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Holiday Rentals near Little Bay

Anguilla
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    Travellers to Anguilla are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Anguilla
    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    4.4 kilometres from Little Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Stunning Sea Feathers Villa1 / 29
    (13)Excellent
    2.2 kilometres from Little Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Anani - Kamique1 / 11
    (2)Very good
    4.9 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    1.5 kilometres from Little Bay
    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 19 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 3 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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    The Valley, Anguilla
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    SHOAL REEF1 / 23
    (4)Excellent
    4.9 kilometres from Little Bay
    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 27 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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    Shoal Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Tequila Sunrise Villa1 / 14
    (3)Excellent
    5.8 kilometres from Little Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The villa is in a great location not far from the airport, all of the delicious restaurants are within a 15-20 minute drive from the house. The villa is beautify furnished and...
    Reviewed 3 weeks ago
    The villa has sweeping views of ST Maarten! Absolutely Breathtaking. The villa comes with Heather who is wonderful! Amenities include a short walk to Dropsey Cove- a lovely pool...
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    About this property
    SECLUDED SERENITY Tequila is a contemporary three master bedroom beach house at secluded Lover’s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path. It is a small, white sand, sun bathing adventure beach with a great snorkeling and exploring bay. It is wonderful...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5.1 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
    • DVD Player
    • 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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    4.0 kilometres from Little Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Ocean Views
    • Grill
    • Children's Pool
    • Wi-Fi
    Suitability
    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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    West End Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5.7 kilometres from Little Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Grill
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for...
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    Little Harbour, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5.9 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in one of the most scenic parts of Anguilla, the Villa Coyaba (which is a native Arawak term for heaven) is a perfect choice for the discerning travelers. With six bedrooms and room for 12, this luxurious beachfront property has a tremendous array of amenities that make it an ideal Caribbean...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5.9 kilometres from Little Bay
    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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    Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 10 Bathrooms, Sleeps 10
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    4.8 kilometres from Little Bay
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Waterfront
    • Terrace
    • Balcony
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indigo Villa, a luxurious Anguillian estate with 9 air-conditioned bedrooms fronted by beautiful white sands and coral reefed blue sea, awaits you. Each room has a view of the Caribbean Sea and the terrace opens to a marvelous patio vista of pool, palms, sea, sand and the Islands beyond. Indigo...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (3)Excellent
    4.4 kilometres from Little Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 December 2017
    Our hosts arranged for our rental car to be delivered to the lot. Once we made it to the top of the stairs are jaws dropped, the view was absolutely incredible. The Villa is...
    Reviewed 12 December 2017
    Truly the best getaway I’ve had with my family. Beautiful villa, very spacious, modern and private, surrounded by amazing beaches. Great food and friendly people in this island...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    South Hill, Anguilla
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.7 kilometres from Little Bay
    10 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
    • Patio
    • Housekeeping Included
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the lush gardens, white sands and turquoise waters of the Caribbean be the backdrop to a family getaway or special occasion at Indigo. Set in the lee of Cinnamon Reef on Little Harbor, the villa is tucked into 1.5 acres and has its own beach. With ten bedrooms in the main house, Little Indigo...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 20
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    4.1 kilometres from Little Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bellaconstantina Villa Little Harbour Anguilla Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and...
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    George Hill, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 16
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    4.1 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and...
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    George Hill, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
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    5.1 kilometres from Little Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Terrace
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the...
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    Shoal Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.4 kilometres from Little Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lotus Blossum Villa The Valley Anguilla 2 Double Bedrooms & 1 Double Studio Lotus Blossum is a peaceful, relaxing property, prisitne, light and beautifully finished with 2 double bedrooms and a self contained studio on the lower level. The bedrooms have contemporary art on the walls, bespoke...
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    The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Bayview Villa, Sandy Ground. Unbelievable views1 / 69
    (5)Very good
    3.4 kilometres from Little Bay
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2018
    The Bayview house, its location, and views are beautiful. I would love to stay there again to enjoy the wonderful wrap around veranda, cool breezes, fabulous views and the short...
    Reviewed 11 August 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay...
