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Holiday Rentals with Pools in The Valley, Anguilla

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    1 / 94
    5 of 5 stars (15) Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    1 / 21
    The Valley
    3 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    The following rentals are within 10 kilometers of The Valley, Anguilla.

    1 / 29
    5 of 5 stars (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 18
    5 of 5 stars (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • DVD Player
    • Grill
    • Wi-Fi
    • Patio
    • Washer
    • Waterfront
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    LOCATED DIRECT WATERFRONT STUNNING VIEWS OF SHOAL BA.Y EAST AND REEFS BEYOND! SHOAL REEF Villa has four (4) one bedroom suites with 4.5 beautiful Bathrooms, Waterfront, Washer, TV, Preferred Lifestyle, Pool, Microwave, Maid Service, Internet, Hair Dryer, Dryer, Dish Washer, Coffee Maker, Ceiling... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 18 May 2016
    Stayed in Shoal Reef Villa with our family of 4 (two kids under 10yrs old); property managers (Stasia & Steve) went out of their way to accommodate us;we've orginally booked...
    5 of 5 stars Reviewed 5 March 2016
    You arrive after your flight and ferry ride, and the view is soooooo amazing. You know from the start you picked the perfect vacation home. The house is laid out to easily...
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    1 / 98
    5 of 5 stars (80) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Sandy Ground, Anguilla
    5 of 5 stars Reviewed 28 June 2016
    One of the most enjoyable vacations we have ever experienced. Between the incredible attention to detail, to the most beautiful beaches in the world, the Grand Outlook Castle...
    5 of 5 stars Reviewed 19 May 2016
    if there were 6 stars I would have chosen that rating. This place was as advertised and beyond. Paul and Elise made everything so simple and easy . We felt like rock stars...
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    1 / 51
    5 of 5 stars (9) Excellent
    Little Harbour
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Satellite TV
    • Private Outdoor...
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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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    Little Harbour, Anguilla
    5 of 5 stars Reviewed 19 November 2015
    I'm so in love with this place, the staff, the owners and the Spectacular views. I felt so at home here. The house itself is gorgeous. I was amazed by the artwork. It truly...
    5 of 5 stars Reviewed 31 August 2015
    Our family has vacationed in Anguilla for over 12 years and Three Dolphins is one of the best villas we have rented. The location is central to everything on the island, it has...
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    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Washer
    • Ocean Views
    • Grill
    • Children's Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    SONGBIRD VILLA - Rendezvous Bay, Anguilla, British West Indies<BR><BR>Location: Anguilla<BR>2 - 4 Bedrooms, 4.5 Baths , Air Conditioning Bedrooms Only, Answering Machine, BBQ, Beach Chairs, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Golf, Gym, Ice Maker, Internet, Jacuzzi,... View all property information
    Location Information
    West End Village, Anguilla
    1 / 13
    5 of 5 stars (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Hot Tub
    • Private Indoor Pool
    • Air Conditioning
    • Satellite TV
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ambrosia Villa: the pinnacle of luxury travel accommodations in Caribbean rental homes. Boasting an oceanfront villa with unobstructed views of calm turquoise waters and pristine white sand beaches, Ambrosia Villa embodies the private island getaway best out of all Anguilla luxury rentals. Nestled... View all property information
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    Shoal Bay Village, Anguilla
    1 / 21
    5 of 5 stars (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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, Sun Shine Shack and Cuisinart Golf Resort. It is three bedroom villa and sleeps six and has a very private large walled swimming pool.... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 13 June 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 8 October 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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    1 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Vista is an idyllic, luxury four bedroom contemporary villa superbly located on the waterfront offering magnificent views of neighboring St. Martin in the distance, seemingly at the touch of the hand, but for the turquoise, crystal azure water which separates both islands. The villa, newly... View all property information
    Location Information
    Blowing Point, Anguilla
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    1 / 30
    5 of 5 stars (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Air Conditioning
    • Satellite TV
    • Hot Tub
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    • Ocean Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR> 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. <BR><BR> Master bedroom, King size Bed and... View all property information
    Location Information
    South Hill, Anguilla
    5 of 5 stars Reviewed 2 May 2016
    We are currently staying here as I write this. It happens to be raining most of this week which is not the norm for Anguilla. This villa is super clean, modernized with a full...
