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Anguilla Villas

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    Travelers to Anguilla are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 295 Rentals in Anguilla
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    Ocean View Apartment at Captain's Ridge (view from every room)1 / 28
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Beautiful villa with ocean view and terrace1 / 15
    (6)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Villa Dulcinea, Spacious, Secluded, Near Beach1 / 12
    (8)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    James Place Apartments, Anguilla , British West Indies1 / 24
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2017
    These apartments are VERY spacious, there is perfect high speed internet, a TV at your disposal, AC's in the bedroom and the apartments were kept very clean throughout my stay...
    Reviewed April 10, 2017
    We had a wonderful time on Anguilla and at James Place. They provided virtually everything you could possibly think of to make your stay hassle free, including shampoo...
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    About this property
    Perfect for 2 Vacation Rental Near Island Harbor and Shoal Bay Beaches James Place Apartments are located in a quiet secure and well maintained community. It is a perfect base from which guests can enjoy the sun, beaches, and relax. The rooms are spacious, modern and comfortable with private...
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    Island Harbour, Anguilla AI 2460
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning Sea Feathers Villa1 / 29
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2016
    The views are indescribable. The house is beautiful. The pictures do not do this house justice. I was speechless every morning looking at the ocean. My favorite part of the...
    Reviewed February 24, 2016
    Seven family members, ranging in age from 6 to 62, spent a delightful week here. The pool is a nice addition, the view is stupendous, the gardens are lovely, and the house is...
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    About this property
    Take in the beautiful panaromic views of St. Martin, the beautiful ocean and parts of the island while sitting on the deck drinking your morning coffee or cocktail! Large open air living space with dining room, sitting area as well as chaises to enjoy your day. Two large beautifully appointed...
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    Anguilla, Caribbean 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for...
    Reviewed February 2, 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
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    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides...
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    The Valley, Anguilla NONE
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine waking up in the morning and gazing across the deep blue Caribbean Sea to the distant island of St. Martin, shuffling onto one of two roomy balconies, cup of java in hand, feeling the sea breeze caress & smelling the fresh salt air - sun shining down on you as you lift your face to the sky...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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 AI 2640
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Zenaida - Anguilla1 / 10
    (1)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2016
    The delightful staff was phenomenal - very welcoming and they all delivered exceptional service. We were made to feel special and like family. The villa and grounds were...
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    About this property
    Zenaida East End Village Anguilla A luxury Private Estate with Beach and Tennis courts and wonderful service on the East End of Anguilla. Everything is Cool about the location - guests have the advantage of the most elevated point on Anguilla. Zenaida is one of Anguilla’s highest villas this...
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    East End Village, Anguilla AI 2640
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 14
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    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Ocean Views
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Our stay was amazing and we can’t wait to do it again! The hospitality we received was outstanding, the place was very clean and beautifully decorated, and the views from the...
    Reviewed December 5, 2013
    The stars twinkling, venus shining with the harbour lights shimmering to the rhythm of the waves and the beat from “pumphouse” floating across the bay, combined with the aroma...
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    About this property
    Exclusively situated for viewing this most iconic scenic spot in Anguilla, this modern penthouse atop a luxurious gated resort home offers the best in luxury, location and lifestyle. Awaken to a beautiful view of St. Martin or the Bay; enjoy a light breakfast made from your fridge stocked with our...
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    Location Information
    South Hill, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bayview Villa, Sandy Ground. Unbelievable views1 / 69
    (4)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Balcony
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay...
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    Sandy Ground, Anguilla 1237
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Large Beach: Rendezvous Bay (approx 6-10 mins drive) Beach Proximity: On the Sea (With a small little bay/cove) NEWLY ADDED 5TH BEDROOM... ON THE GROUND FLOOR! ADDED RECENTLY - A BRAND NEW POOL TABLE!! This luxurious villa is located on the Lockrums Estate and sits on .6 of an acre on the...
