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Vacation Rentals and House Rentals in Anguilla, Caribbean

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    Travelers to Anguilla are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 22
    5 of 5 bubbles (6) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 24
    4.5 of 5 bubbles (10) Very good
    Island Harbour
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 15
    4.5 of 5 bubbles (5) Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 | Quick View
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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
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    The Valley, Anguilla AI 2640
    1 / 29
    5 of 5 bubbles (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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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... View all property information
    Location Information
    Shoal Bay Village, Anguilla 00000
    5 of 5 bubbles 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 house...
    5 of 5 bubbles 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 very...
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    1 / 12
    4.5 of 5 bubbles (7) Very good
    East End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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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.... View all property information
    Location Information
    East End Village, Anguilla AI 2640
    4 of 5 bubbles 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...
    4 of 5 bubbles Reviewed August 24, 2016
    My family and I spend 9 days at this amazing villa. The rooms were spacious enough to hold 10 people comfortably and with room to spare. The house was equipped with everything we...
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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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    About this property
    Quiet neighborhood. Fully furnished, spacious air conditioned private apartment overlooking Island Harbour village, miles of ocean, and Scilly Cay. Enjoy the ocean view from the master bedroom, master bathroom, living/dining area, kitchen and laundry area. Second bedroom and second bathroom with... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed 2 weeks ago
    A beautiful home and a gracious host. Place was spacious and clean and quiet. Yolanda "the host" made our stay comfortable and enjoyable. Would definitely recommend her and...
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    1 / 69
    5 of 5 bubbles (4) Excellent
    Sandy Ground
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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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... View all property information
    Location Information
    Sandy Ground, Anguilla 1237
    4 of 5 bubbles 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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    1 / 17
    4.5 of 5 bubbles (2) Very good
    Blowing Point
    Studio, 5 Bathrooms, Sleeps 12 | Quick View
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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... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 31
    5 of 5 bubbles (2) Excellent
    Island Harbour
    Studio, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Sauna
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    • Pet-friendly
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    • ?
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    About this property
    Relax and enjoy a view of endless Caribbean blue at the edge Villa Amarilla’s infinity pool. Located in Anguilla, this five bedroom architectural gem boasts a décor as beautiful as the island’s natural surroundings, created in collaboration with award-winning interior designer David Salem. Whether... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 bubbles Reviewed December 12, 2011
    This villa was quite spectacular. The kitchen was very nice and spacious. All the bedrooms were very big and each had their own balcony which was really nice! The pool are was...
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    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 / 98
    5 of 5 bubbles (83) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
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    • x
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    About this property
    Dear Paradise Researcher, before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event... View all property information
    Location Information
    Sandy Ground, Anguilla N A
    5 of 5 bubbles Reviewed February 13, 2017
    I would like to share a few words that describe our 2 week vacation in Paradise. Peaceful, beautiful, amazing, blissful, fun, warm, quaint, casual, comfortable, outstanding...
    5 of 5 bubbles Reviewed January 31, 2017
    This was my first visit to Grand Outlook Castle on Anguilla and it lived up to my every expectation and then some. The views from the pool deck overlooking Crocus Bay were...
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    1 / 25
    5 of 5 bubbles (4) Excellent
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Vista is an idyllic, luxury 4 bedroom contemporary villa superbly located on the water-front offering magnificent views of neighboring St. Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which separates both islands. The villa, newly... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed January 15, 2017
    We are so pleased to have stayed in Villa Vista again, this being our third visit. Everytime that we arrive it takes our breath away. The wonderful first impression of the well...
    5 of 5 bubbles Reviewed July 31, 2016
    Have returned every year for over five years as it's one of my favourite places to relax and recharge my batteries. An elegantly designed and very comfortable and luxurious...
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    1 / 30
    5 of 5 bubbles (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    South Hill, Anguilla PO BOX 5179
    5 of 5 bubbles 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...