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    Sandy Ground, Anguilla
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    0.8 kilometres from Little Bay
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true villa resort escape on the island of Anguilla, CeBlue is set along the scenic beauty of Crocus Bay and provides up to eight, full-size villas for guests to enjoy. Each villa has six bedrooms and six baths, and can accommodate up to 10 adults and 2 children at once. Far more than just a...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Beautiful villa with ocean view and terrace1 / 15
    (6)Very good
    4.1 kilometres from Little Bay
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Central Heating
    • Ocean Views
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2017
    We come to Anguilla every year for at least three weeks. We loved this Villa so much that we came back again this year. While the road is a challenge, the Villa itself is...
    Reviewed 19 August 2016
    This was an excellent place to stay. Very reasonable rates by comparison and the quiet nature of it's location only enhanced the restful nature of our break.
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    About this property
    The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and...
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    West End Village, Anguilla
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 5
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    4.9 kilometres from Little Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    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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    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3.5 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect Villa Layout This 4 bedroom villa offers the perfect layout for a relaxed, entertained, worked out and pampered experience in Anguilla. At the heart of the villa is a cool and impressive atrium area. The top floor houses the 2 master suites each with kingsize beds, ensuite bathrooms and...
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    Sandy Ground, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Spyglass Hill Villa1 / 42
    (12)Excellent
    3.4 kilometres from Little Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2018
    My family and I returned to Spyglass for the Holidays.We had the most wonderful time. Anguilla is back !!Spyglass Villa even more beautiful!New furniture in dining room...
    Reviewed 21 March 2017
    My husband and I travelled Anguilla for the first time with our sons (20, 22)and a friend for spring break. Spyglass Hill Villa was highly recommended by a family member and...
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    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    CATALINA VILLA AT SHOAL BAY EAST1 / 43
    (1)Average
    3.9 kilometres from Little Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 February 2018
    My husband and I rented this villa with my sister and her husband in March, 2017. First, the positives:The rooms were comfortable and spacious, the bathrooms were large and...
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    About this property
    CATALINA VILLA- Shoal Bay Village, Anguilla; PERFECT FOR ONE OR TWO COUPLES OR A FAMILY WITH 1-3 CHILDREN!! This cute Caribbean Style newly built (2012-14) home has two beautiful Bedrooms and each has its own En Suite Bathroom with Shower and double vanities. Perfect for two couples or one...
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    Location Information
    Island Harbour, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    0.2 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests This is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive...
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    The Valley, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4.7 kilometres from Little Bay
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    Little Butterfly1 / 20
    (18)Excellent
    0.8 kilometres from Little Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2018
    We loved Little Butterfly! It’s very well appointed with absolutely everything you need for self catering and the little details make you feel very welcome - fruit and cereal...
    Reviewed 28 March 2018
    This Villa is beautiful! The views are wonderful! It was large and comfortable, Our housekeeper was just incredible and our hosts we gracious. We loved our entire experience and...
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    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the tranquil neighborhood of Little Harbour. The south facing,...
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    The Valley, Anguilla
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (93)Excellent
    0.5 kilometres from Little Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2018
    The Castle was beautiful! The bedrooms all had breathtaking views, bathrooms and even outdoor showers. The pool area was amazing and the infinity pool was perfect. We grilled...
    Reviewed 16 May 2018
    This property is amazing. Even more beautiful and spacious than the pictures show. Paul gave us wonderful advice for a trip and his staff was friendly.The property is immaculate...
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    About this property
    Dear Paradise Researcher, Thanks for arriving at this special moment; the moment of paradise Anguilla is still True Paradise. PLUS... It' is always summer on Anguilla NOW before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you...
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    Location Information
    Sandy Ground, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    0.2 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests This is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive...
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    The Valley, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    4.9 kilometres from Little Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • DVD Player
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    • 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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    Little Harbour, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4.9 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Housekeeping Included
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    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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    Little Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4.1 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and...
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    George Hill, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Colibri1 / 15
    (2)Very good
    5.1 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • DVD Player
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    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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    Long Bay Village, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    0.1 kilometres from Little Bay
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ani on Anguilla takes luxury to a whole new level. The high end private estate is composed of two buildings set at the edge of a point overlooking Little Bay and the Caribbean Sea. The villa features impressive and comfortable contemporary design with a pleasing neutral color pallet. Guests...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    4.1 kilometres from Little Bay
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bellaconstantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguillas Southern Coastline 4 Villa Suites overlooking the Ocean This property is a collection of 4 villa suites. Each suite has 2 double bedrooms, 2 bathrooms a living room and...