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    Anguilla, Caribbean
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 1
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    Beach Palm Villa - Twin Palms Villas at Meads Bay1 / 32
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Ocean Views
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2017
    The accommodations were absolutely wonderful! The villa was extremely comfortable and spacious. The private pool was a great feature that was used frequently, and housekeeping...
    Reviewed April 5, 2017
    This was a family vacation of nine people. We stayed at these two adjoining villas and had a great time. The Twin Palm Villa was perfectly equipped with everything, from the...
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    About this property
    Beach Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla * 2 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Long Bay Beach Beach Proximity: On the Beach FOR RENT: Sky Villa one of the three most luxurious rental properties in Anguilla.   Sky is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6,500 sq. ft. of...
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    Anguilla, Caribbean
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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    LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS1 / 61
    (16)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Children's Pool
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2017
    If you’re looking for a Paradise vacation, you should reserve the Luxury Villa 'B on the Sea' Oceanfront. It is perfect for sharing with family, friends with 5 spacious...
    Reviewed July 2, 2017
    We absolutely loved Anguilla and "B on the Sea". The house was stunning, perched up on the hill on a gorgeous bay overlooking St Marteen and the other islands. We were...
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    About this property
    Villa 'B on the Sea' is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and...
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    Anguilla, Caribbean ANGUILLA
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new and designed in an amazingly contemporary and clean style, the Villa Colibri in the Long Pond Bay area of Anguilla will truly take your breath away. Spread out over two levels, the villa features a spacious interior suitable for up to 12 visitors at once. Just steps from the beach, it...
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    Sandy Hill Bay, Anguilla
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts Recently completed Villa, fully private property with a gated entrance • Two (2) Bedroom Villa, with the possibility of linking them together, with a total surface area of 3000 sq ft , and sleeps up...
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    South Hill, Anguilla PO BOX 5179
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Zenaida Beach and Tennis Estate1 / 21
    (4)Excellent
    8 Bedrooms, 14 Bathrooms, Sleeps 16 Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2016
    An absolutely wonderful property that has everything you potentially need. Very private and the service staff are incredible. Would definitely go back again.
    Reviewed July 22, 2016
    Our family of "10" had the vacation of a lifetime at the beautiful Zenaida Beach and Tennis Resort. From the moment of our arrival, we were taken in by the warmth of...
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    About this property
    Nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven...
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    Location Information
    Anguilla, Caribbean A12640
    Rental Home - 8 Bedrooms, 14 Bathrooms, Sleeps 16
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    Solaire Standard1 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2017
    Villa was perfect. My husband & I were not disappointed in our villa and I don't know how you could be. It it clean and new and the space is well layed out. I loved how...
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    About this property
    Are you an eco-friendly person? Most of know we have to start thinking about the environmental impact of many parts of our lives, including travel. This is why the Villa Solaire Standard is the environmentally friendly traveler's ideal find. Set on an astonishingly beautiful area of Anguilla, and...
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    Blowing Point, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    James Place Apartments - Anguilla1 / 10
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 15, 2015
    live local but still close to everything. off the beaten path. for those who want to stay away from the big resorts
    Reviewed October 5, 2014
    We are very satisfied with our stay at James Place apartments. The apartment was very clean, newly furnished and had a high standard. It had everything we could ask for. The...
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    About this property
    James Place Apartments Mount Fortune Anguilla Perfect for 2 & 4 These newly built apartments are a perfect base from which guests can enjoy the Anguillan sun and beaches. The rooms are large and modern with private balconys and are finished in Italian tile throughout. A double sofa bed is available...
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    East End Village, Anguilla AI 2640
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Grill
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    Pet friendly
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    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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    Long Bay Village, Anguilla AI 2640
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    Bonne View Villa1 / 30
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2016
    We are currently staying here as I write this. It happens to be raining most of this week which is not the norm for Anguilla. This villa is super clean, modernized with a full...
    Reviewed December 22, 2014
    Perfect vacation get away for honeymoon. I stayed there with my family and it was great. Private property and swimming pool. The perfect place if you want extreme privacy. Thank...
