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Rentals with Pool in Anguilla, Caribbean

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    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 89
    5 of 5 stars (11) Excellent
    The Valley
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    1 / 29
    5 of 5 stars (41) Excellent
    7 Bedrooms / 7 Bathrooms / Sleeps 18
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    1 / 8
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Private Outdoor...
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    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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    Anguilla, Caribbean ELSIE BAY
    5 of 5 stars Reviewed March 22, 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 February 21, 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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    1 / 20
    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Water Views
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
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    • Pet-friendly
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    About this property
    The Retreat @ Moonraker is a fully secure private retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Fully opening expanses of glass optimize the stunning views from all elevations The Retreat @ Moonraker Villa awaits you; a signature 15,500 sq ft villa... View all property information
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    Location Information
    Long Bay Village, Anguilla AI 2640
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Parking
    • Dishwasher
    • Grill
    • Shared Yard
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    • Pet-friendly
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    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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    Anguilla, Caribbean
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    1 / 15
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    3 Bedrooms / 3 Bathrooms / Sleeps 7
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    • Deck
    • Dryer
    • Private Outdoor...
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • Elder access
    • ?
    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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    Shoal Bay Village, Anguilla 00000
    5 of 5 stars Reviewed April 10, 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 April 3, 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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    1 / 45
    5 of 5 stars (2) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Hot Tub
    • Private Outdoor...
    • Water Views
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Anguilla, Caribbean 00000
    5 of 5 stars Reviewed May 25, 2015
    There is absolutely nothing not to love about the Bird of Paradise. The house is exceptional and the staff is great. We have stayed at a number of villas throughout the Carib...
    5 of 5 stars Reviewed August 2, 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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    $16,800
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    1 / 10
    10 Bedrooms / 10 Bathrooms / Sleeps 20
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    • Private Outdoor...
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
    • ?
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    About this property
    Beaches Edge Villas for Large Groups Pelican Bay Anguilla Beaches Edge Villas: Mirror Image These stunning properties are a pair of identical beachfront villas offering an exclusive contemporary and stylish experience for up to 20 guests. Supreme service & exceptional staff. Sleek Crisp Lines &... View all property information
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    Anguilla, Caribbean
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    $546
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    1 / 20
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Ocean Views
    • Staffed Property
    • DVD Player
    • Wi-Fi
    • Watersports Nearby
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    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... View all property information
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    Location Information
    West End Village, Anguilla A12640
    5 of 5 stars 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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    $799
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    1 / 99
    5 of 5 stars (66) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • Ocean Views
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Children's Pool
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • 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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    Anguilla, Caribbean N A
    5 of 5 stars Reviewed May 31, 2015
    This was our second stay at the castle. Both vacations were fantastic! Paul and Eileen were very responsive to everything. The house and views are absolutely breathtaking! my...
    5 of 5 stars Reviewed April 29, 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...
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    $1,054
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    1 / 24
    Blowing Point
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Ocean Views
    • Dryer
    • Private Outdoor...
    • Satellite TV
    • Gym
    • Washer
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa Lockrum an exceptional 4 bedroom luxury villa rental in Anguilla located right on the sea in Lockrum Estate on the southern coast of Anguilla with 360° panoramic views of the sea and neighboring island, St. Martin. This Ocean Front Vacation rental in Anguilla provides privacy and seclusion... View all property information
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    Location Information
    Blowing Point, Anguilla
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    $3,500
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    1 / 20
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms / 14 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
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    • Ocean Views
    • Staffed Property
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • TV
    • Private Outdoor...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    Location Information
    West End Village, Anguilla AI2640
    5 of 5 stars 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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    $1,050
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    1 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Staffed Property
    • Watersports Nearby
    • Wi-Fi
    • Game Room
    • Ping Pong Table
    • Housekeeping...
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    CéBlue Villas on Crocus Bay Anguilla, is in the heart of the beach studded island in a northwestern locale. The new property is set in over ten acres of tropical hillside, with spanning views of five-thousand-foot-stretching tranquil coastline. The entire resort's vibe is Capri meets Santorini... View all property information
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    Location Information
    Anguilla, Caribbean 1264
    5 of 5 stars Reviewed June 18, 2015
    My partner and I stayed at CeBlue for five nights and six days, we travel allover and it was the most stunning resort/villa we have ever been to. The staff was so friendly and...