    4 of 5 stars Reviewed 22 December 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...
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    1 / 7
    5 of 5 stars (2) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Air Conditioning
    • Parking
    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    'JEMS' is beautifully situated with sweeping ocean views and magnificent sunsets. The villa offers the discriminating traveler 3 main bedrooms and 3 main baths with walk-outs to the lovely pool and galleries from the principal rooms. JEMS Villa has a wonderful garden for alfresco dining. Walk... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 12 February 2014
    This is a tranquil vacation spot. The private pool is a perfect place to relax all day with a sun-hat and a good book. I spent 10 days decompressing from the stress of urban life...
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    1 / 11
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
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    • Patio
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    CATALINA VILLA- Shoal Bay Village, Anguilla; PERFECT FOR ONE OR TWO COUPLES OR A FAMILY WITH 1-3 CHILDREN!! This cute Caribbean Style newly built (2012-14) home has two beautiful Bedrooms and each has its own En Suite Bathroom with Shower and double vanities. Perfect for two couples or one... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 19
    5 of 5 stars (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • Ocean Views
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 course... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 6 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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    1 / 25
    5 of 5 stars (4) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping...
    • Children's Pool
    • Mountain Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a... View all property information
    Location Information
    Blowing Point, Anguilla
    4 of 5 stars Reviewed 30 March 2016
    My husband and I stayed here with our 3 small children and extended family (10 people total) and had an amazing time. The pictures do not lie--the house is really that beautiful...
    5 of 5 stars Reviewed 11 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...
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    1 / 18
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Garden
    • Parking
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to our retreat, Lockrum Point Villa (LPV). Literally, steps from Lockrum Bay, this amazing two-level Seaside villa sets the stage for luxurious relaxing and entertaining. The villa comes with breath-taking views of the sea and St. Martin, a private pool and a range of luxury amenities for... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 20
    5 of 5 stars (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Washer
    • Patio
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Long Bay Village, Anguilla
    1 / 42
    5 of 5 stars (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Housekeeping...
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,... View all property information
    Location Information
    Blowing Point, Anguilla
    5 of 5 stars Reviewed 8 July 2016
    Stayed here with my friends over July 4th weekend. This is an amazing villa through and through. The pictures posted on the website sure do not lie. Service from the staff was...
    5 of 5 stars Reviewed 16 November 2015
    We spent four wonderful nights at Villa Alegria with four couples and everything was absolutely spectacular! The concierge service was great at helping set up everything so the...
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    1 / 22
    South Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Private Outdoor...
    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Bonne View Villa is located on South Hill Anguilla with a beautiful view of St Maarten and St Barts<BR><BR>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... View all property information
    Location Information
    South Hill, Anguilla
    1 / 35
    5 of 5 stars (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
    • Housekeeping...
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Ocean Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 23 May 2016
    Our trip to the Almond Tree Villa was wonderful. We would have to concur with all the other excellent reviews. We enjoyed every part of the villa, coffee under the patio in the...
    5 of 5 stars Reviewed 10 May 2016
    This was our second visit to Almond Tree Villa and exceeded our expectations once again. Our friends Sue & Joe have thought of everything to make this villa a home away from...
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    1 / 22
    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
    • Patio
    • Grill
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Kamique – Aquamarie, also known as RIC KAM3, is a 4-bedroom villa located in Little Harbour within steps of the beach. This spacious and contemporary West Indian-style villa, which is wheelchair accessible, enjoys a sea view with mountains in the distance. Spacious indoor and outdoor living... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 39
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Air Conditioning
    • Private Outdoor...
    • Housekeeping...
