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Holiday Rentals with Pools in Anguilla, Caribbean

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    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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    1 / 98
    5 of 5 stars (80) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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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
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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
    Location Information
    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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    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
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    • Private Indoor Pool
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    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
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    • x
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    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 / 26
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Mountain Views
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    • x
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    About this property
    CéBlue Villas on Crocus Bay Anguilla, is in the heart of the beach studded island in a secluded west coast locale. The new award-winning villa resort is set in over five acres of tropical hillside fronted by exquisite beachfront, with spanning views of five-thousand-foot-stretching tranquil... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 18 June 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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    1 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    1 / 30
    5 of 5 stars (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    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 / 24
    5 of 5 stars (7) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
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    • x
    • ?
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    • x
    About this property
    Spyglass Hill Villa. Private four-bedroom luxury villa overlooking the Caribbean Sea on the idyllic island of Anguilla. Perfect for a couple, family or group of friends. Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 8 June 2016
    We stayed at Spyglass Hill Villa in May 2016. The house and the view are both gorgeous. Even better than the pictures online. When we arrived in Anguilla a representative for...
    5 of 5 stars Reviewed 19 March 2016
    Beautiful spot above Sandy Ground. House was delightfully laid out for 4 couples. Enjoyed watching the activity in the harbor. Great location for hopping around to different...
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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
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    • Pet-friendly
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    • x
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    • 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 / 94
    5 of 5 stars (15) Excellent
    The Valley
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Oceana, Anguilla offers tranquility, romance, and casually elegant tropical living. The villa's open design maximizes sea views and ocean breezes, inviting you to experience a private vacation retreat. Set on a breezy hillside overlooking picturesque Crocus Bay, this bright and airy villa provides... View all property information
    Location Information
    The Valley, Anguilla
    5 of 5 stars Reviewed 18 June 2016
    Oceana is a beautiful villa in a perfect location looking over Crocus bay. My wife and I stayed here for a week during June 2016 and we couldn't have picked a better Villa for our...
    5 of 5 stars Reviewed 2 February 2016
    This is our 3rd year at Oceana and it continues to be a fantastic choice , perfect for two couples, not too big for my husband and me when we're on our own. The site is...
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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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    • Waterfront
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    • 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
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    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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 / 27
    5 of 5 stars (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 of... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 20 March 2016
    Hands down the best vacation I've ever taken! Walking into Villa Gardenia, the first thing you see is an amazing panoramic view. The villa has an enormous amount of space which...
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    1 / 23
    5 of 5 stars (11) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Patio
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 21 March 2016
    Villa was in a perfect location with a great view of St Martin, and easy walk to Rendezvous Bay and the Blowing Point Ferry Terminal. Villa was clean and well equipped. We were...
    5 of 5 stars Reviewed 11 March 2016
    Well this is the 4th year we have stayed at this great Villa. The kids loved the pool, everyone has a lot of privacy, and the view to St. Maarten is exquisite. We were well...
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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
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    • Waterfront
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    • Children's Pool
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    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 / 10
    4.5 of 5 stars (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • DVD Player
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed... View all property information
    Location Information
    Anguilla, Caribbean
    4 of 5 stars Reviewed 12 January 2016
    What a pleasure to have discovered this lovely villa located in a perfect central spot on the island! The home was beautifully decorated and comfortable. As mentioned in another...
    5 of 5 stars Reviewed 31 December 2015
    Our family of 5 spent 8 nights at Mainstay Villa over the holidays. Dave was very easy to deal with and a terrific source of information. The villa has an absolutely...
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    1 / 10
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 17 March 2015
    My wife and I spent an amazing 9 days in Anguilla and so enjoyed our accommodation at Ocean Terrace. The property is slightly off the main roads but all in all centrally located...
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    1 / 18
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Garden
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    • Pet-friendly
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    • x
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    • 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
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    • Pet-friendly
    • Child-friendly
    • x
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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
    Location Information
    Long Bay Village, Anguilla
    1 / 15
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Grill
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ani Villas Anguilla is a ten bedroom estate with two fully serviced villas making it perfect for hosting larger groups and families. Each of the luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks, each an estate unto itself... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 42
    5 of 5 stars (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Satellite TV
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    • Waterfront
    • Mountain Views
    • Private Outdoor...
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    • 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
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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 (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
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • 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 / 27
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Terrace
    • Waterfront
    • Private Outdoor...
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    • Hot Tub
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Caribbean is Sea Villa's muse. Its interiors mirror the serene waters' spectrum of blue and green hues, drawing the eye and soul beyond windows and terraces to the horizon, the infinity edge pool and back in seamless transitions. There are four master suites with terraces facing the sea and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 22
    Little Harbour
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    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...
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    • 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 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    This elegant and secluded three bedroom luxury villa and cottage is set on one acre of lush tropical gardens and a small sandy beach. The bay has shallow water and is great for snorkeling or enjoying the kayaks which are furnished with the villa. Once you arrive, it is a paradise you will not... View all property information
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    Anguilla, Caribbean
    1 / 25
    5 of 5 stars (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Waterfront
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
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    • ?