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    $349
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    1 / 31
    Island Harbour
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Internet Access
    • Air Conditioning
    • Water Views
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Enjoy all that Shoal Bay East has to offer at The Fountain Residences. This two bedroom residence is located along the intimate East Shoal Bay in Anguilla where you can snorkel, swim and relax on one of the most beautiful beaches in the world. Privacy, exclusivity and luxury are the coveted... View all property information
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    Location Information
    Island Harbour, Anguilla
    From
    $546
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    1 / 16
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Private Outdoor...
    • Water Views
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool. We offer... View all property information
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    Location Information
    West End Village, Anguilla A12640
    5 of 5 stars 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...
    5 of 5 stars Reviewed October 8, 2014
    Beautiful beaches and superb family-oriented accommodation. Comfortable air-conditioned rooms, fitted kitchen with all mod cons. Private swimming pool and wonderful views of the...
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    $350
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    1 / 25
    5 of 5 stars (5) Excellent
    South Hill
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Inquiry
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    • Private Outdoor...
    • Housekeeping...
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts Recently completed Villa, fully private property with a gated entrance • Two Bedroom Villa, with a surface area of 1500 sq ft, sleeps up to 6. Master bedroom, King size Bed and private bath,... View all property information
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    Location Information
    South Hill, Anguilla PO BOX 5179
    4 of 5 stars Reviewed December 22, 2014
    Perfect vacation get away for honeymoon. I stayed there with my family and it was great. Private property and swimming pool. The perfect place if you want extreme privacy. Thank...
    5 of 5 stars Reviewed December 21, 2014
    I travel regular for business purposes and Anguilla is on of those places.at the end of hectic working day a cool calm and relaxing place is my next stop. I stay at many different...
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    $1,250
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    1 / 25
    Island Harbour
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • DVD Player
    • Stereo System
    • Waterfront
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Island Harbour, Anguilla AI 2640
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    $2,500
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    1 / 21
    8 Bedrooms / 14 Bathrooms / Sleeps 16
    Overview Make Inquiry
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    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Satellite TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven... View all property information
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    Anguilla, Caribbean A12640
    From
    $1,000
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    1 / 23
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • DVD Player
    • Refrigerator
    • Dryer
    • Washer
    • Private Outdoor...
    • Stove
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Shutters on the Beach incorporates all the aspects of classic French West Indies architecture along with a very worthy collection of Haitian art. The villa was constructed by architects and designers from St. Barts. With six bedrooms and five bathrooms there is plenty of space for the entire... View all property information
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    Anguilla, Caribbean
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    $700
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    1 / 22
    South Hill
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts Recently completed Villa, fully private property with a gated entrance • Two (2) Bedroom Villa, with the possibility of linking them together, with a total surface area of 3000 sq ft , and sleeps up... View all property information
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    Location Information
    South Hill, Anguilla PO BOX 5179
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    $1,199
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    1 / 8
    West End Village
    4 Bedrooms / 9 Bathrooms / Sleeps 8
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    • TV
    • Housekeeping...
    • Water Views
    • Wi-Fi
    • Waterfront
    • Private Outdoor...
    • Ocean Views
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The 'Abbey' comprises of four (4) bedrooms, one bedroom being in a different separated wing and three on the other side, all bedrooms have ensuite bathrooms, three with ocean views... The living room doors open up to a perfectly situated outside area, overlooking the ocean in all its beauty. The... View all property information
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    Location Information
    West End Village, Anguilla AI 2640
    From
    $1,375
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    1 / 27
    5 of 5 stars (7) Excellent
    Shoal Bay Village
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Waterfront
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Private Fishing...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 • One of... View all property information
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    Location Information
    Shoal Bay Village, Anguilla 00000
    5 of 5 stars 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...
    5 of 5 stars Reviewed July 12, 2013
    Our family spent a week at Azure and it was more than we expected. The pictures on the website don’t do this view justice. When looking for a vacation villa, you can’t help but...
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    $1,250
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    1 / 43
    5 of 5 stars (3) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Housekeeping...
    • Children's Pool
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • Staffed Property
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Beaches Edge Anguilla Villas -- One of the most private and affordable 5 bedroom luxury villa options on Anguilla. Guests call this set of two luxury Anguilla villas, 'the most peaceful place on earth... Rent 1 or Both Villas Beaches Edge Anguilla's East and West Villas are two spacious 5... View all property information
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    Location Information
    Anguilla, Caribbean BWI
    5 of 5 stars 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...
    5 of 5 stars Reviewed July 28, 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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    From
    $1,600
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    1 / 18
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Dryer
    • Private Outdoor...
