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Holiday Homes in South Hill

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    Don't let other travellers get your favourite South Hill area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 115 Rentals in South Hill
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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (3)Excellent
    South Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 10 kilometres of South Hill.
    Beautiful villa with ocean view and terrace1 / 15
    (6)Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Patio
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    A1, The Valley, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    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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    AI 2640, Long Bay Village, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SHOAL REEF1 / 23
    (4)Excellent
    Shoal Bay Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Ocean Views
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    The place was just wow, we felt like stars on vacation, we couldn't have chosen a better place for our family vacation, the breathtaking entrance view of the pool and the ocean...
    Reviewed 26 April 2017
    My family just returned from a week with this property. It had been 17 years since we were last on Anguilla and the island did not disappoint as it remains as beautiful as we...
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    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling...
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    AI2640, Shoal Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Sandy Hill Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Colibri, Anguilla. 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...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Anani - Kamique1 / 11
    (2)Very good
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Waterfront
    • Washer
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    AI 2640, Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Colibri1 / 15
    (2)Very good
    Long Bay Village
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Housekeeping Included
    • DVD Player
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 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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    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    AI 2640, Long Bay Village, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Rendezvous Bay
    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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    AI 2640, Rendezvous Bay, Anguilla
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • 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 18 June 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 2 February 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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    NONE, The Valley, Anguilla
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its location along Long Pond Bay in Anguilla, the large and contemporary Villa White Cedars is a unique find. Though meant to house six visitors in three bedrooms, the spaciousness of this villa is often a surprise. The proportions are perfectly balanced, however, and all of the living spaces...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Rendezvous Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Arushi, Anguilla.  Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it...
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    Rendezvous Bay, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Paradise1 / 17
    (3)Very good
    Blowing Point
    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 31 July 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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    AI 2640, Blowing Point, Anguilla
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    Long Bay Village
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    AI 2640, Long Bay Village, Anguilla
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    Blowing Point
    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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    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sandy Hill Bay
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    2 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    Location Information
    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 2 Bedrooms, 6 Bathrooms, Sleeps 4
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    Sandy Hill Bay
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    Location Information
    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (11)Excellent
    The Valley
    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 22 March 2018
    21 Years at Bayberry and it just gets better every year. Best people run the villa, wonderfully furnished (best most comfortable bed) and great views. This is the best villa...
    Reviewed 20 March 2018
    We returned to Chinaberry for the twentieth year and we are delighted to report that the property survived the hurricane and continues to be a place of bliss and happiness...
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    About this property
    For Holiday Season 2018, our two bedroom Villa Bayberry only is available. The rate is 425US per night plus tourism levy. Nights prior to Dec 30 2018. Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or...
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    AI2640, The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Solaire Standard1 / 20
    (2)Excellent
    Blowing Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 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 7 August 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,...
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    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (5)Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • 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 24 June 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 6 June 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
    AI 2640, Long Bay Village, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Sandy Hill Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For larger groups, Colibri can be rented along with it's neighboring villa, White Cedars. Please inquire with one of our Villa Specialists for more details! Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and...
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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    ARUSHI VILLA1 / 19
    (1)Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations.The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    About this property
    ARUSHI means ' Ray Of Sunshine' This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course...
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    AI2640, West End Village, Anguilla
    Holiday Rental House - 5 Bedrooms, 14 Bathrooms, Sleeps 10
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (12)Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    Our large family of 5 adults and 4 children vacationed experienced a vacation of a lifetime at Three Dolphins Villa. Upon arrival at the villa, we were greeted by the lovely...
    Reviewed 24 February 2017
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth...
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    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of...
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    A12640, Little Harbour, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    West End Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of...
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    2640, West End Village, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
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    • Ocean Views
    • Grill
    • Children's Pool
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies Location: Anguilla 2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi, Maid...
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    AI2640, West End Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Blowing Point
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the...
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    Blowing Point, Anguilla
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Twin Palms Villas at Meads Bay1 / 49
    (1)Excellent
    Long Bay Village
    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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    AI 2640, Long Bay Village, Anguilla
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Terrace
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    Pet friendly
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    Smoking allowed
    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 -...