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Vacation in style and comfort in Beaches Edge Anguilla's West Villa. This sleek and modern 5-bedroom/5.5 bath oceanfront home with path to a small beach, is now even more luxurious! We've added a gorgeous new pool, expanded oceanfront terrace with pergola, and new private gym. The villa's... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 18
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Balcony
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Tamarind Villa overlooks the Atlantic on the north eastern end of the island. This villa is just a five minute drive from Shoal Bay East, one of the most beautiful beaches in the Caribbean. With its large principle rooms and comfortable settings, its the perfect place for large family and... View all property information
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    Shoal Bay Village, Anguilla
    1 / 25
    Island Harbour
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
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    • Waterfront
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa Soleil at Captains Bay is a fully air conditioned villa with luxury appointments throughout. . From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the ocean from the front and rear of the villa; view of seven islands including... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 29
    5 of 5 stars (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    MOONRAKER - The ultimate villa in Anguilla for Luxury, Seclusion and Value. Rated overall as "5 star” and loved by all our valued customers. Rated "Excellent" on Tripadvisor and awarded "Top Vacation Rental" on Flipkey/Tripadvisor Moonraker Villa awaits you; a signature, 7 suite, 15,500 sq ft... View all property information
    Location Information
    Island Harbour, Anguilla
    5 of 5 stars Reviewed 23 May 2016
    We Just stayed at Moonraker with a group of 15. My husband and I along with our closest friends, my daughters and their boyfriends all helped us celebrate our 10 year...
    5 of 5 stars Reviewed 19 August 2015
    We (15) meet together from three states. The house was perfect for us and we had the most amazing time together. We all had space without being on top of each other. The...
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    1 / 18
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Built by an award winning developer and previously known as Lockrum Villas, Beaches Edge East and West are two sleek and stylish, oceanfront four plus bedroom with five and a half bathroom sister villas. Each of the chic, 7 000 square foot, contemporary single villas can be rented individually,... View all property information
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    Blowing Point, Anguilla
    1 / 22
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • Washer
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 20
    5 of 5 stars (1) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Washer
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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.<BR><BR>Bow Green is a beautiful home... View all property information
    Location Information
    West End Village, Anguilla
    5 of 5 stars Reviewed 8 September 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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    1 / 45
    5 of 5 stars (3) Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • Housekeeping...
    • Children's Pool
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A PRIVATE RESORT, ALL TO YOURSELVES! ***One of the most affordable 10-bedroom options on Anguilla and near the island's desirable West End!!*** This professionally-managed, two-villa oceanfront estate with a small beach nearby is ideal for family reunions, destination weddings, corporate... View all property information
    Location Information
    Blowing Point, Anguilla
    5 of 5 stars Reviewed 5 August 2015
    My family stayed at Beaches Edge for my wedding. This location is just amazing. The photos do not begin to describe how beautiful the location really is. The ocean is...
    5 of 5 stars Reviewed 25 June 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...
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    1 / 25
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Gorgeous villa located on the rocky coastline in Little Harbour with Elsie Bay within walking distance. This beautiful villa has two masters and a guest bedroom on the main floor. Spacious pool deck with covered area for dining and relaxing and chaise lounges for sunning. Even a bocce court for a... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 23
    Sandy Ground
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight and nights caressed by cool island breezes. Perched picturesquely above the... View all property information
    Location Information
    Sandy Ground, Anguilla
    1 / 24
    4.5 of 5 stars (3) Very good
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Housekeeping...
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    West End Village, Anguilla
    4 of 5 stars Reviewed 15 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 16 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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    1 / 27
    Island Harbour
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Picturesquely situated on Anguilla's southeast shoreline, Ultimacy Villa is an eight bedroom super villa located in the upscale neighborhood of Sea Rocks, nestled between the villages of Shoal Bay and Island Harbour. This three story home is considered one of Anguilla's largest and most impressive... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 7
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Satellite TV
    • Washer
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This very spacious contemporary West Indian style four bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Anani has direct access through their own short private pathway to a cove with good gentle water which is protected by an... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 19
    Blowing Point
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    A fantastic waterfront villa with classic Caribbean style. Sitting on .83 acre Sea Winds is well designed with an open living room, dining room and kitchen. There are two master suites that are mirror images and located on opposite sites of the main living area. In addition there is a third bedroom... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 25
    Blowing Point
    3 Bedrooms, 11 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Mountain Views
    • Housekeeping...
