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The Valley Holiday Rentals

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    Travellers to The Valley are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 29 Rentals in The Valley
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Oceana Villa Anguilla - Brand New 2 bedroom1 / 92
    (15)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Fabulous Ocean View - Bayberry and Chinaberry -1 / 12
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
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    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 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
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Lotus Blossum Villa The Valley Anguilla 2 Double Bedrooms & 1 Double Studio Lotus Blossum is a peaceful, relaxing property, prisitne, light and beautifully finished with 2 double bedrooms and a self contained studio on the lower level. The bedrooms have contemporary art on the walls, bespoke...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests This is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Ani North Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests This is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Little Butterfly1 / 20
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Reviewed 4 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 27 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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    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
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    L'Embellie Villa and Cottage1 / 18
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Housekeeping Included
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    Pet friendly
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    Reviewed 1 week ago
    We were so thrilled to have L'Embellie as a private retreat after our wedding. The house is beautiful - everything you could need is right there at the villa, beautiful sunset...
    Reviewed 1 week ago
    This was our second time to this villa and our third trip to beautiful Anguilla. This villa is beautiful and well-equipped with everything you need to unwind and relax. The...
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    About this property
    Welcome to L'Embellie Villa on Anguilla's Forest Bay, an elegant and secluded three-bedroom luxury villa and cottage set on one acre of lush tropical gardens and white sandy beach. Once you arrive, it is a paradise you will not want to, or need to, leave despite the many allures of Anguilla....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
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    Little Butterfly Apartment Little Harbour, Anguilla This lovely one bedroom luxury apartment is located on the mezzanine level of Papillion Villa in Anguilla. Perfect for the solo traveler or a couple, Little Butterfly provides a contemporary and affordable getaway vacation in the heart of...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Terrace
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    Pet friendly
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    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
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    • Secure Parking
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    • Balcony
    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic, well-appointed 2BR 2BA condo available for December 2018. This property is centrally located on the Island of Anguilla and is convenient to some of the most sought-after beaches and restaurants in the Caribbean. Ocean Terrace Condos overlooks the Island of St. Maarten, The view is...
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    The Valley, Anguilla AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Oceana Villa Anguilla Close to Sandy Beaches Anguilla famously has 33 beaches and Oceana is close to several: one of the nearest is Crocus Bay. Viewed from Oceana and just a five minute drive this is a long, relatively untouched, quiet beach, except for the Da Vida restaurant at its eastern end....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
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    • Grill
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Like a towering ivory sculpture perched on the majestic cliffs overlooking Anguilla’s Little Bay, the four bedroom Ani North has been designed and fitted to offer an unforgettable Caribbean vacation. Unique to Ani North is the home’s dramatic stair atrium with massive skylight above and water...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom Villa Sand Castle Villa boasts 4 bedrooms, 2 kingsize, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with its own beautiful pool this villa...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
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    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Allamanda Beach Club is a 3-star Family oriented Hotel located at Shoal Bay East. Located in the heart of Shoal Bay, this Hotel is a 3 minutes walk to the East side of Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Allamanda Beach Club is a 3-star Family oriented Hotel located at Shoal Bay East. Located in the heart of Shoal Bay, this Hotel is a 3 minutes walk to the East side of Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Allamanda Beach Club is a 3-star Family oriented Hotel located at Shoal Bay East. Located in the heart of Shoal Bay, this Hotel is a 3 minutes walk to the East side of Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Wi-Fi
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Ocean Views
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Wi-Fi
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Ocean Views
    • Balcony
    • DVD Player
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    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    White Cedars1 / 18
    (8)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Grill
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    We highly recommend the villa. It's just as it looks in the pictures. Very comfortable. A/C in all three bedrooms. It might feel strange having outdoor showers in two of the...
    Reviewed 3 June 2018
    Thought a more recent review should be up here....Just returned from a week-long stay at White Cedars with my boyfriend and one other couple, and we loved it! It was our first...
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    About this property
    For larger groups, White Cedars can be rented along with it's neighboring villa, Colibri. Please inquire with one of our Villa Specialists for more details! Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday....
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Ocean Views
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    • Waterfront
    • Hot Tub
    • Cable/satellite TV
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Anguilla’s newest rental property, Sandcastle Beach House! We offer a one of a kind experience for couples, families, or private events. Located directly on the beach, Sandcastle Beach House is the perfect spot for active families that don’t want to miss one minute of vacation time...
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    The Valley, Anguilla AI2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Sandcastle Villa - Luxury Beachfront (owner)1 / 91
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2016
    If I could give 100 stars I would!I write this review back in reality, missing the dream that is Sandcastle Villa so very much. This house is everything and more. Beautifully...
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    About this property
    Sandcastle is a private oasis, sitting directly on a secluded, white sandy beach of Anguilla. An absolute dream home to delight the most discerning of guests…lounge on the terrace tucked in the colorful garden, lose yourself in the sounds of the ocean from the ‘zen den’ built directly on the...
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    The Valley, Anguilla AI2640
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Balcony
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Balcony
    • DVD Player
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-star aparthotel in Shoal Bay with free parking Located in the heart of Shoal Bay, this aparthotel is 0.7 mi (1.2 km) from Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are also within 6 mi (10 km). An...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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