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Anguilla Villas

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    Travelers to Anguilla are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 295 Rentals in Anguilla
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    Ocean View Apartment at Captain's Ridge (view from every room)1 / 28
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Villa Dulcinea, Spacious, Secluded, Near Beach1 / 12
    (7)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Beautiful villa with ocean view and terrace1 / 15
    (6)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Central Heating
    • Ocean Views
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2017
    We come to Anguilla every year for at least three weeks. We loved this Villa so much that we came back again this year. While the road is a challenge, the Villa itself is...
    Reviewed August 18, 2016
    This was an excellent place to stay. Very reasonable rates by comparison and the quiet nature of it's location only enhanced the restful nature of our break.
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    About this property
    The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and...
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    West End Village, Anguilla 1234
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 5
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    James Place Apartments, Anguilla , British West Indies1 / 24
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    These apartments are VERY spacious, there is perfect high speed internet, a TV at your disposal, AC's in the bedroom and the apartments were kept very clean throughout my stay...
    Reviewed April 10, 2017
    We had a wonderful time on Anguilla and at James Place. They provided virtually everything you could possibly think of to make your stay hassle free, including shampoo...
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    About this property
    Perfect for 2 Vacation Rental Near Island Harbor and Shoal Bay Beaches James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private...
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    Location Information
    Island Harbour, Anguilla AI 2460
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    SHOAL REEF1 / 18
    (3)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 26, 2017
    My family just returned from a week with this property. It had been 17 years since we were last on Anguilla and the island did not disappoint as it remains as beautiful as we...
    Reviewed May 18, 2016
    Stayed in Shoal Reef Villa with our family of 4 (two kids under 10yrs old); property managers (Stasia & Steve) went out of their way to accommodate us;we've orginally booked...
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    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling...
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    West End Village, Anguilla XXXXXXXXXX
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2016
    We stayed in Chinaberry, the one bedroom cottage portion of the Bayberry-Chinaberry property, which can be rented as a whole or as individual units. Bayberry and Chinaberry have...
    Reviewed March 2, 2016
    We have just returned from two wonderful weeks at Chinaberry! While not on the beach (one does need a car, the view from the deck over Rendezvous Bay is truly fabulous...
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    About this property
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you...
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    The Valley, Anguilla AI2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Stunning Sea Feathers Villa1 / 29
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2016
    The views are indescribable. The house is beautiful. The pictures do not do this house justice. I was speechless every morning looking at the ocean. My favorite part of the...
    Reviewed February 24, 2016
    Seven family members, ranging in age from 6 to 62, spent a delightful week here. The pool is a nice addition, the view is stupendous, the gardens are lovely, and the house is...
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    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...
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    Location Information
    Shoal Bay Village, Anguilla 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Ocean Views
    • Patio
    • Washer
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely decor adorns this delightful two bedroom villa which includes an open kitchen, bar and dining room with vaulted ceilings; two equal air conditioned master bedroom suites, private hot tub, lush gardens and roof top sun lounge. Each master suite has memory foam beds with luxury linens, and is...
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    The Valley, Anguilla A1
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • Grill
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for...
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    Little Harbour, Anguilla BWI
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Patio
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine waking up in the morning and gazing across the deep blue Caribbean Sea to the distant island of St. Martin, shuffling onto one of two roomy balconies, cup of java in hand, feeling the sea breeze caress & smelling the fresh salt air - sun shining down on you as you lift your face to the sky...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Terrace
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2017. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bonne View Villa1 / 30
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2016
    We are currently staying here as I write this. It happens to be raining most of this week which is not the norm for Anguilla. This villa is super clean, modernized with a full...
    Reviewed December 22, 2014
    Perfect vacation get away for honeymoon. I stayed there with my family and it was great. Private property and swimming pool. The perfect place if you want extreme privacy. Thank...
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    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR> Recently completed Villa, fully private property with a gated entrance • Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. <BR><BR> Master bedroom, King size Bed and...
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    Location Information
    South Hill, Anguilla PO BOX 5179
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beach Palm Villa - Twin Palms Villas at Meads Bay1 / 32
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Patio
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2017
    The accommodations were absolutely wonderful! The villa was extremely comfortable and spacious. The private pool was a great feature that was used frequently, and housekeeping...
    Reviewed April 5, 2017
    This was a family vacation of nine people. We stayed at these two adjoining villas and had a great time. The Twin Palm Villa was perfectly equipped with everything, from the...
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    About this property
    Beach Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla * 2 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Ocean Views
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This villa was the stay of a lifetime for my husband and I! We were lucky enough to be part of the wedding party for my cousin's wedding. It was truly paradise everywhere we...