    • Smoking allowed
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    About this property
    Villa "B on the Sea" is a luxurious villa overlooking the Caribbean Sea with expansive views of surrounding island! The villa is specificaly designed to be the ultimate entertainment Mecca for an exceptional paradise experience. This exclusive villa features simple luxury, breathtaking views and... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 8 December 2015
    Once again, my wife and I visited Anguilla and Villa B on The Sea. We absolutely love both. The accommodations are wonderful (2 pools,entertainment deck,media room) and the...
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    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    The Sandyhill Beach Club is a small development (24 units) consisting of rentals as well as residents. It is a few steps to Sandyhill Bay beach with excellent snorkeling as well as quiet waters for swimming and sunbathing. The condo is tastefully decorated with custom fabrics in the turquoise... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 18 November 2015
    I was in anguilla for a few days on business and stayed at the Romantic Oceanfront Condominium. This is a one bedroom unit facing onto the pool and the ocean (which is just past...
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    1 / 18
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    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
    Location Information
    Shoal Bay Village, Anguilla
    1 / 13
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    About this property
    Songbird Villa is a luxurious private villa featuring 4/5 bedrooms. This wonderfully designed and furnished home, created by well-known architect, Lee Skolnick, features a unique blend of contemporary and classic Caribbean architecture and furnishings but, more importantly, provides a true... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 25
    Island Harbour
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Air Conditioning
    • Satellite TV
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    • DVD Player
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    • Grill
    • Waterfront
    • Private Outdoor...
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    • 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
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    Island Harbour, Anguilla
    1 / 13
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
    • Waterfront
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    • Wi-Fi
    • DVD Player
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
    • ?
    About this property
    Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above. It has direct access to Sandy Hill Beach, one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is comprised of seven bedrooms with en suite bathrooms separated into... View all property information
    Location Information
    Sandy Hill Bay, Anguilla
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Washer
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Luxury at it's best! Try staying in this luxury two bedroom, two bathroom condo with two en-suite bathrooms and a large balcony with far reaching views of Eagle Beach and the turquoise water of the Caribbean ocean. This condo is only a few steps across the road to the white powder sands of Eagle... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 15
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    Villa Jasmine, also known as IDP JAS, is a 2-bedroom villa located in Meads Bay. This villa enjoys a westward-facing ocean view. The living room features a high ceiling, wood furnishings, optional air-conditioning ($20 per day), and access to the pool terrace. Steps descend from the well-equipped... View all property information
    Location Information
    Anguilla, Caribbean
    5 of 5 stars Reviewed 13 September 2014
    What a wonderful place this is, so relaxing and everything you need is there. Incredibly comfortable beds, it was such a treat to stay 2 weeks in this villa. We could not have...
    5 of 5 stars Reviewed 7 February 2012
    To say that this villa exceeded expectations would be an understatement. First of all, it is perfectly located in the West End, right near beautiful beaches, great restaurants...
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    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
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    • 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
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    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
    Location Information
    Blowing Point, Anguilla
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Internet Access
    • Grill
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    Villa Bird of Paradise, also known as MD BOP, is a 4-bedroom villa located in Sandy Hill. Named by Islands magazine as one of the “Top 20 Villas in the World,” this property is perched above a crescent beach and overlooks the sea. This house has multiple living and dining areas, with seating for... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • Waterfront
    • Private Outdoor...
    • Patio
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Anguilla’s newest luxury offering, CéBlue Villas & Beach Resort offers paramount privacy but getting away from the world you left behind shouldn’t necessarily mean one has to forego all the fun This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of... View all property information
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    Anguilla, Caribbean
    1 / 22
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Wi-Fi
    • Washer
    • Patio
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Our ocean front villa is open-air living in contemporary design. Verdant gardens, natural stone swimming pool, plunge pool and seaside gazebo in expansive private grounds. Your private hideaway in the rural tranquility of Island Harbour village. Since we lived in the villa for 15 years, we can... View all property information
    Location Information
    Island Harbour, Anguilla
    1 / 15
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above (and with immediate access to) Sandy Hill Beach, one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is comprised of seven bedrooms (all with bathrooms en-suite) in two... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 15
    Sandy Hill Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    White Cedars were completed in 2010 and has been built and carefully designed by its British owners to create a simple and calming space for a relaxing holiday. From every vantage point, White Cedars' unique design provides breathtaking views of the Caribbean, the islands of St. Martin, St. Barts,... View all property information
    Location Information
    Sandy Hill Bay, 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
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    • Waterfront
    • Wi-Fi
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    • 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 / 10
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor...
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    An exclusive villa with three unique collections of luxury homes sitting on the southern side of Anguilla, with 180 degree view of the Caribbean Sea. Kamique also has a small secluded beach and has stunning views of the neighbouring islands St. Martin and St. Barths. These villas is suited with... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 15
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Patio
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    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    Villa Coyaba, also known as RIC COY, is a 6-bedroom villa located in Lockrum Estates. This 8,000-sq.-ft. villa on the scenic southern coast enjoys a view of the ocean and mountains of nearby St. Martin. Villa Coyaba is named after the Arawak word for “heaven,” which the Arawaks deemed to be a... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Vista, also known as IDP VIS, is a 4-bedroom villa located in Blowing Point within steps of a small beach. This villa overlooks the sea and enjoys a panoramic view. The interior has been designed to a high standard using European designer furnishings, such as Phillipe Starck, Porta Roma,... View all property information
    Location Information
    Anguilla, Caribbean