    4 of 5 bubbles 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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    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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 / 21
    Sandy Hill Bay
    Studio, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Located on the breezy and cool hilltop of Sandy Hill bay at Seafeathers, you'll find Emerald on the Sea. The villa is located within a five minute drive from the Sandy Hill beach main entrance where you can truly enjoy nature from the sound of the waves crashing complimented by beautiful flowers... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 18
    The Valley
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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    About this property
    Like a towering ivory sculpture perched on the majestic cliffs overlooking Anguilla’s Little Bay, the four bedroom Ani North has been designed and fitted to offer an unforgettable Caribbean vacation. Unique to Ani North is the home’s dramatic stair atrium with massive skylight above and water... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    1 / 18
    5 of 5 bubbles (4) Excellent
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    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... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 14
    5 of 5 bubbles (3) Excellent
    Studio, 9 Bathrooms, Sleeps 16 | Quick View
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    About this property
    The African Sapphire is a generously proportioned beachfront property with a very large living and entertaining area that allows dining for 18, and offers superb 360 degree views of the Caribbean Sea and St Martin. The African Sapphire is four stories high and 14,000 square feet sumptuously... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 bubbles Reviewed July 11, 2012
    This is quite simple a top of the line rental property. Executive chef (who can also a master with a soccer ball!) and staff that provide as much or as little pampering you...
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    1 / 18
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot... View all property information
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    Anguilla, Caribbean AI 2640
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    1 / 20
    Blowing Point
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    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... View all property information
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    Blowing Point, Anguilla
    1 / 10
    Long Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    From its perch atop Long Bay's highest point, Sky Villa is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6 500 square feet of sweeping space. There are four master suites, three of which have private terraces... View all property information
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    Long Bay Village, Anguilla AI 2640
    1 / 18
    Studio, 3 Bathrooms, Sleeps 2 | Quick View
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    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 23
    5 of 5 bubbles (3) Excellent
    Sandy Ground
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • x
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    About this property
    <p>Fantastic photo opportunities and comforts await you at Nirvana Villa. Overlooking the port and gentle swells of Sandy Ground....Nirvana sits high overlooking the comings and goings of Sandy Ground Village. This spectacular viewpoint provides panoramic views and wonderful sunsets. Your friends... View all property information
    Location Information
    Sandy Ground, Anguilla AI 2640
    5 of 5 bubbles Reviewed March 17, 2016
    Our group of six just begrudgingly had to come home from Anguilla and Villa Nirvana. From the communication and arrangements from Paul, and the great welcome from the...
    5 of 5 bubbles Reviewed February 22, 2016
    We had the privilege to celebrate my wife's 50th birthday in Anguilla and the added benefit of staying at Nirvana on Seafarers Ridge. In a word, AMAZING. The villa is truly...
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    1 / 7
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    <p>An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 15
    4.5 of 5 bubbles (2) Very good
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. 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 deserve. Colibri is a striking and spacious villa whose... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 bubbles Reviewed April 29, 2014
    Colibri is a stunning villa with beautiful views and plenty of space. We travelled with another family with young children and the size of the villa and it's grounds always...
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    1 / 16
    5 of 5 bubbles (2) Excellent
    Sandy Hill Bay
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    From every vantage point, White Cedars unique design provides breathtaking views of the Caribbean, the islands of St. Martin, St. Barths, Saba & St. Kitts, while capturing the prevailing tropical trade winds of this undiscovered paradise. The furnishings and interior design successfully blend... View all property information
    Location Information
    Sandy Hill Bay, Anguilla 11111
    5 of 5 bubbles Reviewed July 22, 2013
    We just returned from our trip to Anguilla where we were fortunate enough to stay in the White Cedar Villa. The travel from St. Martin to the villa on Anguilla was perfect. We...
    5 of 5 bubbles Reviewed July 11, 2012
    We booked this house using WIMCO in the States with Ricketts & Associates being the local managers on Anguilla. Since we flew to St. Martin and took the ferry, we were greeted at...
