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Villas in Anguilla, Caribbean

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    All 819 Rentals in Anguilla
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    Travellers to Anguilla are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    From
    $2,419
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    1 / 28
    5 of 5 stars (2) Excellent
    7 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (2) Make Enquiry
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    $552
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    1 / 35
    5 of 5 stars (52) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    $235
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    1 / 7
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Enquiry
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    $1,217
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    1 / 26
    5 of 5 stars (2) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
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    • Dryer
    • Grill
    • Gym
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    • Satellite TV
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    • Suitable for children
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    • Elder access
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    About this property
    This luxurious six bedroom Coyaba Villa is situated in Lockrum on the scenic southern coast of Anguilla overlooking the mountains of the neighboring island St. Martin/Maarten. The secluded cove is perfect for sunning or swimming and is a stones throw away. With its beautiful surroundings and... View all property information
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    5 of 5 stars Reviewed 1 December 2014
    This elegant but casual house has great views, a wonderful staff, and is convenient to all Anguilla activities. Very quiet and protected pool and lawn area is perfect for hanging...
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    $812
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    1 / 19
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Panarea Villa in Caribbean architecture features a separate high-tech gym and spa, jet stream equipped infinity pool and sweeping sea views of St. Martin from all rooms. Set in the West End of Anguilla (overlooking Cap Juluca and Altamer), just 900 feet away from two white sand beaches, the... View all property information
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    5 of 5 stars Reviewed 14 January 2012
    My wife and I have spent a superb week at Panarea Villa, during which we have frequently wondered why we don't hire private villas more often! Our stay in Anguilla comes at the...
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    $2,788
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    1 / 32
    West End Village
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dryer
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    • Mountain Views
    • Private Outdoor...
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    • Sauna
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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... View all property information
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    $1,141
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    1 / 22
    5 of 5 stars (5) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Located on a secluded beach on Anguilla’s southern shore, Tequila Sunrise is a contemporary, 5,000 sq.ft. beach house on Lover’s Cove in Dropsey Bay. The villa overlooks the Caribbean Sea and boasts views of St. Martin’s mountains beyond. Large expanses of glass doors and windows optimize ocean... View all property information
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    $254
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    1 / 33
    5 of 5 stars (1) Excellent
    Shoal Bay Village
    Studio / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Take an unforgettable vacation at The Fountain Residences in this luxury, over-sized studio. The Fountain Residence is located on Shoal Bay East, and is only a short five minute walk to the white sandy beaches and blue ocean water. The studio offers flexible seating and conversation areas with... View all property information
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    5 of 5 stars Reviewed 19 February 2015
    We LOVED Anguilla, and will definitely be going back. Utopian Property Management made everything easy- they booked charters and day trips for us (you MUST sail out to Prickly...
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    $1,648
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    1 / 34
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Surrounded by wide open spaces, fresh air and amazing ocean views, this four bedroom villa combines the idyllic Caribbean lifestyle with five-star boutique luxury. CéBlue Villas & Beach Resort is perched atop a hillside overlooking the blue ocean waters of Crocus Bay, and the location is just steps... View all property information
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    $4,216
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    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villa IDP JAS, also referred to as Villa Jasmine, is a delightful two bedroom villa located in the northwestern part of Anguilla, and offers luxury, relaxation and westward-facing ocean views in the distance. Spectacular Meads Bay Beach, the celebrated Blanchards Restaurant, plus several other... View all property information
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    5 of 5 stars Reviewed 14 September 2014
    What a wonderful place this is, so relaxing and everything you need is there. Incredibly comfortable beds, it was such a treat to stay 2 weeks in this villa. We could not have...
    5 of 5 stars Reviewed 8 February 2012
    To say that this villa exceeded expectations would be an understatement. First of all, it is perfectly located in the West End, right near beautiful beaches, great restaurants...
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    $989
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    1 / 18
    5 of 5 stars (15) Excellent
    4 Bedrooms / 6 Bathrooms / Sleeps 8
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Completed in 2010, Seabird Villa was designed by architect Lee Skolnick. Seabird is situated less than a minute drive to the sands of Rendezvous Bay, one the island’s premier beaches. Experience the sensual pleasures of this 4 bedroom private villa on the Island of Anguilla. The home includes an... View all property information
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    5 of 5 stars Reviewed 6 January 2015
    My husband and I snuck away for Thanksgiving week to celebrate our 10 year wedding anniversary. We did a lot of research regarding the right villa for us...we are so happy that...
    5 of 5 stars Reviewed 13 May 2014
    This is our second trip in 7 months. Seabird Villa was our first experience in Anguilla and it has much to do with why my family has fell in love with this island. We only had...
