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Anguilla Rentals for Seniors

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    1 / 28
    4.5 of 5 bubbles (2) Very good
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 29
    5 of 5 bubbles (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 20
    5 of 5 bubbles (15) Excellent
    The Valley
    10 Bedrooms, 14 Bathrooms, Sleeps 20 | Quick View
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    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    West End Village, Anguilla A12640
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed September 8, 2014
    Would recommend this to anyone! Of all the tropical islands I've visited this is my favourite. its the most picture perfect paradise island of them all. I have stayed at Bow...
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    1 / 25
    5 of 5 bubbles (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to... View all property information
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    The Valley, Anguilla AI 2640
    1 / 39
    West End Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    West End Village, Anguilla AI 2640
    1 / 18
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    West End Village, Anguilla AI 2640
    1 / 13
    5 of 5 bubbles (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals. Nestled... View all property information
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    Shoal Bay Village, Anguilla AI21640
    1 / 65
    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Shoal Bay Village, Anguilla AI 2640
    1 / 19
    5 of 5 bubbles (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
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    About this property
    ARUSHI means " Ray Of Sunshine" This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course... View all property information
    Location Information
    West End Village, Anguilla AI2640
    5 of 5 bubbles Reviewed March 6, 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations. The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies<BR><BR>Location: Anguilla<BR>2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi,... View all property information
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    West End Village, Anguilla AI2640
    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool.... View all property information
    Location Information
    West End Village, Anguilla A12640
    5 of 5 bubbles Reviewed June 13, 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
    5 of 5 bubbles Reviewed October 8, 2014
    Beautiful beaches and superb family-oriented accommodation. Comfortable air-conditioned rooms, fitted kitchen with all mod cons. Private swimming pool and wonderful views of the...
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    1 / 32
    5 of 5 bubbles (3) Excellent
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • x
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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... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    5 of 5 bubbles Reviewed 3 weeks ago
    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...
    5 of 5 bubbles Reviewed 3 weeks ago
    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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    1 / 39
    5 of 5 bubbles (1) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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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... View all property information
    Location Information
    Blowing Point, Anguilla ANGUILLA
    5 of 5 bubbles Reviewed 3 weeks ago
    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 brought...
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    1 / 24
    5 of 5 bubbles (16) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
    Location Information
    Anguilla, Caribbean 12345
    5 of 5 bubbles Reviewed 1 week ago
    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. The...
    5 of 5 bubbles Reviewed 3 weeks ago
    Villa Fay is amazing and the view is breathtaking!! There were 4 couples in our group and everyone had a blast! From each couple having their own privacy, to gathering by the...
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    1 / 12
    5 of 5 bubbles (9) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    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... View all property information
    Location Information
    The Valley, Anguilla AI2640
    5 of 5 bubbles 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...
    5 of 5 bubbles 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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    1 / 20
    5 of 5 bubbles (2) Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Brand new lavish Luxury Estate in Anguilla. PRIVACY Guaranteed 3 Kings + 2 Twins + 2 Full Ultra Luxurious and fully staffed Private Chef and Butler Services Gym and Tennis Court View all property information
    Location Information
    The Valley, Anguilla AI 2640
    1 / 45
    5 of 5 bubbles (4) Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • x
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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... View all property information
    Location Information
    Blowing Point, Anguilla BWI
    5 of 5 bubbles 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 own...
    5 of 5 bubbles Reviewed August 5, 2015
    My family stayed at Beaches Edge for my wedding. This location is just amazing. The photos do not begin to describe how beautiful the location really is. The ocean is...
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    1 / 22
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    Little Harbour, Anguilla BWI
    1 / 24
    South Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    South Hill, Anguilla AI 2640
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    1 / 25
    5 of 5 bubbles (13) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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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... View all property information
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    Anguilla, Caribbean ANGUILLA
    5 of 5 bubbles Reviewed 3 weeks ago
    My husband and I have previously stayed at villa b on the sea. The villa, beaches and restaurants do not disappoint. We love spending early evenings sipping wine on the...
    5 of 5 bubbles Reviewed December 8, 2015
    Once again, my wife and I visited Anguilla and Villa B on The Sea. We absolutely love both. The accommodations are wonderful (2 pools,entertainment deck,media room) and the...
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    1 / 15
    Blowing Point
    10 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Terrace
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    About this property
    To avoid cancellation please contact us before request booking to confirm the availability! Within the sea-side garden is a dining pavilion with seating for 10 and barbeque dining area on a private beach with beautiful white sand and direct access to the crystal clear sea. Is set within a private... View all property information
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    Blowing Point, Anguilla
    1 / 36
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists of... View all property information
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    Anguilla, Caribbean 2640
    5 of 5 bubbles Reviewed March 20, 2016
    Hands down the best vacation I've ever taken! Walking into Villa Gardenia, the first thing you see is an amazing panoramic view. The villa has an enormous amount of space which...
