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Anguilla Villas

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    Travelers to Anguilla are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    All 173 Rentals in Anguilla
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    Stunning Sea Feathers Villa1 / 29
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ocean View Apartment at Captain's Ridge (view from every room)1 / 28
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Villa Dulcinea, Spacious, Secluded, Near Beach1 / 12
    (8)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Patio
    • Waterfront
    • Balcony
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    This is a beautiful Villa. 4 spacious- and I do mean spacious bedrooms and 4 bathrooms. No carpet- which is nice- just beautiful glistening ceramic tile floors through out...
    Reviewed January 6, 2017
    We have just spend a Christmas and New Year in this lovely villa with a family of 10 ranging in age from 8 to 75! This trip will be a memory of a lifetime thanks in part to the...
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    About this property
    Great for groups! Enjoy breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling. This space is unique because of its size and location....
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    East End Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • Cable/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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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 90
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 11, 2017
    Our hosts arranged for our rental car to be delivered to the lot. Once we made it to the top of the stairs are jaws dropped, the view was absolutely incredible. The Villa is...
    Reviewed December 11, 2017
    Truly the best getaway I’ve had with my family. Beautiful villa, very spacious, modern and private, surrounded by amazing beaches. Great food and friendly people in this island...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    South Hill, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for...
    Reviewed February 2, 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
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    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...
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    Location Information
    The Valley, Anguilla NONE
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2017
    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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    Island Harbour, Anguilla AI 2460
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Balcony
    • Air Conditioning
    • 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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    Sandy Ground, Anguilla 1237
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    PAY FOR 6 NIGHTS BUT! STAY FOR 7 NIGHTS... U WILL NOT WANT TO LEAVE-100% AGREE!1 / 100
    (89)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 26, 2017
    We stayed at Grand Outlook Castle December 12 - 18, 2017. There really are not words to describe how beautiful it is. The house is gorgeous, and the view is amazing. It is...
    Reviewed November 20, 2017
    We just returned from a two week stay at the Grand Outlook Castle for my wife's 50th Birthday and we absolutely loved the island and the accommodations!!! Elise & Paul went...
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    About this property
    Dear Paradise Researcher, Thanks for arriving at this special moment; the moment of paradise Anguilla is still True Paradise. PLUS... It' is always summer on Anguilla NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you...
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    Location Information
    Sandy Ground, Anguilla N A
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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)
    • Cable/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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Terrace
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the...
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    Shoal Bay Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Solaire Standard1 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 26, 2017
    Start by saying that we ran into all kinds of problems with our other villa the management company we booked through not Trip Advisor or Isle Blue was able to reach out to the...
    Reviewed August 7, 2017
    Villa was perfect. My husband & I were not disappointed in our villa and I don't know how you could be. It it clean and new and the space is well layed out. I loved how...
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    About this property
    Are you an eco-friendly person? Most of know we have to start thinking about the environmental impact of many parts of our lives, including travel. This is why the Villa Solaire Standard is the environmentally friendly traveler's ideal find. Set on an astonishingly beautiful area of Anguilla, and...
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    Location Information
    Blowing Point, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Amenities & Details
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Cable/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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    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
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2017
    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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    Location Information
    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ambia is centrally located in Anguilla with spectacular views overlooking Sandy Ground and minutes away from the Island's 33 magnificent white-sand beaches. The Villa is newly renovated and available for rental beginning December 1, 2016. Ambia's Asian-style suites with Caribbean influence are the...
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    Location Information
    South Hill, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2017
    Our stay was amazing and we can’t wait to do it again! The hospitality we received was outstanding, the place was very clean and beautifully decorated, and the views from the...
    Reviewed December 5, 2013
    The stars twinkling, venus shining with the harbour lights shimmering to the rhythm of the waves and the beat from “pumphouse” floating across the bay, combined with the aroma...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    Location Information
    South Hill, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Fay Perfect getaway for couples or families1 / 48
    (17)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 6, 2017
    My family vacation at this beautiful Anguilla property Villa Fay was awesome.The villa was very spacious and was able to accommodate my family of 5 and still feel like everyone...
    Reviewed April 18, 2017
    We had the most wonderful and relaxing week of my sisters wedding last month. Everything was perfect. The location, the bedrooms, the view, the Great Room. It was all amazing...
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    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...
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    Anguilla, Caribbean 12345
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Harmony at Sheriva1 / 22
    (2)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Grill
    • Housekeeping Included
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Maundays Bay in Anguilla, Harmony at Sheriva villa successfully harmonizes traditional Caribbean style with touches from the Far East. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you...