    Reviewed June 6, 2017
    We stayed at Coconut Villa the week of our wedding. The villa is spotless, and very beautiful, the views are spectacular and it is very private.. The staff is very friendly and...
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    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVALON VILLA - Lockrum Estates, Anguilla, BEACHFRONT WITH VIEWS OF ST MARTIN Location: Anguilla - British West Indies , RARE ON ANGUILLA- has its own beautiful sandy beach with interior reef! 1 - 4 Bedrooms, 5 Baths , Air Conditioning Bedrooms Only, Bath Tub, BBQ, Beach Chairs, Beachfront,...
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    Little Harbour, Anguilla AI2640
    Rental Home - 4 Bedrooms, 10 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR>Recently completed Villa, fully private property with a gated entrance • Two (2) Bedroom Villa, with the possibility of linking them together, with a total surface area of 3000 sq ft , and...
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    Location Information
    South Hill, Anguilla PO BOX 5179
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    West End Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Smoking allowed
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    West End Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ani Villa South - Anguilla1 / 25
    (2)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to...
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    Location Information
    The Valley, Anguilla AI 2640
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Bow Green Rendezvous Anguilla1 / 20
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 15, 2017
    Bow Green was the ideal place to enjoy Anguilla for a number of reasons:Location - situated less than 100m from Rendez-vous beach (my favourite beach on the island). There are...
    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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    About this property
    Golden sun, aquamarine sea, azure sky, soft white sand, beautiful unspoilt and uncrowded beach at Rendezvous Bay Beach, Bow Green Villa with swimming pool , fantastic haute cuisine of Anguilla near by,and indulgent luxury Spa near by are waiting for you.<BR><BR>Bow Green is a beautiful home...
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    Location Information
    West End Village, Anguilla A12640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Internet Access
    • Hot Tub
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villas at Cuisinart Resort Spa offer you the utmost in luxury in a truly spectacular setting. Located at the eastern end of the property, the six villas are private, yet steps away from all Resort facilities. Each has its own entry courtyard graced with a soothing fountain and botanical...
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    Anguilla, Caribbean
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 1
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    ARUSHI VILLA1 / 19
    (1)Excellent
    5 Bedrooms, 14 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    West End Village, Anguilla AI2640
    Rental Home - 5 Bedrooms, 14 Bathrooms, Sleeps 10
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    Bayview Villa, Sandy Ground. Unbelievable views1 / 69
    (4)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Patio
    • Balcony
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay...
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    Location Information
    Sandy Ground, Anguilla 1237
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay West Beach Proximity: On the Beach Situated on its very own secluded and delightful cove in the West of Anguilla, The Pavilion at Covecastles redefines the standard for superlative villa accommodation in an exclusive tropical setting. Covecastles a luxury resort presents...
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    Anguilla, Caribbean
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    East End Village, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Satellite TV
    • Washer
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the...
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    Location Information
    Blowing Point, Anguilla
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shoal Reef West is new to the rental market and its unique design is welcoming, relaxing; yet elegant with unique attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. A rooftop deck completes the recreational...
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    West End Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (11)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 23, 2017
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth...
    Reviewed February 16, 2017
    My wife and I and our three kids ages 11 to 16 stayed here for about a week. The pool was really nice and got a lot of use even though one of the floatie chairs was broken...
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    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of...
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    Location Information
    Little Harbour, Anguilla A12640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Villa Zebra is perched atop magnificent Meads' Bay Hill and just a short stroll away from one of the finest beaches in the Caribbean. The home offers the discerning vacationer a blend of cool, eclectic design in a peaceful and tranquil setting. The villa is built on two levels and offers spacious...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it is a rarity among villas and...
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    Rendezvous Bay, Anguilla
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Zenaida Beach and Tennis Estate1 / 21
    (4)Excellent
    8 Bedrooms, 14 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2016
    An absolutely wonderful property that has everything you potentially need. Very private and the service staff are incredible. Would definitely go back again.
    Reviewed July 22, 2016
    Our family of "10" had the vacation of a lifetime at the beautiful Zenaida Beach and Tennis Resort. From the moment of our arrival, we were taken in by the warmth of...
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    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...
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    Anguilla, Caribbean A12640
    Rental Home - 8 Bedrooms, 14 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Brand new and designed in an amazingly contemporary and clean style, the Villa Colibri in the Long Pond Bay area of Anguilla will truly take your breath away. Spread out over two levels, the villa features a spacious interior suitable for up to 12 visitors at once. Just steps from the beach, it...
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    Sandy Hill Bay, Anguilla
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Anguilla Bow Green Villa on Rendezvous Bay Beach1 / 22
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    The villa is just a few minutes walk from Rendevous Beach, the best beach on the Island with fine golden sands and clear turquoise sea, the ideal setting where we chose to hold...