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    1 / 24
    Sandy Hill Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Sandy Hill Bay, Anguilla AI 2640
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    East End Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    East End Village, Anguilla AI 2640
    1 / 4
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Experience the luxury vacation of your dreams in the romantic ambiance of Gardenia Villa. Lounge on your private roof deck and enjoy the laid-back tropical lifestyle of Anguilla. Overlooking the sparkling azure waters of West End Bay, Gardenia is just a five minute walk from Shoal Bay West -... View all property information
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    The Valley, Anguilla A1
    1 / 27
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This very spacious contemporary West Indian style, four bedroom villa sits on a rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Aquamarie has direct access to a cove via a private pathway. Beach chairs, umbrellas and day beds are available for the guests use. On the... View all property information
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    Little Harbour, Anguilla AI 2640
    1 / 4
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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... View all property information
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    The Valley, Anguilla A1
    1 / 45
    5 of 5 bubbles (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    5 of 5 bubbles Reviewed 3 weeks ago
    This spacious three-bedroom villa had everything. It was fully equipped for family dinners, had a lovely clean pool, Wi-Fi that worked upstairs, excellent air conditioning In the...
    5 of 5 bubbles Reviewed 3 weeks ago
    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...
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    1 / 6
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Set into beautifully landscaped gardens, Mangrove Villa is on dramatic West End Bay and just a 5 minute walk from the powder white sands of Shoal Bay West. The magnificent roof top lounge is perfect for sun-bathing or having cocktails while watching the sun go down. The 50 x 20 foot freeform pool... View all property information
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    The Valley, Anguilla A1
    1 / 18
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Island Harbour, Anguilla
    1 / 5
    West End Village
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    West End Village, Anguilla 01264
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    Little Harbour
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    Little Harbour, Anguilla AI 2640
    1 / 16
    Little Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Comfortable villa in quiet neighborhood overlooking Little Harbor. Views include lovely sunsets over the harbor, St Martain and surrounding islands. There is access to Little Harbor for swimming and snorkeling. The villa has a spacious great room with high airy ceilings, full kitchen, dining and... View all property information
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    Little Harbour, Anguilla CARRIBEAN
    1 / 24
    Island Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Island Harbour, Anguilla BWI
    1 / 19
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Island Harbour, Anguilla AI 2640
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Anguilla, Caribbean A1
    1 / 17
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    The Valley, Anguilla
    1 / 24
    Little Harbour
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Little Harbour, Anguilla AI 2640
    1 / 33
    9 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 49
    Long Bay Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
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    Long Bay Village, Anguilla AI 2640
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    Island Harbour
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    Island Harbour, Anguilla
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    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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,... View all property information
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    West End Village, Anguilla AI2640
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    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Rendezvous Bay Hotel features 4 beachfront villas encompassing 14 rooms with the beach at your doorstep. The beach villas feature magnificent uninterrupted views of the Caribbean Sea and St. Martin. Surrounded by 40 acres of natural habitat, Rendezvous Bay Hotel is the perfect place for a quiet and... View all property information
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    Rendezvous Bay, Anguilla AI 2640
    1 / 20
    5 of 5 bubbles (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The Retreat @ Moonraker is a fully secure private retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Fully opening expanses of glass optimize the stunning views from all elevations The Retreat @ Moonraker Villa awaits you; a signature 15,500 sq ft villa... View all property information
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    Long Bay Village, Anguilla AI 2640
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Anguilla, Caribbean
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    1 / 18
    5 of 5 bubbles (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling... View all property information
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    West End Village, Anguilla XXXXXXXXXX
    4 of 5 bubbles Reviewed yesterday
    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...
    5 of 5 bubbles 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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    4.5 of 5 bubbles (11) Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Perfect for 2<BR><BR>James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private balcony's. The floors are finished with Italian tile... View all property information
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    Island Harbour, Anguilla AI 2460
    5 of 5 bubbles Reviewed 2 weeks ago
    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...
    4 of 5 bubbles Reviewed March 30, 2016
    As a couple who prefer active RnR and a first time travelers to Anguilla, we were looking to ease ourselves into the local element. James Place apartments fit that requirement...
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    1 / 15
    4.5 of 5 bubbles (6) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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    About this property
    The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and... View all property information
    Location Information
    West End Village, Anguilla 1234
    5 of 5 bubbles Reviewed 2 weeks ago
    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...
    5 of 5 bubbles 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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    1 / 29
    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    The Valley, Anguilla AI 2640
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