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South Hill Family & Kid Friendly Rentals

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    Don't let other travelers get your favorite South Hill area vacation rental. You're so close to securing your perfect getaway. Book today.
    53 Matching Rentals in the South Hill AreaView all 115 rentals
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    Pinnacle Villa - 3 bd luxury, best view and excellent support from owners1 / 18
    (3)Excellent
    South Hill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Imperial Penthouse, New Oceanview w/H.Pool&Package1 / 19
    (5)Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 5 miles of South Hill.
    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Ocean Views
    • Housekeeping Included
    • Patio
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set into beautifully landscaped gardens, Mangrove Villa is on dramatic West End Bay and just a 5 minute walk from the powder white sands of Shoal Bay West. The magnificent roof top lounge is perfect for sun-bathing or having cocktails while watching the sun go down. The 50 x 20 foot freeform pool...
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    The Valley, Anguilla A1
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Twin Palms Villas at Meads Bay1 / 49
    (1)Excellent
    Long Bay Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Beautiful villa with ocean view and terrace1 / 15
    (6)Very good
    West End Village
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Central Heating
    • Ocean Views
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 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 August 18, 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
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 5
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    West End Village
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A true tropical oasis, Malliouhana is set on 25 acres of lush, landscaped gardens that merge with one and a half miles of pristine white-sand beaches to envelop your senses and bring to life the true majesty of Anguilla. Enjoy the absolute essence of your destination, discover the healing power of...
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    West End Village, Anguilla 2640
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Rendezvous Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Grill
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    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Long Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Little Harbour
    4 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVALON VILLA - Lockrum Estates, Anguilla, BEACHFRONT WITH VIEWS OF ST MARTIN Location: Anguilla - British West Indies , RARE ON ANGUILLA- has its own beautiful sandy beach with interior reef! 1 - 4 Bedrooms, 5 Baths , Air Conditioning Bedrooms Only, Bath Tub, BBQ, Beach Chairs, Beachfront,...
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    Little Harbour, Anguilla AI2640
    Rental Home - 4 Bedrooms, 10 Bathrooms, Sleeps 10
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    Solaire Standard1 / 20
    (2)Excellent
    Blowing Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 26, 2017
    Start by saying that we ran into all kinds of problems with our other villa the management company we booked through not Trip Advisor or Isle Blue was able to reach out to the...
    Reviewed August 7, 2017
    Villa was perfect. My husband & I were not disappointed in our villa and I don't know how you could be. It it clean and new and the space is well layed out. I loved how...
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    About this property
    Are you an eco-friendly person? Most of know we have to start thinking about the environmental impact of many parts of our lives, including travel. This is why the Villa Solaire Standard is the environmentally friendly traveler's ideal find. Set on an astonishingly beautiful area of Anguilla,...
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    Blowing Point, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With its location along Long Pond Bay in Anguilla, the large and contemporary Villa White Cedars is a unique find. Though meant to house six visitors in three bedrooms, the spaciousness of this villa is often a surprise. The proportions are perfectly balanced, however, and all of the living spaces...
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    Sandy Hill Bay, Anguilla
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sandy Hill Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    • 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
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (11)Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 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 March 20, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Terrace
    • Parking
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Separated from the ocean’s shore by Anguilla’s fascinating; limestone rocks, towers Crystal Sunrise Villa. Coastally aligned, this beauty over the horizon offers you the most picturesque views; from its roof top, open deck panoramic patio to the poolside. Why sleep indoors? When you can sleep under...
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    Sandy Hill Bay, Anguilla AI 2640
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Housekeeping Included
    • Terrace
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the...
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    Shoal Bay Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sandy Hill Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Balcony
    • Terrace
    Suitability
    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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Three Dolphins  Lockrum Bay, Anguilla  BWI1 / 51
    (12)Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 24, 2017
    Our large family of 5 adults and 4 children vacationed experienced a vacation of a lifetime at Three Dolphins Villa. Upon arrival at the villa, we were greeted by the lovely...
    Reviewed February 23, 2017
    I have been to Europe, Asia, India, Mexico, Bermuda, and Hawaii. I have stayed in some very beautiful homes, but none so stunning as Three Dolphins Villa. For my fiftieth...
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    About this property
    Three Dolphins, Anguilla is an Elegantly furnished Small Estate on the British West Indies Isle of Anguilla and provides a most private escape for the discriminating traveler. Overlooking its own secluded strand of white sand beach directly in front of the house it also has breathtaking views of...
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    Little Harbour, Anguilla A12640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Coconut Palm Villa -Twin Palms Villas at Meads Bay1 / 45
    (5)Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2017
    This villa was the stay of a lifetime for my husband and I! We were lucky enough to be part of the wedding party for my cousin's wedding. It was truly paradise everywhere we...