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    A1, The Valley, Anguilla
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Le Bleu1 / 35
    (1)Average
    Little Harbour
    10 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • DVD Player
    • Hot Tub
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note this region’s beaches may be affected by a seaweed surge. Please enquire with one of our Villa Specialists for further details. Located on two and half acres of beautiful tropical gardens, Le Bleu overlooks the clear turquoise waters of the Caribbean Sea. With a private beach cove,...
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    AI 2640, Little Harbour, Anguilla
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 19
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    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely decor adorns this delightful two bedroom villa which includes an open kitchen, bar and dining room with vaulted ceilings; two equal air conditioned master bedroom suites, private hot tub, lush gardens and roof top sun lounge. Each master suite has memory foam beds with luxury linens, and is...
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    A1, The Valley, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • DVD Player
    • Patio
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    AI 2640, Blowing Point, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    With a stunning beachfront location along Shoal Bay East, along with exquisite living spaces for your family and friends, this three-bedroom villa is the perfect home-away-from-home in Anguila. As part of the Zembi Beach House resort, you'll have access to world-class amenities, while enjoying the...
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    AI 2640, Shoal Bay Village, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Shoal Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful beachfront villa along Shoal Bay East—perhaps the finest of Anguilla's dreamy, white-sand beaches—is the ideal vacation rental for honeymoons, family getaways, and destination wedding guests. Part of the renowned Zemi Beach House resort, the villa offers stunning views of the...
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    AI 2640, Shoal Bay Village, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
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    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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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 2
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    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Aquamarie - 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...
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    AI 2640, Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    The Villa Kai is located in the Sandy Hill (East End) area on Long Pond Bay. We are situated right on the shore with easy access to a lovely sandy, rocky coastline and the relaxing sound of rolling waves. We have wonderful, cooling trade winds and terrific views of St. Marten, Saba and St. Barts....
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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Blowing Point
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Housekeeping Included
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    AI 2640, Blowing Point, Anguilla
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Little Harbour
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sitting on Anguilla’s South Shore, Aquamarie - 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...
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    AI 2640, Little Harbour, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Blowing Point
    3 Bedrooms, 11 Bathrooms, Sleeps 9 Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BRAMASOLE - Pelican Bay, Anguilla Location: Anguilla 1 - 3 Bedrooms, 3.5 Baths , Air Conditioning Whole House, BBQ, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Hair Dryer, Ice Maker, Internet, Maid Service, Microwave, Pool, Preferred Lifestyle, Safe, TV, Washer Villa...
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    XXXXXXXXXX, Blowing Point, Anguilla
    Holiday Rental House - 3 Bedrooms, 11 Bathrooms, Sleeps 9
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    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shoal Reef West is new to the rental market and its unique design is welcoming, relaxing; yet elegant with unique attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. A rooftop deck completes the recreational...
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    AI 2640, West End Village, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Little Harbour
    4 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVALON VILLA - Lockrum Estates, Anguilla, BEACHFRONT WITH VIEWS OF ST MARTIN Location: Anguilla - British West Indies , RARE ON ANGUILLA- has its own beautiful sandy beach with interior reef! 1 - 4 Bedrooms, 5 Baths , Air Conditioning Bedrooms Only, Bath Tub, BBQ, Beach Chairs, Beachfront,...
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    AI2640, Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 10 Bathrooms, Sleeps 10
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    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Patio
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    AI 2640, Blowing Point, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Hot Tub
    • Patio
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    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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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 4
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    Rendezvous Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Housekeeping Included
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    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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    AI 2640, Rendezvous Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Terrace
    • Balcony
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    • Ocean Views
    • Patio
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    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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    Location Information
    AI 2640, Shoal Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Grill
    • 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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    AI 2640, Sandy Hill Bay, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Harmony at Sheriva1 / 22
    (2)Excellent
    West End Village
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
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    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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    AI 2640, West End Village, Anguilla
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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