    • Grill
    • Washer
    • Gym
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A secluded beach side Tuscan inspired 10,000 sq. ft. four bedroom villa on the north shore of Anguilla with magnificent views of the ever changing shades of blue of the Atlantic Ocean. This villa can be rented as a 1/2, three or four bedroom villa. On the second level there is a large grand... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $650
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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 Inquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    Location Information
    Long Bay Village, Anguilla 2640
    From
    $450
    / Night
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    1 / 35
    5 of 5 stars (53) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Watersports Nearby
    • Housekeeping...
    • Private Outdoor...
    • Staffed Property
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Offering stunning panoramic views of the down islands ( St. Maarten, St. Barths, Statia, St. Kitts and Nevis), this luxury 1 Bedroom Villa is among the largest of the 1 bedroom villas on the island with 1100 sq. ft. of living area and nearly 3000 sq. ft. of outdoor patio and pool deck area.... View all property information
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    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed May 11, 2015
    Everything was seamless, from booking the villa to checking in and out. Sue and Joe are gracious hosts and do not miss any attention to detail. The villa is nicely appointed and...
    5 of 5 stars Reviewed April 29, 2015
    I worked with Sue for nine years and was always fascinated by the twice yearly island sojourns to this place called "Anguilla." I had never even heard of it! We decided to...
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    $1,450
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    1 / 42
    5 of 5 stars (4) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • Waterfront
    • Hot Tub
    • Housekeeping...
    • Air Conditioning
    • Staffed Property
    • Game Room
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa Alegria is a private luxury beachfront villa with 4 master-quality bedrooms -- all with en-suite baths and private terraces and balconies -- on Cul de Sac. There is also a media room with a comfortable sofabed that can serve as a fifth bedroom. Villa Alegria offers truly effortless beach... View all property information
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    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 stars Reviewed February 17, 2015
    Not sure where to begin...to start with why don’t I say “wow”...what a wonderful week and great experience. We are thankful to our hosts Neil and Wendy for sharing their island...
    5 of 5 stars Reviewed August 2, 2013
    My family and I stayed here July 24-30th, at first we were a little apprehensive do to minimal reviews found about the property online but it was absolutely beautiful. The...
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    $385
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    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Water Views
    • Satellite TV
    • DVD Player
    • Internet Access
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • 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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    West End Village, Anguilla AI 2640
    5 of 5 stars Reviewed April 17, 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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    $8,750
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    1 / 10
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
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    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Beaches Edge Villa Pelican Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests Located close to the sandy beach of Pelican Bay, Beaches Edge Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service and... View all property information
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    Anguilla, Caribbean
    From
    $602
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    1 / 24
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Water Views
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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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    Location Information
    Anguilla, Caribbean 2640
    5 of 5 stars Reviewed December 18, 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 April 29, 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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    From
    $440
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    1 / 29
    5 of 5 stars (7) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Water Views
    • Internet Access
    • Air Conditioning
    • Deck
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • 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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    Anguilla, Caribbean 12345
    5 of 5 stars Reviewed January 13, 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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    $1,600
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    1 / 25
    5 of 5 stars (11) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (11) Make Inquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Water Views
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    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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    Anguilla, Caribbean ANGUILLA
    From
    $1,300
    / Night
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    1 / 49
    5 of 5 stars (5) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Stereo System
    • Private Outdoor...
    • Water Views
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Satellite TV
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
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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... View all property information
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    Location Information
    Anguilla, Caribbean A12640
    5 of 5 stars Reviewed April 21, 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 March 25, 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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    From
    $579
    / Night
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    1 / 8
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Outdoor Dining Area
    • Water Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    REAPANPJ 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 footsteps away from two white sand beaches, the... View all property information
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    Anguilla, Caribbean
    From
    $23,100
    / Week
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    1 / 16
    6 Bedrooms / 9 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Dishwasher
    • DVD Player
    • Satellite TV
    • Stereo System
    • Shared Outdoor Pool...
    • Microwave
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Villa Mystique, reputed to be the largest villa on the island at 21,000 square feet, is home to four Grand Villa Suites, three pools and a full gym. There is a Loft Junior Suite with a generous outdoor roof terrace and an optional Garden Suite which is perfectly suited for a guest's personal staff.... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $29,750
    / Week
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    1 / 33
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Hot Tub
    • Dishwasher
    • Terrace
    • Safe
    • DVD Player
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Contemporary architecture, miles of white sand beaches and the ultimate in privacy makes Villa Modena a rare find. Situated on 1.6 acres of lush surroundings, Modena is perfect for guests that desire privacy and luxury. When you pass through Modena's double gated entrances you are welcomed to over... View all property information
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    Anguilla, Caribbean
    From
    $2,199
    / Night
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    1 / 32
    West End Village
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Internet Access
    • Sauna
    • Private Outdoor...