    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...
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool....
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    Location Information
    West End Village, Anguilla A12640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Going beyond luxury, the eight-bedroom Villa Nevaeh sets an entirely new bar in terms of opulence and amenities. Located along Long Bay in Anguilla, it features a full household staff, a golf simulator, a tennis and basketball court, and more. The Balinese inspired design and décor of the villa...
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    Location Information
    West End Village, Anguilla
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Grill
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Island Harbour, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Sandy Ground Beach Proximity: Inland Little Butterfly is situated in the quiet area of Little Harbour this one bedroom, luxury apartment is perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla....
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    Location Information
    Anguilla, Caribbean
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Mainstay Villa at Elsie Bay1 / 14
    (11)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We had never been to the island so we didn't know what to expect, but Dave from Mainstay helped us out with every detail once we booked! He arranged for a driver to take us to...
    Reviewed April 16, 2017
    We haveve been to Anguilla before, but our recent vacation at Main Stay Villa was fantastic! The owners are easy to work with (helped us arrange for a car rental and suggested...
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    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...
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    Anguilla, Caribbean ELSIE BAY
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Balcony
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anguilla, Caribbean
    Rental Home - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    2 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • Satellite TV
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the...
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    Anguilla, Caribbean
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 1
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
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    Descend upon a lush landscape that envelope a stately stature of the 6679 square foot Ocassa Villa. This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed...
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    Location Information
    Little Harbour, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Seabird Villa - Minutes From Rendezvous Bay Beach1 / 18
    (15)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches. Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an...
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    Location Information
    West End Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Grand Outlok Castle #1 Guest Rated Rental EXHALE!1 / 21
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Housekeeping Included
    • Children's Pool
    • Patio
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2017
    Just returned from our 2nd stay at the "Castle" with 3 other couples. Along with the most spectacular view and sunsets, the villa is perfect in every way. The...
    Reviewed October 23, 2016
    Grand Outlook Castle was everything all the other reviewers said. Paul and Elise managed all the details that made our arrival, stay, and departure effortless. Relaxing...
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    About this property
    Dear Paradise Researcher, We are very pleased to have your kind interest in our version of True Paradise! 2016 is a milestone for Elise & Paul as it marks their 30th year sharing their unique vacation homes with great folks like yourself. Whether a ski chalet at LOON MOUNTAIN, a bungalow on...
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    The Valley, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
    • Private Yard
    • Private Outdoor Pool (Heated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perched 150 feet above sea level on the east end of Anguilla, the Wesley House features complete privacy, luxury, and a panoramic view of five islands. Air-conditioned bedrooms, a uniquely designed tropical architecture, expansive bougainvillea covered decks and plush eclectic and British colonial...
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    Location Information
    Little Harbour, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay East (5 mins drive) Beach Proximity: Near the Beach REDUCED TO ..... $499k!! Jems villa located in the Sea Rocks area and between Shoal Bay and Island Harbour is just a short 4 minute drive to Shoal Bay beach and other great restaurants for you to enjoy. Situated on the...
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    Location Information
    Anguilla, Caribbean
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 1
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    Little Butterfly1 / 21
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 16, 2017
    Little Butterfly was just perfect for my 5th trip to heaven. Exactly as I thought and planned. Anyone can book a resort if that's the type trip your looking for. I was not. I...
    Reviewed March 7, 2017
    So my wife Melissa googles "Best beaches in the World", and we find Anguilla. And then after hours researching possible places to stay on this...
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    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of Anguilla. The south facing, self-contained...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Patio
    • Grill
    • Washer
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps...
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    Location Information
    Anguilla, Caribbean
    Rental Home - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    COUPLES ONLY RETREAT - Stunning Panoramic Ocean Views - Private Pool1 / 76
    (59)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Waterfront
    • Housekeeping Included
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 10, 2017
    Paradise accommodations on a Paradise Island. We loved the huge wrap around outdoor patio with sun and shade, the pool and sitting at the high table overlooking the...
    Reviewed June 9, 2017
    This Villa was a real find!!!!!. This is my husband's and I second trip to Almond Tree Villa, and now I remember why I came back, Enjoyed breakfast and cocktails everyday on...
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    About this property
    A couples only retreat, 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...
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    Location Information
    Island Harbour, Anguilla AI 2640
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Terrace
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Anguilla, Caribbean
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Meads Bay (10 mins walk) Beach Proximity: Inland Zebra Villa located in the West of Anguilla and overlooks the scenic and beautiful Meads Bay Beach.  Zebra Villa offers luxurious and spacious indoor/outdoor living experiences with glorious panoramic views. The Master Suite is the...
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    Location Information
    Anguilla, Caribbean
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 1
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