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    $824
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    1 / 27
    5 of 5 stars (9) Excellent
    Long Bay Village
    5 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists... View all property information
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    $1,268
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    1 / 27
    5 of 5 stars (4) Excellent
    Shoal Bay Village
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Located on spectacular Shoal Bay East, Villa Black Pearl offers privacy, relaxed elegance and exquisite views just steps to one of the Caribbean’s most beautiful beaches. The villa features a unique Mediterranean design including a domed roof and a barrel roof, as well as verandas and pergolas... View all property information
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    5 of 5 stars Reviewed 10 April 2015
    This is absolutely the best vacation I've ever had! Villa Black Pearl is luxury at its finest all surrounded by a peaceful, gorgeous setting. The villa is amazing with a top of...
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    $2,282
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    1 / 35
    5 of 5 stars (1) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Dramatically situated on one of the most coveted destinations in the Caribbean, CéBlue Villas & Beach Resort is built into the hillside overlooking the shimmering Crocus Bay on the island of Anguilla. Spectacular architecture and sensational tropical scenery, tasteful furnishings and a deluxe... View all property information
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    5 of 5 stars Reviewed 15 August 2014
    I just got back from my first trip to Anguilla and I stayed at CeBlue. It was everything I expected it to be. The staff was great (Grace and Zenith were sooooo sweet) The rooms...
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    $5,142
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    1 / 17
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Set in the western end of the island (overlooking Cap Juluca and Altamer), just minutes away from two white sandy beaches, IDP PAN, also known as Panarea, is a three-bedroom luxury home combining pure elegance with state-of-the-art broadband technology and a fitness pavilion. All bedrooms have... View all property information
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    $558
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    1 / 29
    5 of 5 stars (7) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
    About this property
    This 3700 sf. sprawling compound offers mature landscaping, a master bedroom, two additional bedrooms with private bathrooms, a 1900 sf. Great Room and the Entertainment Deck. Each bedroom offers private decks for sunning or just relaxing with a cocktail. If you don't want to go to the beach... View all property information
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    5 of 5 stars Reviewed 13 January 2015
    We stayed at Villa Fay over Christmas 2014, with 3 related families, and 2 babies. And it was just marvelous. Despite the fact there were 10 persons, we felt completely home. The...
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    $475
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    1 / 15
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Take in the beautiful panaromic views of St. Martin, the beautiful ocean and parts of the island while sitting on the deck drinking your morning coffee or cocktail! Large open air living space with dining room, sitting area as well as chaises to enjoy your day. Two large beautifully appointed... View all property information
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    5 of 5 stars Reviewed 11 April 2015
    We truly enjoyed our stay at the villa. It’s a beautiful place with magnificent views. There are amazing views of St. Martin from almost any point in the villa. The villa is...
    5 of 5 stars Reviewed 4 April 2015
    The view will stop you in your tracks the moment that you walk into the house. The living room is filled with comfy couches and lounges to sit and stare out at the distant islands...
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    $2,029
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    1 / 25
    5 of 5 stars (11) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villa 'B On The Sea' is a new luxurious villa overlooking the Caribbean Sea & Sandy Hill Beach with expansive views of Anguilla, St. Martin & St. Barts! The villa is designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple... View all property information
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    $2,511
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    1 / 13
    5 of 5 stars (7) Excellent
    Little Harbour
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (7) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Sitting on Anguillas South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Triton is dramatically nestled in the rolling landscape to form their own special enclaves. The surrounding waters are protected by a reef, which makes for calm waters and... View all property information
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    5 of 5 stars Reviewed 20 August 2014
    The house was wonderfully spacious and very open. The pool was perfect and the access to the bay was very easy. The separated bedrooms made for a nice get away or a quiet nap...
    5 of 5 stars Reviewed 8 October 2012
    Two things about Triton Kamique... 1. The rental agency/concierge service, Luxury Retreat Villas, was excellent. They were easy to work with and anticipated our every need...
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    $4,438
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    1 / 19
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Tucked into the soft, white sand of Meads Bay, this beachfront villa blends Anguilla’s natural beauty with warm island luxury.With just four private villas in the estate, we invite you to experience the exclusive comfort of this boutique village design and the Caribbean hospitality of our staff. If... View all property information
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    $1,845
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    1 / 14
    4.5 of 5 stars (2) Very good
    Little Harbour
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin. Anani is dramatically nestled in the rolling landscape to form their own special enclaves. The surrounding waters are protected by a reef, which makes for calm waters and... View all property information
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    $2,663
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    1 / 32
    5 of 5 stars (1) Excellent
    Island Harbour
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award-winning Dallas interior designer David Salem & Associates have hints of Moroccan flair. With spacious... View all property information
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    Location Information
    Island Harbour, Anguilla
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    $1,331
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    1 / 35
    5 of 5 stars (1) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Satellite TV
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of Anguilla. Spectacular architecture and sensational tropical scenery, tasteful furnishings and a deluxe kitchen offers you unequaled comfort in a tropical paradise setting. The villa is sprawled out... View all property information
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    5 of 5 stars Reviewed 10 January 2015
    Best resort on the island, without question! I've just returned from a fantasy vacation at the Ce Blu villas, and my experience was one that every traveler dreams about: that...
