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Holiday Rentals with Pools in Anguilla

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    Travellers to Anguilla are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    83 Matching Rentals in AnguillaView all 212 rentals
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Stunning Sea Feathers Villa1 / 29
    (13)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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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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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    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 NONE
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Tequila Sunrise Villa1 / 14
    (3)Excellent
    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 4 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 4 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 AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Zebra is perched atop magnificent Meads' Bay Hill and just a short stroll away from one of the finest beaches in the Caribbean. The home offers the discerning vacationer a blend of cool, eclectic design in a peaceful and tranquil setting. The villa is built on two levels and offers spacious...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 AI2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    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 BWI
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    SHOAL REEF1 / 23
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 AI2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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 25 June 2017
    This villa was the stay of a lifetime for my husband and I! We were lucky enough to be part of the wedding party for my cousin's wedding. It was truly paradise everywhere we...
    Reviewed 7 June 2017
    We stayed at Coconut Villa the week of our wedding. The villa is spotless, and very beautiful, the views are spectacular and it is very private.. The staff is very friendly and...
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    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • 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 AI 2640
    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
    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 AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    • 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 6 April 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 6 April 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
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    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 AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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 AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Spyglass Hill Villa1 / 42
    (12)Excellent
    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 2 days ago
    We rented spyglass for a month starting nov 8 to dec 10 2018 . We had 3 adult couples for the first 2 weeks and 3 adult children and 3 grandkids for the second 2 weeks. We have...
    Reviewed 24 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...
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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 AI2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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 5 July 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 2 July 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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (93)Excellent
    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 18 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 17 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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    Sandy Ground, Anguilla N A
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 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 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 AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Wesley House - Anguilla1 / 10
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2013
    We really enjoyed our stay In Wesley House, the entire house is perfect in every way, well equippted, spacious, clean and indeed very comfortable, the outside decks are well...
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    Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property. It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean. The nearest beach is a 5...
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    Location Information
    Island Harbour, Anguilla VC0400
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Zenaida - Anguilla1 / 10
    (2)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    We had the opportunity to stay at the gorgeous Zenaida estate for 7 days. From the second we stepped onto the property we were met with the friendliest people who took such...
    Reviewed 19 May 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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    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
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 14
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    3 Bedrooms, 4 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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    Smoking allowed
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    Tropical Paradise Overlooking the stunning powder white sand beach Rendevouz Bay, Bow Green Villa is situated in beautiful tranquil private gardens with views out toward St Martin and just a moments walk away from the sea. Breathtaking Beach Rendevouz Bay is arguably one of the best beaches on the...
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    Location Information
    Rendezvous Bay, Anguilla 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    CATALINA VILLA AT SHOAL BAY EAST1 / 43
    (1)Average
    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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    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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    Island Harbour, Anguilla XXXXXX
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Twin Palms Villas at Meads Bay1 / 49
    (1)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    3 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
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    East End Village, Anguilla 2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 11
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    1 Bedroom, 3 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
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    East End Village, Anguilla 2640
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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 AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Ocean Terrace Luxury 2BR Condos, Spectacular Views1 / 10
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 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 18 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 AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location: Anguilla 7 Bedrooms, 6.5 Baths , Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling Fans, Cable, Blender, Beach Chairs, BBQ, Air Conditioning Bedrooms Only Villa Description Nearest Large Beach: Shoal Bay East...
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    Island Harbour, Anguilla AI2640
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    Mainstay Villa at Elsie Bay1 / 14
    (16)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
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    • 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 ELSIE BAY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of...
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    West End Village, Anguilla 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Ocean Views
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    Pet friendly
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    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 AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 Guests Villa Modena is private and palatial and set upon one acre of land near the Cap Juluca Hotel on Cove Bay. A combination of a two storey main house and a one storey clubhouse provides 5 stunning bedrooms with private bathrooms sleeping 10...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Villa Amarilla Island Harbour Anguilla Italian Influenced Design Designed by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior Designer The owners in...
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    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 29
    (13)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Housekeeping Included
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2018
    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 A12640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Smoking allowed
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    Beaches Edge Villa Pelican Bay, Anguilla Sleek Crisp Lines & Comfort for 10 Guests Located close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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 2018. 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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    2 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Patio
    • Balcony
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, luxurious, oceanfront, private villa in Sea Feather’s Bay with stunning views of the Caribbean and St Martin. The modern design is ideal for relaxing vacation. Large rooms with private balconies have incredible views, ample outdoors and in-door living spaces, swimming pool and garden....
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    Sandy Hill Bay, Anguilla 2640
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 11
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    Villa Fay Perfect getaway for couples or families1 / 24
    (17)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    My family vacation at this beautiful Anguilla property Villa Fay was awesome.The villa was very spacious and was able to accommodate my family of 5 and still feel like everyone...
    Reviewed 19 April 2017
    We had the most wonderful and relaxing week of my sisters wedding last month. Everything was perfect. The location, the bedrooms, the view, the Great Room. It was all amazing...
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    About this property
    This 3700 sf. sprawling compound offers mature landscaping, a master bedroom, two additional bedrooms with private bathrooms, a 1900 sf. Great Room and the Entertainment Deck. Each bedroom offers private decks for sunning or just relaxing with a cocktail. If you don't want to go to the beach...
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    Anguilla, Caribbean 12345
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Crystal Sunrise Villa Summary 7 bedrooms, 5 full plus 2 half bathrooms, Indoor and out door dining areas, Large heated pool with large deck, Roof deck, Double garage, Games room with pool table, Gym, Family room, Media room, Laundry, WIFI, Satellite Television in rooms, Large kitchen with modern...
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    Sandy Hill Bay, Anguilla 00000
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bow Green Rendezvous Anguilla1 / 20
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2017
    Bow Green was the ideal place to enjoy Anguilla for a number of reasons:Location - situated less than 100m from Rendez-vous beach (my favourite beach on the island). There are...
    Reviewed 9 September 2014
    Would recommend this to anyone! Of all the tropical islands I've visited this is my favourite. its the most picture perfect paradise island of them all. I have stayed at Bow...
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    About this property
    Golden sun, aquamarine sea, azure sky, soft white sand, beautiful unspoilt and uncrowded beach at Rendezvous Bay Beach, Bow Green Villa with swimming pool , fantastic haute cuisine of Anguilla near by,and indulgent luxury Spa near by are waiting for you. Bow Green is a beautiful home walking...
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    West End Village, Anguilla A12640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 11 Bathrooms, Sleeps 9 Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BRAMASOLE - Pelican Bay, Anguilla Location: Anguilla 1 - 3 Bedrooms, 3.5 Baths , Air Conditioning Whole House, BBQ, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Hair Dryer, Ice Maker, Internet, Maid Service, Microwave, Pool, Preferred Lifestyle, Safe, TV, Washer Villa...
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    Blowing Point, Anguilla XXXXXXXXXX
    Holiday Rental House - 3 Bedrooms, 11 Bathrooms, Sleeps 9
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    ARUSHI VILLA1 / 19
    (1)Excellent
    5 Bedrooms, 14 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations.The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    ARUSHI means ' Ray Of Sunshine' This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course...
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    West End Village, Anguilla AI2640
    Holiday Rental House - 5 Bedrooms, 14 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
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    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 AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • 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
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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