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    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts Recently completed Villa, fully private property with a gated entrance • Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. Master bedroom, King size Bed and private bath,...
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    South Hill, Anguilla PO BOX 5179
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy Beachfront Barnes Bay Beach situated outside the villa is a crescent bay of impossibly fine sand offering beautiful views over to the nearby islands and the azure blue waters that surround Anguilla. Beach chairs have been set out amongst...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: On the Sea By the Sea is a two bedroom open-air villa with stunning views of the sea. The beach is a short walk along the water's edge with chairs waiting for you to enjoy and relax. This villa is located in the quiet but residential village of...
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    Anguilla, Caribbean
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Seabird Villa - Minutes From Rendezvous Bay Beach1 / 18
    (15)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completed in 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches. Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an...
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    West End Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2016
    We stayed in Chinaberry, the one bedroom cottage portion of the Bayberry-Chinaberry property, which can be rented as a whole or as individual units. Bayberry and Chinaberry have...
    Reviewed March 2, 2016
    We have just returned from two wonderful weeks at Chinaberry! While not on the beach (one does need a car, the view from the deck over Rendezvous Bay is truly fabulous...
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    About this property
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you...
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    The Valley, Anguilla AI2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Inland Overlooking the vast Atlantic Ocean is the stunning villa Tamarind, named after a local tree that grows on the Island and situated in the area of Shoal Bay East a five minute drive to one of the most stunning beaches in Anguilla and the...
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    Anguilla, Caribbean
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 1
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    Studio, 2 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay East (3-5 mins drive) Beach Proximity: Near the Beach CATALINA Villa, with ocean views and close to the water front, smaller than most villas yet comfortable, elegant, homely and affordable!!  A delightful place to rent if you don't need a large villa.... Living room, a...
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    Anguilla, Caribbean
    Rental Home - 2 Bathrooms, Sleeps 1
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    West End Bay Self Catering Apartments - Anguilla1 / 10
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2016
    We love this place. Anguilla, West End Bay and any place we've stayed, which have all been Carl's places. Very well-appointed, convenient and Carl and his staff are amazing. We...
    Reviewed February 6, 2016
    Clean house , Big kitchen, sweet people, excellent service!! The best place so far in the Carib. Thank you so much for having us Mr Carl and your team!We'll be back!Fab & Ann
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    About this property
    West End Bay Holiday Suites Self Catering Suites WEST END BAY ANGUILLA WI The perfect choice for a great quality stay on Anguilla - low rates Overlooking Stunning Shoal Bay West Just a 4 minute stroll away from a stunning white sandy beach, Shoal Bay West. Perfect for snorkeling & swimming. The...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    6 Bedrooms, 6 Bathrooms, Sleeps 1 Quick View
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    • Hot Tub
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Maundays Bay (2-3 mins drive) Beach Proximity: Near the Beach Mystique villa on its own 1 acre plot of land overlooking the Cove and only two minutes away from the gorgeous white sanded Maundays Bay. Sitting on a lush 10-acre property with stunning views of the Caribbean Sea and...
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    Anguilla, Caribbean
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 1
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    5 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Ocassa Villa Anguilla 5 Bedrooms overlooking Sandy Bay This is a stunning villa overlooking lovely Sandy Bay on the west coast of Anguilla. The villa has 5 double bedrooms with sumptuous furnishings and cool, cotton bedlinens. Living Room opens onto Infinity Pool & Balcony The living room has vast...
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    South Hill, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    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 AI 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Nestled in the golf course of the St Regis Resort, Westgreen villa with its beautiful attention to detail & fabulous open airy feel, is the perfect getaway. Built on two levels, the villa offers tiled floors and tasteful interiors that feature a mix of wood, rattan and upscale fabrics.  With three...