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • Smoking allowed
    • Elder access
    • x
    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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    West End Village, Anguilla AI2640
    From
    $3,562
    / Week
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    1 / 10
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Wesley House Near Captain's Bay, Anguilla Beautiful location Located 150 feet above sea level, Anguilla's Wesley House is a private, luxury property.  It has amazing panoramic views over 5 islands, and from this rental guests are sure to fall in love with the Caribbean.  The nearest beach is a 5... View all property information
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    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed February 4, 2013
    We really enjoyed our stay In Wesley House, the entire house is perfect in every way, well equippted, spacious, clean and indeed very comfortable, the outside decks are well...
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    From
    $5,250
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    1 / 10
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Emerald Reef Villa Seafeathers Sandy Hill Bay Anguilla Emerald Reef is in a rather splendid position with views across to the lovely Sandy Bay Beach. Sandy Hill Bay Beach The villa is located on the breezy hilltop overlooking Sandy Hill Bay on the eastern tip of Anguilla. Sandy Hill Bay beach is... View all property information
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    Anguilla, Caribbean
    From
    $290
    / Night
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    1 / 24
    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Ocean Views
    • Housekeeping...
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    West End Village, Anguilla N A
    4 of 5 stars Reviewed February 15, 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 March 16, 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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    $4,025
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    1 / 10
    Island Harbour
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Quixotic Villas, Harbour Ridge, Island Harbour, Anguilla Quixotic Villas are a collection of private retreats that nestle amongst Harbour Ridge offering stunning ocean views and relaxing, comfortable caribbean accommodations for up to 8 guests. There are four definitive villas, Villa Amor, Villa... View all property information
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    Island Harbour, Anguilla
    From
    $10,500
    / Week
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    The Valley
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
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    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    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... View all property information
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    The Valley, Anguilla
    From
    $7,700
    / Week
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    Shoal Bay Village
    8 Bedrooms / 8 Bathrooms / Sleeps 16
    Overview Make Inquiry
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    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    BeachCourt's name comes from two of its greatest assets: on Shoal Bay beach and with a magnificently situated tennis court. On one of Anguilla's greatest beaches sits one of its greatest homes: BeachCourt Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court... View all property information
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    Location Information
    Shoal Bay Village, Anguilla
    From
    $700
    / Night
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • TV
    • Shared Yard
    • Parking
    • Grill
    • Internet Access
    • Dishwasher
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    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 3... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $11,200
    / Week
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    1 / 10
    Island Harbour
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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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
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    Location Information
    Island Harbour, Anguilla
    From
    $12,600
    / Week
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    1 / 10
    Shoal Bay Village
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Black Pearl Villa Shoal Bay East Anguilla Mediterranean Pergolas, Domes & Verandas Black Pearl Villa has been designed in a cool mediterranean style and features an exotic dome roof, a curved barrel roof, romantic pergolas and breezy verandas. 4 bedroom suites with outdoor showers Each air... View all property information
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    Location Information
    Shoal Bay Village, Anguilla
    From
    $2,400
    / Night
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    1 / 43
    5 of 5 stars (2) Excellent
    10 Bedrooms / 12 Bathrooms / Sleeps 20
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Staffed Property
    • Waterfront
    • Hot Tub
    • Housekeeping...
    • Children's Pool
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    One of the most private and affordable 10 bedroom luxury properties on Anguilla! 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.... View all property information
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    Location Information
    Anguilla, Caribbean BWI
    5 of 5 stars Reviewed June 25, 2015
    My boyfriend & I stayed at Beaches Edge villa for a week with another couple this past April. Neil, Christina, & Michelle all of their team was beyond accommodating and helpful...
    5 of 5 stars Reviewed March 16, 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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    From
    $20,300
    / Week
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    1 / 23
    7 Bedrooms / 9 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Balcony
    • Hot Tub
    • Satellite TV
    • Dishwasher
    • Stereo System
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    An exhibition of modern architecture and Caribbeanesque vernaculars, the private enclave that is Sheriva Boutique Villa Hotel offers the serenity of understated elegance with contemporary luxuries. The exquisitely appointed interiors by Norma Chase Jobert offer a magnificent haven with a collection... View all property information
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    Location Information
    Anguilla, Caribbean
    From
    $5,467
    / Week
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    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hairdryer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Villa RIC WHI, also referred to as White Cedars, located in the Long Pond area on the southern coast, Anguilla, was completed in 2010 and built and carefully designed by its British owners to create a simple and calming space for a relaxing holiday. From every vantage point, the villa's unique... View all property information
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    Location Information
    Anguilla, Caribbean