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    1 / 20
    Blowing Point
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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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... View all property information
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    Blowing Point, Anguilla
    1 / 24
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Yard
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    • x
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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
    Location Information
    Little Harbour, Anguilla BWI
    1 / 30
    Long Bay Village
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Villa Zebra is ideally located just a 5 minute walk to Meads Bay Beach. Malliouhana Hotel and Spa, Jacala and Blanchards Restaurants and other hotels and restaurants are also within walking distance along the beach. This lovely villa just underwent a renovation in December 2015, with new windows... View all property information
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    Long Bay Village, Anguilla AI 2640
    1 / 11
    4.5 of 5 bubbles (2) Very good
    Little Harbour
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sitting on Anguilla’s South Shore, Anani - Kamique commands stunning views of a secluded beach cove and the mountains of St Martin. You will be just paces away from a private swath of cool white sand, complete with padded sun loungers, shaded day bed and gazebo. Dramatically nestled in the rolling... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 37
    Long Bay Village
    Studio, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Find your own Caribbean paradise at Nevaeh. Set on a private, gated lot that stretches down to a half-mile of golden sand on Anguilla’s Long Bay, this luxury oceanfront vacation rental boasts stunning views and pampering service. The brand-new villa takes its design cues from local architecture and... View all property information
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    Long Bay Village, Anguilla AI 2640
    1 / 31
    5 of 5 bubbles (1) Excellent
    Studio, 8 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    BeachCourt Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property brings you right to the sand. Built on a hill, the house... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 20
    5 of 5 bubbles (15) Excellent
    The Valley
    10 Bedrooms, 14 Bathrooms, Sleeps 20 | Quick View
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    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
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    • Pet-friendly
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    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites.... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    5 of 5 bubbles Reviewed 1 week ago
    A unique experience that touched my partner! The staff is very friendly and looked to fulfill any request we made.
    5 of 5 bubbles Reviewed August 6, 2016
    Whether you're on one of the several overlook-style patios looking down at Little Bay or by the perfect-temperature pool or even on the villa's rooftop deck, Ani Villas charms you...
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    1 / 32
    Little Harbour
    Studio, 10 Bathrooms, Sleeps 20 | Quick View
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    • x
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    About this property
    Set within a private tropical garden of approximately 1.5 acres, Indigo is the perfect holiday hideaway. Located within idyllic Little Harbour, Indigo is sheltered by Cinnamon Reef, providing unrivaled panoramic views of the stunning Caribbean sea and the islands of St Barts and St Martin. Indigo's... View all property information
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    Little Harbour, Anguilla AI 2640
    1 / 16
    Sandy Hill Bay
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    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... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 18
    4 of 5 bubbles (6) Very good
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot... View all property information
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    Anguilla, Caribbean
    1 / 18
    5 of 5 bubbles (2) Excellent
    Rendezvous Bay
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    <p>Brand new to the villa scene for 2010, Seabird Villa was designed by architect Lee Skolnick.<br /><br />Experience the sensual pleasures of this 4/5 bedroom private villa on the Island of Anguilla. The home includes an elegant blend of contemporary and classic Caribbean architecture and... View all property information
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    Rendezvous Bay, Anguilla AI 2640
    1 / 25
    5 of 5 bubbles (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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    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... View all property information
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    The Valley, Anguilla AI 2640
    1 / 23
    5 of 5 bubbles (2) Excellent
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Tequila Sunrise is a contemporary 5000 sq.ft. beach house on Lovers Cove at Dropsey Bay. Located on a secluded beach on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin beyond. Whilst accessible to all the conveniences of modern living. Tequila is a... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 28
    5 of 5 bubbles (1) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed February 11, 2017
    The villa is absolutely wonderful. It has all of the amenities of home in a beautiful location right on the water. The pictures don't do it justice. It is situated perfectly for...
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    1 / 31
    Island Harbour
    Studio, 8 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    The grandeur of Ultimacy Villa belies its warmth and serenity. Ultimacy offers many secluded spots for quiet conversation, reflection and peaceful meditation to the pulse of the calming surf against the rocks. Ultimacy Villa can comfortably accommodate up to 16 guests in 8 bedrooms for small... View all property information
    Location Information
    Island Harbour, Anguilla 11111
    1 / 6
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection of unique art and custom... View all property information
    Location Information
    Anguilla, Caribbean 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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    • Waterfront
    • Hot Tub
    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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
    Location Information
    Shoal Bay Village, Anguilla AI21640
    1 / 38
    5 of 5 bubbles (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
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    • Ocean Views
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    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... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed May 23, 2016
    Our trip to the Almond Tree Villa was wonderful. We would have to concur with all the other excellent reviews. We enjoyed every part of the villa, coffee under the patio in the...