    Reviewed June 6, 2017
    We stayed at Coconut Villa the week of our wedding. The villa is spotless, and very beautiful, the views are spectacular and it is very private.. The staff is very friendly and...
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    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Long Bay Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Blowing Point
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With more than three private acres of tropical gardens and grounds, and more than seven thousand square feet of upscale living space, the Villa Paradise on Blowing Point in Anguilla easily matches its name. However, the views of St. Martin in the distance, the long stretch of private beach, and the...
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    Location Information
    Blowing Point, Anguilla
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!1 / 121
    (93)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 July 17, 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 May 16, 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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Location, Location, Location! Stunning Villa Azure1 / 27
    (8)Excellent
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2018
    Our family of ten spent 12 incredible nights at Villa Azure, the villa is absolutely breathtaking. As others have said, the pictures simply do not do the property justice. Of...
    Reviewed March 9, 2014
    Villa Azure provides a 5+++ Star vacation accommodation with all the privacy and comfort of a private home. Villa Azure's location and staff are beyond compare. If you are...
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    About this property
    **Quick Villa Azure info: Villa Azure is a 5 Star Luxury Villa overlooking Anguilla's best Beach- Shoal Bay Beach • It is the most luxurious Villa with the most amenities in the Shoal Bay Beach area • The best sea views on the island are framed in each doorway with endless shades of blue •...
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    Shoal Bay Village, Anguilla CARRIBBEAN
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Washer
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Shoal Reef West is new to the rental market and its unique design is welcoming, relaxing; yet elegant with unique attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. A rooftop deck completes the recreational...
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    Location Information
    West End Village, Anguilla AI 2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Blowing Point
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are part of the green revolution and you want to travel but also support those aligned with your cause, then the stunning Villa Solaire Premier in Anguilla is for you. Sitting over Lockrum Bay and offering truly unprecedented views of the sea and the islands in the distance, the two-bedroom...
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    Location Information
    Blowing Point, Anguilla
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa1 / 32
    (4)Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 30, 2016
    My husband and I stayed here with our 3 small children and extended family (10 people total) and had an amazing time. The pictures do not lie--the house is really that beautiful...
    Reviewed August 11, 2014
    Words truly cannot describe our stay at Beaches Edge Anguilla. But I will try..From the serene private setting with amazing views of the ocean to the full service staff(which...
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    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a...
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    Location Information
    Blowing Point, Anguilla BWI
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    West End Village
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Wi-Fi
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Nevaeh, Anguilla. Going beyond luxury, the eight-bedroom Villa Nevaeh sets an entirely new bar in terms of opulence and amenities. Located along Long Bay in Anguilla, it features a full household staff, a golf simulator, a tennis and basketball court, and more. The Balinese inspired design...
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    Location Information
    West End Village, Anguilla
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    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 April 5, 2017
    The accommodations were absolutely wonderful! The villa was extremely comfortable and spacious. The private pool was a great feature that was used frequently, and housekeeping...
    Reviewed April 5, 2017
    This was a family vacation of nine people. We stayed at these two adjoining villas and had a great time. The Twin Palm Villa was perfectly equipped with everything, from the...
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    About this property
    Beach Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla * 2 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely...
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    Location Information
    Long Bay Village, Anguilla AI 2640
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Seabird Villa - Minutes From Rendezvous Bay Beach1 / 18
    (15)Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Seabird Villa listing and we thank you for stopping by. Please note that the rate quoted here is for 2 bedrooms only. Kindly visit the Rate Note Section for additional bedrooms and their rates or contact us for pricing. Completed in 2010, Seabird Villa was designed by architect...
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    West End Village, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    SHOAL REEF1 / 23
    (4)Excellent
    Shoal Bay Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • DVD Player
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 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 April 26, 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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Anguilla Bow Green Villa on Rendezvous Bay Beach1 / 22
    (3)Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Housekeeping Included
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2017
    The villa is just a few minutes walk from Rendevous Beach, the best beach on the Island with fine golden sands and clear turquoise sea, the ideal setting where we chose to hold...
    Reviewed June 13, 2015
    Overlooking a stunning 2 mile long powder white sandy beach, named Rendevous Bay, stands Bow Green Villa which is set within half an acre of private land. The exclusivity of the...
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    About this property
    Bow Green is walking distance to Rendezvous Bay Beach which is one of the best beaches in Anguilla. Great views of St Martin and close to Anguilla Great House, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool....