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    $254
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    1 / 21
    5 of 5 stars (8) Excellent
    The Valley
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
    • x
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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 heart of Anguilla. The south facing, self-contained... View all property information
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    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 4 February 2015
    I travelled to Anguilla for the first time in December of 2014. I had no idea what I was in for, and I had never been or even heard of the little island of Anguilla. I knew it...
    5 of 5 stars Reviewed 30 September 2013
    This is the place to stay. Great for couples or traveling solo (as I did). Good location in ( middle of island). less then 15 min. drive from Meads Bay. And 20 min drive to Shoal...
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    $747
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    1 / 18
    4 of 5 stars (6) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    White Cedars has been carefully designed to create a simple, calm space for a relaxing holiday. From every vantage point, its unique design provides breathtaking views of the Caribbean, including the islands of St. Martin, St. Barths, Saba and St. Kitts, while capturing the prevailing tropical... View all property information
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    $3,043
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    1 / 43
    5 of 5 stars (1) Excellent
    10 Bedrooms / 12 Bathrooms / Sleeps 20
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Housekeeping...
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Beaches Edge East and West Anguilla Villas are two private 5 bedroom/5.5 bath oceanfront Anguilla vacation villas that can be rented individually or together as a 2-villa, 10 bedroom private Anguilla villa estate. Combined they are ideal for extended families, groups of friends, corporate retreats... View all property information
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    5 of 5 stars Reviewed 17 March 2015
    Beaches Edge is a wonderful place to stay. I definitely give it 5 stars. We couldn't have been more pleased with the villas, the staff and Anguilla. I am on the board of a...
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    $1,585
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    1 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Beaches Edge East and West are two spacious 5 bedroom/5.5 bath (5 ensuite baths, 1 half bath) sister villas. Elegantly set oceanfront overlooking Pelican Bay, the villas have their own separate amenities, and are just a 2-minute walk to a stretch of sandy beach, and are surrounded by stunning... View all property information
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    5 of 5 stars Reviewed 12 August 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...
    5 of 5 stars Reviewed 29 July 2014
    I had the pleasure of staying at Beaches Edge (East Villa) with my husband. Once we first entered into the villa our breath was taken away instantly! We truly felt we were in our...
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    $645
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    1 / 29
    5 of 5 stars (2) Excellent
    Island Harbour
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Perched 150 feet above sea level on top of Navigation Hill on the east end of Anguilla, the Wesley House provides a spectacular ocean-front panoramic view of both the Caribbean Sea and the Atlantic Ocean. While relaxing on the deck of the Wesley House, guests can enjoy one of the most spectacular... View all property information
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    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 1 February 2014
    I recently enjoyed a week's stay at Wesley House, January, 2014, and it was an outstanding experience. When I am searching for my perfect vacation rental home I focus on 4...
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    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    'Palm Shores Villa'--the name says nearly all of it! This quiet, private Anguilla villa is sited in a stunning Caribbean location with scrumptious views of St Martin and St Barts. Situated at 6 feet (!) above sea level on a point of land between two small bays, it has sweeping vistas. Centrally... View all property information
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    4 of 5 stars Reviewed 16 February 2015
    on Forest Bay with a view of St Maarten. Villa is basic, nicely maintained and furnished. We could not have asked for more from a property. As much as we like to walk the long...
    4 of 5 stars Reviewed 17 March 2014
    Palm Shores villa is a budget-friendly, extremely private villa with the most amazing view! Accommodations are exactly as pictured: simple and clean. Sure, it could use some...
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    $6,340
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    1 / 138
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    As the name suggest Àni North sits on the northern side of the estate and, like Àni South, sits perched on the edge of the dramatic cliffs overlooking Little Bay - perhaps Anguilla's most treasured hideaway for swimming and snorkeling. All master bedrooms, indoor and outdoor living spaces are... View all property information
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    $763
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    1 / 24
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to... View all property information
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    5 of 5 stars Reviewed 19 December 2014
    Oh my Gosh, a girlfriend and I recently escaped to Anguilla and Spyglass Hill Villa on a moment's notice to rest and relax and enjoy great food. From the moment we arrived at the...