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    West End Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Nearest Beach: Maundays Bay (2-3 minutes drive) Beach Proximity: Near the beach Infinity is yet another luxury villa located at Sheriva West End. This seven bedroom property is overlooking the Cove and only three minutes away from beautiful and scenic Maundays Bay. Situated on a lush 10-acre...
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    Anguilla, Caribbean
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 1
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    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2017
    This villa was the stay of a lifetime for my husband and I! We were lucky enough to be part of the wedding party for my cousin's wedding. It was truly paradise everywhere we...
    Reviewed June 6, 2017
    We stayed at Coconut Villa the week of our wedding. The villa is spotless, and very beautiful, the views are spectacular and it is very private.. The staff is very friendly and...
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    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceana Villa Anguilla Close to Sandy Beaches Anguilla famously has 33 beaches and Oceana is close to several: one of the nearest is Crocus Bay.  Viewed from Oceana and just a five minute drive this is a long, relatively untouched, quiet beach, except for the Da Vida restaurant at its eastern end. ...
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    The Valley, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. With three (3) bedrooms all with ensuites, living room, half bath,...
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    West End Village, Anguilla AI2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Ani Villas - Anguilla's Premier Villa Estate1 / 20
    (18)Excellent
    10 Bedrooms, 14 Bathrooms, Sleeps 20 Quick View
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    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2017
    I stayed here with a group of 21 students from my grad school. Words could not describe how stunning the property and its location is. The staff was so amazing and accommodating...
    Reviewed July 22, 2017
    Stayed at Ani Thailand last year and was equally impressed with Ani Anguilla this year. We stayed in the north villa and were spoiled with amazing ocean views, exceptional...
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    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites....
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    The Valley, Anguilla AI 2640
    Rental Home - 10 Bedrooms, 14 Bathrooms, Sleeps 20
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    Tequila Sunrise, Sleeps 61 / 22
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 1, 2011
    We spent a wonderful week at Tequila Sunrise for our honeymoon, and we can not say enough good things about it! The staff was very courteous & accommodating. As if the...
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    About this property
    Located on a secluded beach on Anguilla’s southern shore, Tequila Sunrise is a spacious and contemporary beach house on Lover’s Cove in Dropsey Bay. The villa overlooks the Caribbean Sea and offers stunning views of the mountains of St Martin. Known for its pristine white sand beaches and clear...
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    South Hill, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable Caribbean accommodations. There are four definitive villas, Villa Amor, Villa Elegante, Villa...
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    Island Harbour, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Little Butterfly1 / 21
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 16, 2017
    Little Butterfly was just perfect for my 5th trip to heaven. Exactly as I thought and planned. Anyone can book a resort if that's the type trip your looking for. I was not. I...
    Reviewed March 7, 2017
    So my wife Melissa googles "Best beaches in the World", and we find Anguilla. And then after hours researching possible places to stay on this...
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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 heart of Anguilla. The south facing, self-contained...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Terrace
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Caribbean is Sea Villa's muse. Its interiors mirror the serene waters' spectrum of blue and green hues, drawing the eye and soul beyond windows and terraces to the horizon, the infinity edge pool and back in seamless transitions. There are four master suites with terraces facing the sea and...
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    Location Information
    Anguilla, Caribbean
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (12)Excellent
    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 October 24, 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 February 23, 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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    Location Information
    Little Harbour, Anguilla A12640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Maundays Bay (2-3 minutes drive) Beach Proximity: Near the beach Harmony a 8-bedroom villa designed with traditional Caribbean style and slight touches from the Far East are what gives this villa its unique ambience and exclusive luxury feel. Beautiful materials accent almost every...
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    Anguilla, Caribbean
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 1
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    Anguilla Bow Green Villa on Rendezvous Bay Beach1 / 22
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    The villa is just a few minutes walk from Rendevous Beach, the best beach on the Island with fine golden sands and clear turquoise sea, the ideal setting where we chose to hold...
    Reviewed June 13, 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool....
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    Location Information
    West End Village, Anguilla A12640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2017. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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 AI 2640
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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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 AI 2640
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    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
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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