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Holiday Vacation with Pools in Island Harbour, Anguilla

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    $1,097 Average
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    Travellers to Island Harbour are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 35
    5 of 5 stars (57) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 29
    5 of 5 stars (42) Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
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    About this property
    MOONRAKER - The ultimate villa in Anguilla for Luxury, Seclusion and Value. Rated overall as "5 star” and loved by all our valued customers. Rated "Excellent" on Tripadvisor and awarded "Top Vacation Rental" on Flipkey/Tripadvisor Moonraker Villa awaits you; a signature, 7 suite, 15,500 sq ft... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 23 May 2016
    We Just stayed at Moonraker with a group of 15. My husband and I along with our closest friends, my daughters and their boyfriends all helped us celebrate our 10 year...
    5 of 5 stars Reviewed 19 August 2015
    We (15) meet together from three states. The house was perfect for us and we had the most amazing time together. We all had space without being on top of each other. The...
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    1 / 7
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
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    About this property
    'JEMS' is beautifully situated with sweeping ocean views and magnificent sunsets. The villa offers the discriminating traveler 3 main bedrooms and 3 main baths with walk-outs to the lovely pool and galleries from the principal rooms. JEMS Villa has a wonderful garden for alfresco dining. Walk... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 12 February 2014
    This is a tranquil vacation spot. The private pool is a perfect place to relax all day with a sun-hat and a good book. I spent 10 days decompressing from the stress of urban life...
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    1 / 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Kiki Villa Shoal Bay Anguilla 10 minute stroll from Shoal Bay Beach This stunning property built in the mediterranean villa style has a pristine white exterior, a pool, terraces and sun deck overlooking Shoal Bay in the distance. Shoal Bay Beach is just a 10 minute stroll away from Kiki Villa and... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 27
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
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    • Waterfront
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    • ?
    • ?
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    • ?
    About this property
    Picturesquely situated on Anguilla's southeast shoreline, Ultimacy Villa is an eight bedroom super villa located in the upscale neighborhood of Sea Rocks, nestled between the villages of Shoal Bay and Island Harbour. This three story home is considered one of Anguilla's largest and most impressive... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 25
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • DVD Player
    • Patio
    • Grill
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa Soleil at Captains Bay is a fully air conditioned villa with luxury appointments throughout. . From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the ocean from the front and rear of the villa; view of seven islands including... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located just west of Shoal Bay East the views from the pool deck and upper balcony are panoramic and dramatic. Special touches throughout this lovely villa reflect the extensive efforts to make this villa comfortable and relaxing for guests. The home has four bedrooms, five bathrooms and has... View all property information
    Location Information
    Island Harbour, Anguilla
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    1 / 8
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Praised in Architectural Digest twice, this ultra modern villa is the ideal vacation spot for the well traveled who appreciate architectural beauty, unspoiled nature, tranquility, privacy, simple elegance and personalized service. Two four bedroom grand villas, four three bedroom villas and... View all property information
    Location Information
    Island Harbour, Anguilla