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    West End Village, Anguilla AI 2640
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    Mainstay Villa at Elsie Bay1 / 28
    (13)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2017
    If you are planning a trip to Anguilla (first or return visit) this is a must Villa to stay. Great view of St Marteen while you relax in the pool with a beverage. Close...
    Reviewed July 26, 2017
    My wife and I, along with another couple, stayed at Mainstay Villa and were blown away by the place! To wake up every day to that view is amazing. The housekeeper was helpful...
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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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    Location Information
    Anguilla, Caribbean ELSIE BAY
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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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    Location Information
    Little Harbour, Anguilla BWI
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each...
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    Location Information
    Long Bay Village, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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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    Ani Villas, Anguilla (North Villa)1 / 20
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Hot Tub
    • Patio
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new lavish Luxury Estate in Anguilla. PRIVACY Guaranteed 3 Kings + 2 Twins + 2 Full Ultra Luxurious and fully staffed Private Chef and Butler Services Gym and Tennis Court
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    The Valley, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Central Heating
    • Washer
    • DVD Player
    • Hot Tub
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer...
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    Location Information
    West End Village, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are part of the green revolution and you want to travel but also support those aligned with your cause, then the stunning Villa Solaire Premier in Anguilla is for you. Sitting over Lockrum Bay and offering truly unprecedented views of the sea and the islands in the distance, the two-bedroom...
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    Location Information
    Blowing Point, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!1 / 45
    (5)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2017
    We had a fantastic experience at Beaches Edge for our four night vacation with our closest family and friends that culminated in our wedding! Michelle was very responsiveness...
    Reviewed February 10, 2017
    Not easy to find a place that can take care of such a large group. But these villas did that and some. Managers were very helpful lining up rental cars. Fishing trips. Our...
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    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate...
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    Blowing Point, Anguilla BWI
    Rental Home - 10 Bedrooms, 12 Bathrooms, Sleeps 20
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    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, luxurious, and ideally located are just a few of the terms that can be used to describe the Villa Beaches Edge properties. A group of two upscale villas, they are set directly on the waterfront of Anguilla\'s Pelican Bay and offer amazing sea views, as well as appealing looks at St. Martin...
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    Blowing Point, Anguilla
    Rental Home - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    Ani Villa South - Private Resort, Sleeps 121 / 24
    (4)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Hot Tub
    • Grill
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Like an ivory sculpture on the majestic cliffs overlooking Anguilla’s Little Bay, the six bedroom Ani South has been designed to offer an unforgettable Caribbean vacation. Unique to Ani South is its configuration, accessible to guests via an elevator, roll-in showers, pool lift and wheelchair...
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    The Valley, Anguilla AI 2640
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Central Heating
    • Waterfront
    • Grill
    • Housekeeping Included
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Antilles Pearl at Altamer is an extravagant three-floor villa reserved only for those who appreciate the finer things in life. Located in lovely Shoal Bay West on the island of Anguilla, this massive seaside estate boasts amazing views of the crystal clear Caribbean Sea. Antilles Pearl at Altamer...
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    West End Village, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and 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. With three (3) bedrooms all with ensuites, living room, half bath,...
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    West End Village, Anguilla AI2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    TRULY EFFORTLESS BEACH ACCESS! A MUST SEE! Alegria1 / 42
    (9)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2017
    This home, Villa Alegria, in Blowing Point, Anguilla, BWI, was absolutely, positively all that we wanted and thought it would be plus more. From our first entrance into this...
    Reviewed April 25, 2017
    We stayed at Villa Alegria 4/14/17 - 4/21/17. What a truly amazing home. The location could not be more convenient. It was just a couple minutes form the Blowing Point Ferry...
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    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,...
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    Blowing Point, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/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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    Spyglass Hill Villa1 / 24
    (12)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    My family and I returned to Spyglass for the Holidays.We had the most wonderful time. Anguilla is back !!Spyglass Villa even more beautiful!New furniture in dining room...
    Reviewed March 21, 2017
    My husband and I travelled Anguilla for the first time with our sons (20, 22)and a friend for spring break. Spyglass Hill Villa was highly recommended by a family member and...
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    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to...