    5 of 5 bubbles Reviewed May 10, 2016
    This was our second visit to Almond Tree Villa and exceeded our expectations once again. Our friends Sue & Joe have thought of everything to make this villa a home away from...
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    1 / 41
    5 of 5 bubbles (2) Excellent
    Little Harbour
    Studio, 10 Bathrooms, Sleeps 20 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Le Bleu is Caribbean living at the highest possible level. This 10 bedroom villa (all en-suite) is located on approximately 2.5 acres of beautiful tropical gardens with two swimming pools, small natural beach, beach pavilion, tennis court, gym, personal cinema and beautiful water garden. Le Bleu is... View all property information
    Location Information
    Little Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed July 9, 2012
    Sixteen of us, my wife and I along with her extended family, stayed in this luxury villa the week of Memorial Day. From the moment we arrived, we felt like we were being welcomed...
    5 of 5 bubbles Reviewed April 23, 2012
    We have just returned from a truly amazing 4 day get-a-way at Le Bleu, Anguilla. We will definitely return - only for a longer stay. The house was amazing and the staff even...
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    1 / 25
    5 of 5 bubbles (1) Excellent
    Blowing Point
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    The villa has been completed in 2009 and has been constructed by French architects and designers from St Barts. This beachfront property is approximately 3500 square feet and has a 3500 square feet outside wooden deck overlooking the sea and the island of St Martin. The villa is rented with an... View all property information
    Location Information
    Blowing Point, Anguilla AI 2640
    5 of 5 bubbles Reviewed January 5, 2016
    We loved our two week high season stay at Shutters on the Beach. Best view in Anguilla, nicest housekeeper and property managers. Michelle and Kenroy the concierge were amazing...
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    1 / 12
    5 of 5 bubbles (2) Excellent
    Rendezvous Bay
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This villa is a charming West Indian style cottage overlooking Rendezvous Bay and just steps away to the beach. Cedars is a private villa and is perfect for one, two couples or a very small family. A short walk on a private path will take you to one of Anguilla's most beautiful beaches. A private... View all property information
    Location Information
    Rendezvous Bay, Anguilla AI 2640
    5 of 5 bubbles Reviewed January 19, 2014
    Loved our stay at the Cedars Villa in December. We enjoyed having our own place to drink coffee on the front porch with beautiful sea views (and drinks at sunset)! My husband...
    5 of 5 bubbles Reviewed May 20, 2012
    Quiet, well-furnished and comfortable. A perfect place for a couple or small family. The pictures are accurate and the view from the front porch onto the Bay is outstanding. The...
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    1 / 24
    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
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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 January 16, 2017
    Yet another spectacular stay at Villa Fay in Anguilla. This year we took some friends down with us. We had so much fun. So much space with your own kitchen and pool. Beautiful...
    5 of 5 bubbles Reviewed November 15, 2016
    Great place to stay, several rooms, swimming pool, Great Ro noom for family/friends gathering. Easy access to island attractions, dining, beaches, etc. Private rooms with patios...
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    1 / 29
    5 of 5 bubbles (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    MOONRAKER - The ultimate villa in Anguilla for Luxury, Seclusion and Value. Rated overall as "5 star” and loved by all our valued customers. Rated "Excellent" on Tripadvisor and awarded "Top Vacation Rental" on Flipkey/Tripadvisor Moonraker Villa awaits you; a signature, 7 suite, 15,500 sq ft... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed May 23, 2016
    We Just stayed at Moonraker with a group of 15. My husband and I along with our closest friends, my daughters and their boyfriends all helped us celebrate our 10 year...
    5 of 5 bubbles Reviewed August 19, 2015
    We (15) meet together from three states. The house was perfect for us and we had the most amazing time together. We all had space without being on top of each other. The...
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