Modena's double gated entrances you are welcomed to over... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $43,750
    / Week
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    1 / 21
    10 Bedrooms, 10 Bathrooms, Sleeps 22
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Dishwasher
    • Balcony
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Indigo Villa, a luxurious Anguillian estate with 9 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. Each room has a view of the Caribbean Sea and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo... View all property information
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    Anguilla, Caribbean
    From
    $3,300
    / Night
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    1 / 13
    Long Bay Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Water Views
    • Hot Tub
    • Waterfront
    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    At LONG BAY VILLAS, sand is never a measure of time – only reverie. At Sand Villa, terraces that open to the infinity edge swimming 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.... View all property information
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    Location Information
    Long Bay Village, Anguilla
    From
    $602
    / Night
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    1 / 24
    5 of 5 stars (5) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Water Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to... View all property information
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    Location Information
    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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    From
    $2,200
    / Night
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    1 / 19
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Ocean Views
    • Staffed Property
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • TV
    • Private Outdoor...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    ARUSHI means ' Ray Of Sunshine' This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course... View all property information
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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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    From
    $1,600
    / Night
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    1 / 25
    5 of 5 stars (11) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12
    Overview Reviews (11) Make Inquiry
    Overview Reviews (11)
    Amenities & Details
    • DVD Player
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Water Views
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa 'B On The Sea' is a new luxurious villa overlooking the Caribbean Sea & Sandy Hill Beach with expansive views of Anguilla, St. Martin & St. Barts! The villa is designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple... View all property information
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    Location Information
    Anguilla, Caribbean ANGUILLA
    From
    $290
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Ocean Views
    • Housekeeping...
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    'Palm Shores Villa'--the name says nearly all of it! This quiet, private Anguilla villa is sited in a stunning Caribbean location with scrumptious views of St Martin and St Barts. Situated at 6 feet (!) above sea level on a point of land between two small bays, it has sweeping vistas. Centrally... View all property information
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    Location Information
    West End Village, Anguilla N A
    4 of 5 stars Reviewed February 15, 2015
    on Forest Bay with a view of St Maarten. Villa is basic, nicely maintained and furnished. We could not have asked for more from a property. As much as we like to walk the long...
    4 of 5 stars Reviewed March 16, 2014
    Palm Shores villa is a budget-friendly, extremely private villa with the most amazing view! Accommodations are exactly as pictured: simple and clean. Sure, it could use some...
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    From
    $2,235
    / Night
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    1 / 12
    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Air Conditioning
    • Water Views
    • Internet Access
    • Stereo System
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This very spacious contemporary West Indian style WHEELCHAIR AND LIMITED ABILITY FRIENDLY 4 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St.. Maarten beyond. AQUAMARIE has direct access through their own short private pathway to a cove with good... View all property information
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    Location Information
    Little Harbour, Anguilla
    From
    $2,199
    / Night
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    1 / 32
    West End Village
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Internet Access
    • Sauna
    • Private Outdoor...
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    ARUSHI means ' Ray Of Sunshine' This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate. Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf... View all property information
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    Location Information
    West End Village, Anguilla AI2640
    From
    $1,450
    / Night
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    1 / 42
    5 of 5 stars (4) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • Housekeeping...
    • Air Conditioning
    • Staffed Property
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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 -- on Cul de Sac. There is also a media room with a comfortable sofabed that can serve as a fifth bedroom. Villa Alegria offers truly effortless beach... View all property information
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    Location Information
    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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    From
    $2,900
    / Night
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    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Waterfront
    • Internet Access
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Balcony
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Caribbean is Sea Villa's muse. Its interiors mirror the serene waters' spectrum of blue and green hues, drawing the eye and soul beyond windows and terraces to the horizon, the infinity edge pool and back in seamless transitions. There are four master suites with terraces facing the sea and... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $23,100
    / Week
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    1 / 16
    6 Bedrooms, 9 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Dishwasher
    • DVD Player
    • Satellite TV
    • Stereo System
    • Shared Outdoor Pool...
    • Microwave
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Mystique, reputed to be the largest villa on the island at 21,000 square feet, is home to four Grand Villa Suites, three pools and a full gym. There is a Loft Junior Suite with a generous outdoor roof terrace and an optional Garden Suite which is perfectly suited for a guest's personal staff.... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $1,800
    / Night
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Microwave
    • Air Conditioning
    • Internet Access
    • Grill
    • Shared Outdoor Pool...
    • Parking
    • Shared Yard
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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