    5 of 5 stars Reviewed 30 April 2014
    Stayed for one week in April 2014. Family of four included 2 teens (14 and 18). We fell in love from the moment we arrived. Erlene (Villa Manager) met us at the airport and...
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    $1,268
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    1 / 16
    4.5 of 5 stars (2) Very good
    Blowing Point
    7 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 6/7 bedroom, 7,000 square foot gated property with large oceanfront freshwater pool sits on a landscaped 3.5 acre estate situated right on the Caribbean Sea with the mountain of St. Martin/St. Maarten beyond. The villa's protected harbor with boat dock and small cove are located directed out... View all property information
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    Location Information
    Blowing Point, Anguilla
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    $4,438
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    1 / 20
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms / 14 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ALSO RENTS AS A 1, 2, 3 OR 4 BEDROOM STARTING AT $2199 / NIGHT. INQUIRE FOR MORE INFORMATION. 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... View all property information
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    5 of 5 stars Reviewed 7 March 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations. The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    5 of 5 stars (4) Excellent
    Sandy Ground
    6 Bedrooms / 5 Bathrooms / Sleeps 11
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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... View all property information
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    Sandy Ground, Anguilla
    4 of 5 stars 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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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) This 5... View all property information
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    $488
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    1 / 10
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    West Green Villa is just a mere 15' from Anguilla's prestigious Cuisinart Golf Course. Spectacular views of St. Martin, the ocean, and the golf course now await your next stay in Anguilla. West Green Villa set in a wonderful garden, has three large and stunning bedrooms all with walk outs to patios... View all property information
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    5 of 5 stars Reviewed 18 April 2014
    I rented this amazing house for my family for my wedding. We also used the house as our meeting place for all of guests that came to Anguilla. It's spacious and comfortable. The...
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    $9,994
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    5 of 5 stars (2) Excellent
    Little Harbour
    10 Bedrooms / 10 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Le Bleu is a glamorous new villa in Anguilla. This 10 bedroom villa (all en-suite) is located in approximately 2.5 acres of beautiful tropical gardens with two swimming pools, small natural beach, beach pavilion, tennis court, gym, personal cinema and beautiful water garden. Le Bleu is unique in... View all property information
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    5 of 5 stars Reviewed 10 July 2012
    Sixteen of us, my wife and I along with her extended family, stayed in this luxury villa the week of Memorial Day. From the moment we arrived, we felt like we were being welcomed...
    5 of 5 stars Reviewed 24 April 2012
    We have just returned from a truly amazing 4 day get-a-way at Le Bleu, Anguilla. We will definitely return - only for a longer stay. The house was amazing and the staff even...
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    $139
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    5 of 5 stars (5) Excellent
    Island Harbour
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Perfect for (2) Two This newly built apartment is perfect for couples wanting to enjoy the sun , beaches and relaxation. The rooms are spacious and modern with private balcony's. They are finished in Italian tile throughout. The kitchen is well equipped with lots of work surfaces, a breakfast... View all property information
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    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 20 March 2015
    Anguilla is amazing. James Place is an equally wonderful place to explore how incredible Anguilla really is. It is very spacious. It is exactly as the pictures portray. It has...
    5 of 5 stars Reviewed 17 February 2015
    I have three stays under my belt at these apartments. I have meant to provide reviews much earlier but secretly just wanted to keep this to myself so I'd always have a place to...
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    5 of 5 stars (2) Excellent
    Island Harbour
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Great for groups! Enjoy breathtaking ocean views, prevailing sea breezes and stargazing nightly on the wrap-around porch. Minutes away from the world's most unspoiled and secluded beaches, crystal clear water, hiking trails and snorkeling. This space is unique because of its size and location.... View all property information
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    Island Harbour, Anguilla
    5 of 5 stars Reviewed 10 March 2015
    This is one of the most beautiful places in the world. Pristine beaches, crystal clear water, a continuous, warm, gentle breeze. I spent hours snorkeling, surface diving for sand...
    5 of 5 stars Reviewed 10 March 2015
    I have spent two summers at villa dulcinea and have loved my time there. The space is open and airy with beautiful accommodations. To be honest, you will spend 3/4 of your time on...
