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South Hill Holiday Homes

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    AU$2,228 Average
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    Don't let other travellers get your favourite South Hill area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 85 Rentals in South Hill
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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (4)Excellent
    South Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    South Hill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 10 kilometres of South Hill.
    Mangrove Villa at Indigo Reef1 / 6
    (1)Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Tequila Sunrise Villa in Anguilla1 / 17
    (6)Excellent
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2019
    Tequila sunrise is a winner. The villa is beautiful with 3 bedrooms, an infinity pool and large indoor / outdoor living space. It’s isolated and private with a view of Saint...
    Reviewed 26 January 2019
    The locations is great. You are a so close to Dropsey Bay and in a central location. You are not far from either end of Anguilla. Robin and Joel have created an unbelievable...
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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 for...
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (17)Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2019
    Our family of four (2 kids: 10 and 15) stayed at Oceana for our first trip in Anguilla. From the second we walked in we knew we were home. The house cannot be more perfect for a...
    Reviewed 27 May 2019
    We have traveled the caribbean and rented villas. However Oceana beyond surpassed any villa we have rented. First...the personal touches that are evident in every aspect of...
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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
    Beautiful villa with ocean view and terrace1 / 15
    (7)Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Ocean Views
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2017
    We come to Anguilla every year for at least three weeks. We loved this Villa so much that we came back again this year. While the road is a challenge, the Villa itself is...
    Reviewed 19 August 2016
    This was an excellent place to stay. Very reasonable rates by comparison and the quiet nature of it's location only enhanced the restful nature of our break.
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    About this property
    The CATALINA Shoal Bay Villa is a new ocean view, Caribbean style, high quality, affordable development on ¼ acre of land. The villa is rented for holidays or longer term.The unique private residence villa is elegant, inviting, exceptional with conveniences designed for the luxury lifestyle, and...
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    West End Village, Anguilla 1234
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 5
    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (6)Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2019
    We enjoyed a full week stay at this fabulous villa just off of Meads Bay Beach. The location allows for ocean and spectacular sunset views and is at most a leisurely two minute...
    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...
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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
    Fabulous Ocean View - Bayberry and Chinaberry -1 / 19
    (11)Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    21 Years at Bayberry and it just gets better every year. Best people run the villa, wonderfully furnished (best most comfortable bed) and great views. This is the best villa...
    Reviewed 20 March 2018
    We returned to Chinaberry for the twentieth year and we are delighted to report that the property survived the hurricane and continues to be a place of bliss and happiness...
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    About this property
    For Holiday Season 2018, our two bedroom Villa Bayberry only is available. The rate is 425US per night plus tourism levy. Nights prior to Dec 30 2018. Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or...
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    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Sandy Hill Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Parking
    • Grill
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Colibri, Anguilla. Brand new and designed in an amazingly contemporary and clean style, the Villa Colibri in the Long Pond Bay area of Anguilla will truly take your breath away. Spread out over two levels, the villa features a spacious interior suitable for up to 12 visitors at once. Just...
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    Sandy Hill Bay, Anguilla
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    George Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bella Constantina Villa Little Harbour Anguilla Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    The Valley
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Patio
    • Washer
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely decor adorns this delightful two bedroom villa which includes an open kitchen, bar and dining room with vaulted ceilings; two equal air conditioned master bedroom suites, private hot tub, lush gardens and roof top sun lounge. Each master suite has memory foam beds with luxury linens, and is...
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    The Valley, Anguilla A1
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Beach Palm Villa - Twin Palms Villas at Meads Bay1 / 32
    (3)Excellent
    Long Bay Village
    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 5 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
    George Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 16
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Bayview Villa, Sandy Ground. Unbelievable views1 / 69
    (5)Very good
    Sandy Ground
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Patio
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2018
    The Bayview house, its location, and views are beautiful. I would love to stay there again to enjoy the wonderful wrap around veranda, cool breezes, fabulous views and the short...
    Reviewed 11 August 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay...
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    Sandy Ground, Anguilla 1237
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    The Valley
    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
    2 mins to Beach by Ferry Boat Guests can jump on a local Ferry Boat that takes 2 minutes to transfer guests to a nearby sandy beach. watersports are available on the beach Snorkel and sailing tours are available from St Lucia Immaculate Interior This beautiful apartment is tastefully decorated...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Rendezvous Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Arushi, Anguilla.  Set at the western end of the island of Anguilla, the Villa Arushi provides its visitors with unprecedented views of St. Martin in the distance, the sea in between and the glorious gardens and grounds that surround the five-bedroom property. With beachfront access, it...