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    BRAMASOLE - Pelican Bay, Anguilla Location: Anguilla 1 - 3 Bedrooms, 3.5 Baths , Air Conditioning Whole House, BBQ, Blender, Cable, Ceiling Fans, Coffee Maker, Dish Washer, Dryer, DVD, Hair Dryer, Ice Maker, Internet, Maid Service, Microwave, Pool, Preferred Lifestyle, Safe, TV, Washer Villa... View all property information
    Location Information
    Blowing Point, Anguilla
    1 / 8
    5 of 5 stars (1) Excellent
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • x
    About this property
    Traditional Caribbean home with full gourmet kitchen, two master bedrooms, splash pool, inside and outside dining areas, 5 minute walk or drive to Meads Bay beach and several fine restaurants. Views of sea and St. Martin, a/c in bedrooms included, full-house a/c additional charge, daily maid... View all property information
    Location Information
    Long Bay Village, Anguilla
    5 of 5 stars Reviewed 27 July 2016
    Spent 8 nights. Just the right size for my husband and me. Walking distance to the beach and some great restaurants. However if you want to stay at home there is a good grocery...
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    1 / 8
    Island Harbour
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Praised in Architectural Digest twice, this ultra modern villa is the ideal vacation spot for the well traveled who appreciate architectural beauty, unspoiled nature, tranquility, privacy, simple elegance and personalized service. Two four bedroom grand villas, four three bedroom villas and... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 11
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Washer
    • Wi-Fi
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    This very spacious contemporary West Indian style, four bedroom villa sits on a rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Aquamarie has direct access to a cove via a private pathway. Beach chairs, umbrellas and day beds are available for the guests use. On the... View all property information
    Location Information
    Little Harbour, Anguilla
    1 / 37
    Long Bay Village
    7 Bedrooms, 11 Bathrooms, Sleeps 14 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Santosha, an exquisitely crafted, custom designed villa situated on Long Bay Beach. Where the soft white sands and turquoise waters are just steps away. Hosting seven spacious bedrooms, eight full luxurious baths and three half baths plus staff quarters all spread across five buildings in a... View all property information
    Location Information
    Long Bay Village, Anguilla
    1 / 45
    Long Bay Village
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • Balcony
    • Waterfront
    • Terrace
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nevaeh is a supremely relaxing masterpiece that raises luxury to new heights with an elegant oversize kitchen, theater, media room, tennis/basketball court, 8 bedrooms (including a master suite for guests with impaired mobility), a staff of 10, and a state-of-the-art golf simulator. Guests at... View all property information
    Location Information
    Long Bay Village, Anguilla
    1 / 24
    Shoal Bay Village
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Grill
    • Parking
    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    ** Call (617) 755-6875 to inquire about this property SandCastle Pointe Villa, in the heart of Anguilla's famed north coast, is a unique property of stylish contemporary design in one of the world's most beautiful tropical settings. Adorned with contemporary art and thoughtfully chosen furnishings... View all property information
    Location Information
    Shoal Bay Village, Anguilla
    1 / 21
    Island Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Located just west of Shoal Bay East the views from the pool deck and upper balcony are panoramic and dramatic. Special touches throughout this lovely villa reflect the extensive efforts to make this villa comfortable and relaxing for guests. The home has four bedrooms, five bathrooms and has... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 24
    Little Harbour
    1 Bedroom, 3 Bathrooms, Sleeps 2 | Quick View
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    Amenities & Details
    • Satellite TV
    • Washer
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Fletch's Cove - Solitude, Tranquility, Romance Inspired by examples of contemporary Mexican architecture, this one bedroom villa has been designed with an eye to breathtaking vistas and comfortable, casual living, both indoors and out. Whether enjoying a meal, lounging on a sofa or lying in bed,... View all property information
    Location Information
    Little Harbour, Anguilla