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Private Villa Rentals is a licensed & registered villa wholesaler. (TICO) #50020221. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.privatevillarentals.com/service-guarantee) This... View all property information
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    $1,013
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    1 / 99
    5 of 5 stars (64) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Ocean Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Dear Paradise Researcher, before you do read on, know the safe and serene island of Anguilla and the stunning Grand Outlook Castle WILL exceed you and your party's expectations. No image or description can ever replicate the experience of the beauty and friendly people of Anguilla and the event... View all property information
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    5 of 5 stars Reviewed 30 April 2015
    On March 21, 2015, we left on a most memorable vacation to Grand Outlook Castle on the Caribbean island of Anguilla. Grand Outlook Castle has a reputation as being one of best...
    5 of 5 stars Reviewed 21 March 2015
    Grand Outlook is as advertised, we completely fell in love with the house and the island of Anguilla. The house is perfectly situated, receiving full day sun on the pool deck...
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    $2,535
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    1 / 45
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Bird of Paradise, named one of the top villas in the Caribbean by both Islands Magazine and Ocean Home magazines, was recently recognized by Conde' Nast. The reasonably-priced villa is designed in an Asian tropical style with indoor/outdoor living and two lagoon-style pools, which weave amongst... View all property information
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    5 of 5 stars Reviewed 3 August 2012
    zoe is property manager, genius chef, leader of the most amazing staff...how could one of the most beautiful places on earth also be graced by such wonderful people. Magnificent...
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    1 / 49
    5 of 5 stars (5) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    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... View all property information
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    5 of 5 stars Reviewed 22 April 2013
    We just returned from a fantastic week at Three Dolphins. The house is absolutely spectacular. The main house has three air conditioned "master suites", all equally beautiful. The...
    5 of 5 stars Reviewed 26 March 2013
    We enjoyed another fabulous week on Anguilla with friends at Three Dolphins villa - this was our third stay there. I am posting some pictures from our recent trip. I highly...
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    5 of 5 stars (11) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space... View all property information
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    5 of 5 stars Reviewed 18 March 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
    5 of 5 stars Reviewed 18 March 2015
    We recently returned from another great stay at Ocean Terrace. We have been visiting for a week each winter since 2009 and love the feeling of returning to our familiar "home" in...
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    1 / 30
    Island Harbour
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) This 8... View all property information
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    Island Harbour, Anguilla
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    $630
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    1 / 8
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    • x
    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed... View all property information
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    5 of 5 stars Reviewed 23 March 2015
    I stayed here with my family in February 2015. This is a beautiful, spacious villa with a stunning view. It has a charming vibe. The Pattersons were very helpful with their...
    5 of 5 stars Reviewed 22 February 2015
    We have vacationed at Mainstay several times over the past few years and could not imagine a more perfect experience. The location provides the most breathtaking view on the...
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    $158
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    1 / 14
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    East Quogue Tranquil is an affordable sun filled, fully furnished one to three bedroom, two bath, self catering vacation apartment/villa. The completely separate second floor villa is located above the owners residence and offers commanding views of the Caribbean Sea, St. Maarten, and surrounding... View all property information
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    5 of 5 stars Reviewed 9 February 2015
    This was my first trip to Anguilla and I stayed at East Quague by recommendation of a friend as I was looking for a quiet breezy spot to relax for a week. The house is spacious...
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    5 of 5 stars (11) Excellent
    The Valley
    10 Bedrooms / 13 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites.... View all property information
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    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 22 April 2015
    When you travel as much as we do, vacations have a high bar. Ani Villas met an exceeded our expectations. From the service to the accommodations to the food, nothing disappointed.
    5 of 5 stars Reviewed 10 April 2015
    We went to Anguilla and stayed at Ani Villas with 5 families, all with young kids. From the moment we booked, the staff was focused on ensuring we made the most of our time at...
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    5 of 5 stars (6) Excellent
    The Valley
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Grill
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    LAST MINUTE SPECIAL - OUR MARCH GUESTS CANCELLED. 1,2 OR 3 BEDROOMS AVAILABLE AND SAVE 30%. CONTACT US WITH YOUR TRAVEL DATES!!! Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three... View all property information
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    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 10 January 2015
    This is my 3rd stay and Bayberry and once again it has been just wonderful. The house is so comfortable and relaxing,beautifully decorated and perfectly kept. Gayle has put...
    5 of 5 stars Reviewed 6 March 2013
    We spent a wonderful time in Anguilla, the island is amazing and the sea is the best we have never seen. We had a beautiful holidays and it was excatly what we were looking for...
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    1 / 18
    Blowing Point
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our Reservation Payment Protection Guarantee ensures you peace of mind. Preferred Escapes is a licensed & registered villa wholesaler. (TICO) #50020229. (http://www.tico.ca/) Our Service Guarantee ensures you the best villa experience. (http://www.preferredescapes.com/service-guarantee) This 6... View all property information
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    Location Information
    Blowing Point, Anguilla