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    George Hill, Anguilla
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    5.0 kilometres from Little Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a southwest Anguilla location on Lockrum Bay, the Villa Triton provides visitors with some of the loveliest and most inspiring views. Not only of the constantly shifting spectrum of blue and turquoise sea, but also the rolling blue and purple hills of St. Martin in the near distance. It also...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    0.6 kilometres from Little Bay
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sandcastle on Anguilla is a spectacular grand estate situated right on the beach with 10,000 square feet of living space. Guests will enjoy all the amenities of a classically designed villa along with a full staff ready to provide desired service. Villa Sandcastle is decorated with neutral...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    L'Embellie Villa and Cottage1 / 18
    (3)Excellent
    4.3 kilometres from Little Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    We were so thrilled to have L'Embellie as a private retreat after our wedding. The house is beautiful - everything you could need is right there at the villa, beautiful sunset...
    Reviewed 6 days ago
    This was our second time to this villa and our third trip to beautiful Anguilla. This villa is beautiful and well-equipped with everything you need to unwind and relax. The...
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    About this property
    Welcome to L'Embellie Villa on Anguilla's Forest Bay, an elegant and secluded three-bedroom luxury villa and cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla....
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    The Valley, Anguilla
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    4.6 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and...
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    Island Harbour, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ocean Terrace Luxury 2BR Condos, Spectacular Views1 / 10
    (13)Excellent
    4.8 kilometres from Little Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 February 2017
    Our two week stay at Ocean Terrace on the beautiful Caribbean island of Anguilla was a vacation in paradise. We awoke each morning to sunrise over the ocean with the picturesque...
    Reviewed 17 March 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
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    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space...
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    Anguilla, Caribbean
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Mainstay Villa at Elsie Bay1 / 14
    (16)Excellent
    4.3 kilometres from Little Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    After diligently completing research for an anchorage for our inaugural trip to Anguilla, we were blessed to locate the Mainstay Villa. We just returned after spending 8...
    Reviewed 18 July 2018
    This is a beautiful property with the conveniences of home. Kitchen and living areas are recently updated and we had access to everything we could need for our stay.The...
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    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    0.8 kilometres from Little Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Bird of Paradise Villa is a true gem for the connoisseur. Named one of the “Top 20 Villas in the World” by Islands Magazine, this Anguillan oasis offers the exclusivity of a boutique hotel, the privacy of an enclave and the top tier services and amenities of a first class resort. Perched above...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    5.8 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool Mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 Bedroom Suites with Outdoor Showers Each air...
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    Shoal Bay Village, Anguilla
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.9 kilometres from Little Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ambia is centrally located in Anguilla with spectacular views overlooking Sandy Ground and minutes away from the Island's 33 magnificent white-sand beaches. Ambia's Asian-style suites with Caribbean influence are the epitome of style and comfort. Our rooms are furnished with comfortable king size...
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    South Hill, Anguilla
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3.7 kilometres from Little Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Terrace
    • Parking
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    de luxe duplex appartment sea view ,80 meters from the beach of the sandy ground village walking distance to restaurants the apartment is very well furnished big gourmet kitchen with bar to have a nice aperitif same time cooking all towels and linen are provided beach chairs,cooler & umbrella a...
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    Sandy Ground, Anguilla
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.2 kilometres from Little Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Parking
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering the epitome of luxury services and amenities, the stunning Villa Ani North also provides guests with a truly remarkable setting too. Overlooking Little Bay Beach on Anguilla, it is within moments of Limestone Beach and the most popular golf courses on the islands. Spacious, modern and yet...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3.2 kilometres from Little Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    About this property
    Little Butterfly Apartment Little Harbour, Anguilla This lovely one bedroom luxury apartment is located on the mezzanine level of Papillion Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of...
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    The Valley, Anguilla
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 29
    (13)Excellent
    5.9 kilometres from Little Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Although we had hoped to stay at Three Dolphins last summer, the remodel hadn't been completed, so we stayed elsewhere on the island and had a great time as usual on Anguilla...
    Reviewed 25 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...
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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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    Little Harbour, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4.7 kilometres from Little Bay
    10 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Indigo Anguilla. Imagine enjoying a Caribbean holiday in a private 1.5-acre property that looks out on a sheltering reef and picturesque harbor.  This is precisely what to expect when you book a visit to Villa Indigo in Anguilla. Sitting above Little Harbour, which is sheltered by...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 18
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