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    West End Village, Anguilla A12640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Blowing Point
    3 Bedrooms, 11 Bathrooms, Sleeps 9 Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Housekeeping Included
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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
    Rental Home - 3 Bedrooms, 11 Bathrooms, Sleeps 9
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    TRULY EFFORTLESS BEACH ACCESS! A MUST SEE! Alegria1 / 42
    (9)Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Cable/satellite TV
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    • Hot Tub
    • Waterfront
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2017
    This home, Villa Alegria, in Blowing Point, Anguilla, BWI, was absolutely, positively all that we wanted and thought it would be plus more. From our first entrance into this...
    Reviewed April 25, 2017
    We stayed at Villa Alegria 4/14/17 - 4/21/17. What a truly amazing home. The location could not be more convenient. It was just a couple minutes form the Blowing Point Ferry...
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    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,...
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    Blowing Point, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    ARUSHI VILLA1 / 19
    (1)Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations.The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    About this property
    ARUSHI means ' Ray Of Sunshine' This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course...
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    West End Village, Anguilla AI2640
    Rental Home - 5 Bedrooms, 14 Bathrooms, Sleeps 10
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    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • 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
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    The Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Terrace
    • Patio
    • Waterfront
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the luxury vacation of your dreams in the romantic ambiance of Gardenia Villa. Lounge on your private roof deck and enjoy the laid-back tropical lifestyle of Anguilla. Overlooking the sparkling azure waters of West End Bay, Gardenia is just a five minute walk from Shoal Bay West -...
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    The Valley, Anguilla A1
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!1 / 45
    (5)Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2017
    We had a fantastic experience at Beaches Edge for our four night vacation with our closest family and friends that culminated in our wedding! Michelle was very responsiveness...
    Reviewed February 10, 2017
    Not easy to find a place that can take care of such a large group. But these villas did that and some. Managers were very helpful lining up rental cars. Fishing trips. Our...
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    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate...
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    Blowing Point, Anguilla BWI
    Rental Home - 10 Bedrooms, 12 Bathrooms, Sleeps 20
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    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
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    Bow Green Rendezvous Anguilla1 / 20
    (2)Excellent
    West End Village
    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 January 15, 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 September 8, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Long Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on Rendezvous Bay in Anguilla, Villa Seabird is a truly exclusive and upscale holiday setting. So well stocked with amenities and features, it can easily serve as your only destination on the island as it provides truly amazing scenery as well as an iconic Caribbean experience. Designed as a...
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    Long Bay Village, Anguilla
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Long Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Note: Sky Villa and its sister villas, Sea and Sand are under new ownership and being completely transformed and upgraded inside and out by a professional architecture and design team. Photos are BEFORE the transformation. New photos coming after our November 15th villa opening....
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    Long Bay Village, Anguilla A1 2640
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    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
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 11
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    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. With three (3) bedrooms all with ensuites, living room, half bath,...
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    West End Village, Anguilla AI2640
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    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
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 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 August 10, 2013
    The Bayview Villa was a great choice for our family. We were able to fit all 11 people in comfortably without any problems. The views of Road Bay and Sandy Ground were amazing...
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    About this property
    Nestled on the hillside overlooking Sandy Ground: It is a 2 minute walk to the white sandy beach and turquoise water. The cares of the modern hectic world float away as you feel the island breezes on a traditional covered wrap around veranda. You will never forget the water views of the sea bay...
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    Sandy Ground, Anguilla 1237
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
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    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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    Location Information
    Little Harbour, Anguilla AI 2640
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    West End Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An estate-like villa set along the golden sands of Long Bay in Anguilla, are just a few of the words to aptly describe the Villa Element Sand. One of three modern beauties with remarkable architectural style and charm, this villa offers up spacious, comfortable, and luxurious living. Pure white...
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    West End Village, Anguilla
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Little Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Comfortable villa in quiet neighborhood overlooking Little Harbor. Views include lovely sunsets over the harbor, St Martain and surrounding islands. There is access to Little Harbor for swimming and snorkeling. The villa has a spacious great room with high airy ceilings, full kitchen, dining and...
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    Little Harbour, Anguilla CARRIBEAN
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    West End Village
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
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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
    Rental Home - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    Long Bay Village
    9 Bedrooms, 11 Bathrooms, Sleeps 23 Quick View
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    • Waterfront
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Santosha Villa Estate Anguilla, Welcome to Your Own Beachfront Oasis! ===================== SPECIAL OPENING OFFER: Take 20% off your total stay when you book by October 31, 2018 for stay dates in 2018 and 2019.* See Offer Details below. Some restrictions apply. =====================...
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    Long Bay Village, Anguilla A1 2640
    Rental Home - 9 Bedrooms, 11 Bathrooms, Sleeps 23
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