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    Rendezvous Bay, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa Kai is located in the Sandy Hill (East End) area on Long Pond Bay. We are situated right on the shore with easy access to a lovely sandy, rocky coastline and the relaxing sound of rolling waves. We have wonderful, cooling trade winds and terrific views of St. Marten, Saba and St. Barts....
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    Sandy Hill Bay, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Sandy Ground
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Terrace
    • Parking
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    de luxe duplex appartment sea view ,80 meters from the beach of the sandy ground village walking distance to restaurants the apartment is very well furnished big gourmet kitchen with bar to have a nice aperitif same time cooking all towels and linen are provided beach chairs,cooler & umbrella a...
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    Sandy Ground, Anguilla 2610
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Spyglass Hill Villa1 / 10
    (1)Excellent
    Sandy Ground
    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
    Reviewed 10 January 2019
    What a wonderful first visit to Anguilla. The villa has amazing views and is tucked away. Great amenities from beach towels, basic foods and drinks to get you started, plenty of...
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    About this property
    Perfect Villa LayoutThis 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 King Size beds, en suite bathrooms and...
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    Sandy Ground, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The Valley
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis 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 staff...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    BEST VIEW IN TRUE PARADISE. U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (96)Excellent
    Sandy Ground
    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 3 March 2019
    The view from the patio is reminiscent of being in Santorini. You can see for miles. Ships and boats coming and going. And the sunsets!! Oh, and the Castle is not too...
    Reviewed 21 February 2019
    We returned to Grand Outlook Castle in January 2019, our third visit! The eight of us,four couples, enjoyed a wonderful reunion vacation for 10 days at GOC. Paul and Elise, the...
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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
    Little Harbour
    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
    L'Embellie Villa and Cottage1 / 18
    (6)Excellent
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Housekeeping Included
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2019
    We really enjoyed our stay at L'Embellie.Between the pool and the private beach/ocean, we ended up leaving the house a lot less than we had originally planned.The grounds and...
    Reviewed 2 March 2019
    My husband and I spent the month of January at this lovely villa. We loved the solitude and peacefulness of the property. We were a short drive from all the glorious beaches...
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    About this property
    Welcome to L'Embellie Villa on Anguilla's Forest Bay, an elegant and secluded three-bedroom luxury villa and cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
    The Valley
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 GuestsThis 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 staff...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Little Butterfly1 / 21
    (18)Excellent
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed 5 April 2018
    We loved Little Butterfly! It’s very well appointed with absolutely everything you need for self catering and the little details make you feel very welcome - fruit and cereal...
    Reviewed 28 March 2018
    This Villa is beautiful! The views are wonderful! It was large and comfortable, Our housekeeper was just incredible and our hosts we gracious. We loved our entire experience and...
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    About this property
    Little Butterfly is a one bedroom, luxury apartment located on the mezzanine level of Papillon Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the tranquil neighborhood of Little Harbour. The south facing,...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    George Hill
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis 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
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
    West End Village
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Grill
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Cerulean on Anguilla captures the essence of the island with comfortable furnishings accented with blue decor. This magnificent villa is just steps from the beach and provides nine individually decorated bedrooms, making it ideal for families or a group of friends traveling together....
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    West End Village, Anguilla
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
    Rendezvous Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    About this property
    Tropical ParadiseOverlooking the stunning powder white sand beach Rendezvous Bay, Bow Green Villa is situated in beautiful tranquil private gardens with views out toward St Martin and just a moment's walk away from the sea. Breathtaking BeachRendezvous Bay is arguably one of the best beaches on the...
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    Rendezvous Bay, Anguilla 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    George Hill
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Bella Constantina Villa Little Harbour Anguilla 4 Villa Suites Each Suite has 2 double bedrooms & 2 bathrooms Close to Anguilla's Southern Coastline 4 Villa Suites overlooking the OceanThis 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
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 29
    (13)Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2019
    We just completed a 2 week stay at Three Dolphins. For part of our stay, our daughter's family joined us, for part just the two of us. We've developed a clear list of things...
    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. The Villa has been lovingly 'restored and refurnished' inside and out Post Irma by her new Owners. Overlooking its own...