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    Location Information
    Anguilla, Caribbean AI2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    • Cable/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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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • 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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    Location Information
    The Valley, Anguilla AI2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Housekeeping Included
    • Hot Tub
    • Grill
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Named after the Arawak word for “heaven,” Coyaba Villa assures a divine time in sunny Anguilla filled with joy and peace. This luxurious villa rests on the scenic southern coast, overlooking the breathtaking mountains of St. Martin. The villa’s secluded cove, a stone’s throw from the home, is...
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    Anguilla, Caribbean AI 2640
    Rental Home - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    Villa Paradise1 / 17
    (3)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Patio
    • DVD Player
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    Feeling like Kings and Queens on one fantastic Island. Everything was more than okay. Rooms, swimming-pool, our own boat with boatsmen Earl. Dinners arranged by Chef Tyrone and...
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    About this property
    Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the...
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    Blowing Point, Anguilla AI 2640
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • DVD Player
    • Hot Tub
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A shimmering mirage or a feat of modern design? Contemporary architecture, miles of white sand beaches and the ultimate in privacy makes Villa Modena a rare find. When you pass through Modena’s double gated entrances, you are welcomed to over 10,800 square feet of indoor living space and 18,000...
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    Anguilla, Caribbean AI 2640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Housekeeping Included
    • DVD Player
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, Seabird villa offers all the perks required for a truly memorable island getaway experience. Allow the sensual features of this private four bedroom villa to overtake your senses and your soul. Located on the remote isle of Anguilla, a tropical...
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    Location Information
    Rendezvous Bay, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Ocean Terrace Luxury 2BR Condos, Spectacular Views1 / 10
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2017
    Our two week stay at Ocean Terrace on the beautiful Caribbean island of Anguilla was a vacation in paradise. We awoke each morning to sunrise over the ocean with the picturesque...
    Reviewed March 17, 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
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    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space...
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    Anguilla, Caribbean AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Coyaba Villa1 / 28
    (4)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • DVD Player
    • Hot Tub
    • Washer
    • Internet Access
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 26, 2016
    We have stayed in 9 different villas on Anguilla and Coyaba is top notch. The views are spectacular as are the grounds of the villa. The best part of the experience was the...
    Reviewed November 30, 2014
    This elegant but casual house has great views, a wonderful staff, and is convenient to all Anguilla activities. Very quiet and protected pool and lawn area is perfect for...
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    About this property
    Named after the Arawak word for “heaven,” Coyaba Villa assures a divine time in sunny Anguilla filled with joy and peace. This luxurious villa rests on the scenic southern coast, overlooking the breathtaking mountains of St. Martin. The villa’s secluded cove, a stone’s throw from the home, is...
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    Location Information
    Blowing Point, Anguilla AI 2640
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS1 / 61
    (16)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Children's Pool
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2017
    If you’re looking for a Paradise vacation, you should reserve the Luxury Villa 'B on the Sea' Oceanfront. It is perfect for sharing with family, friends with 5 spacious...
    Reviewed July 2, 2017
    We absolutely loved Anguilla and "B on the Sea". The house was stunning, perched up on the hill on a gorgeous bay overlooking St Marteen and the other islands. We were...
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    About this property
    Villa 'B on the Sea' is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and...
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    Anguilla, Caribbean ANGUILLA
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    NEW UPGRADES! Beach, Pool, Gym! Beaches Edge West1 / 39
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2017
    Beaches Edge exceeded all our expectations. The views, space, amenities and location made this a vacation my family will never forget. We have 4 teenage children and one...
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    About this property
    Vacation in style and comfort in Beaches Edge Anguilla's West Villa. This sleek and modern 5-bedroom/5.5 bath oceanfront home with path to a small beach, is now even more luxurious! We've added a gorgeous new pool, expanded oceanfront terrace with pergola, and new private gym. The villa's...
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    Location Information
    Blowing Point, Anguilla ANGUILLA
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    9 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine a resort equipped villa with breathtaking views, generous inclusions and a full staff... all exclusively yours. Ani Villas Anguilla was designed specifically to host large groups and families seeking a more pampered Caribbean escape. As the name suggest Àni North sits on the northern...
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    Anguilla, Caribbean AI 2640
    Rental Home - 9 Bedrooms, 7 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Housekeeping Included
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
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    Anguilla, Caribbean AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
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    Location Information
    Anguilla, Caribbean AI 2640
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Hot Tub
    • Grill
    • Housekeeping Included
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
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    Location Information
    Anguilla, Caribbean AI 2640
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Grill
    • Hot Tub
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
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    Location Information
    Anguilla, Caribbean AI 2640
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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