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    Little Harbour, Anguilla A12640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    West End Bay Self Catering Apartments1 / 10
    (6)Excellent
    Long Bay Village
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 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 7 February 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 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 apartments face south west...
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    Long Bay Village, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Twin Palms Villas at Meads Bay1 / 49
    (1)Excellent
    Long Bay Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
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    • 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
    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Terrace
    • Balcony
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the...
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    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Blowing Point
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Smoking allowed
    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the...
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    Blowing Point, Anguilla
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
    Villa Tasha, a luxury seafront villa on the Caribbean sea, next to a beach1 / 20
    (1)Excellent
    The Valley
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Grill
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2019
    I had the distinct pleasure to stay at this villa with a friend for two weeks over March/April 2019. From the outset, it was marvellous. The concierge met us at the port and...
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    Villa Tasha, located in Anguilla next to a semi-private beach which backs onto a bird conservation area, Blackgarden Bay is a secluded, untouched area featuring wild, natural beauty so rare today. The villa has a large patio and pool area with a view of the beach and jaw dropping, unrestricted...
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    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Shoal Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & VerandasBlack 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 ShowersEach air...
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    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Sandy Hill Bay
    2 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Patio
    • Balcony
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    • 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
    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Little Butterfly Apartments Little Harbour, AnguillaThis 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Villa Modena Cove Bay Anguilla Comfortably Sleeps 10 GuestsVilla 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
    Long Bay Village
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beach Villa Ella Barnes Bay Beach Anguilla Sugary White Sandy BeachfrontBarnes 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleek Crisp Lines & Comfort for 10 GuestsLocated 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 exceptional staff. There are 5 bedrooms, 3...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Descend upon a lush landscape that envelope a stately stature of the 6679 square foot Ocassa Villa. This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed...
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    Little Harbour, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Water's Edge Villa, Anguilla1 / 24
    (1)Very good
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Washer
    • Waterfront
    • Terrace
    • Grill
    • Ocean Views
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You enter the villa through our lush garden and the view to the Caribbean dominates the open living space. This level boasts two 16 foot sliding doors that open to the oversized pool deck, lawn and ocean beyond. You’re right on the water’s edge so relax into a lounge chair and enjoy the sounds...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    The Valley
    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
    Champagne Shores Villa1 / 13
    (2)Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2019
    I have stayed and visited Champagne Shores multiple times and even got married there! I have loved each and every one of my experiences there. The service/management is great...
    Reviewed 26 January 2019
    We thoroughly enjoyed our week on Anguilla and our stay at Champagne Shores. The island is filled with friendly and welcoming people. From the moment you disembark at...
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    About this property
    This spectacular Ocean Front Villa has 5 Bedrooms, 4 of which have great ocean views and views of St. Martin. The villa was completely remodeled in 2018 and has all the amenities that you will need while in Anguilla. Daily butler service is included with your stay. Daily continental breakfast...
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    Blowing Point, Anguilla 00000
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Crystal Sunrise Villa1 / 10
    (1)Excellent
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 March 2019
    What an incredible property. Our group of 10 had a fantastic weeks stay. There are really not enough words to describe this property. It was fantastic! Clean well kept and you...
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    About this property
    Crystal Sunrise Villa Summary7 bedrooms, 5 full plus 2 half bathrooms, Indoor and outdoor 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
    The Valley
    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 BeachesAnguilla 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 It's eastern end....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    • Parking
    • Wi-Fi
    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
    Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)1 / 37
    (4)Excellent
    Long Bay Village
    9 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Hot Tub
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2019
    This house is absolutely beautiful. The beach which is steps from the house is wonderful. The staff could not be better and we will definitely return.
    Reviewed 12 June 2019
    It’s impossible to believe, but the house is even more incredible in person than the photos. The staff is equally as impressive - they catered to our every whim! Once at NEVAEH...
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    About this property
    An exclusive 9-bedroom estate located on beautiful Long Bay with a half mile of powder fine, white sand beach. Nevaeh is heaven spelled backwards and this modern, high-end villa definitely lives up to its name. With 5 bedrooms in the Main House, 3 in the nearby Guest House, plus a free-standing...
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    Long Bay Village, Anguilla AI2640
    Holiday Rental House - 9 Bedrooms, 12 Bathrooms, Sleeps 22
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