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Rentals with Pools in Anguilla, Caribbean

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    1 / 29
    5 of 5 bubbles (12) Excellent
    Shoal Bay Village
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 18
    5 of 5 bubbles (2) Excellent
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 19
    5 of 5 bubbles (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
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    South Hill
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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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 (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 PO BOX 5179
    1 / 25
    Blowing Point
    3 Bedrooms, 11 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Mountain Views
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    • x
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    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 XXXXXXXXXX
    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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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 A12640
    5 of 5 bubbles 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 bubbles 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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    1 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • x
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    • 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 A12640
    5 of 5 bubbles Reviewed January 15, 2017
    Bow Green was the ideal place to enjoy Anguilla for a number of reasons: Location - situated less than 100m from Rendez-vous beach (my favourite beach on the island). There are...
    5 of 5 bubbles 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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    1 / 98
    5 of 5 bubbles (83) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
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    • Waterfront
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    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 N A
    5 of 5 bubbles Reviewed 1 week ago
    I would like to share a few words that describe our 2 week vacation in Paradise. Peaceful, beautiful, amazing, blissful, fun, warm, quaint, casual, comfortable, outstanding...
    5 of 5 bubbles Reviewed 2 weeks ago
    This was my first visit to Grand Outlook Castle on Anguilla and it lived up to my every expectation and then some. The views from the pool deck overlooking Crocus Bay were...
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    1 / 51
    5 of 5 bubbles (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
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    Little Harbour, Anguilla A12640
    5 of 5 bubbles Reviewed November 19, 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 bubbles Reviewed August 31, 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 / 7
    5 of 5 bubbles (3) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
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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 AL 2640
    5 of 5 bubbles Reviewed 3 weeks ago
    Villa Jems offers breathtaking blue water views and all the comforts of home. We enjoyed relaxing and dining on the spacious deck overlooking the great pool and the water view...
    5 of 5 bubbles Reviewed February 12, 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 / 65
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • Terrace
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    A secluded beach side Tuscan inspired 10 000 square foot 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
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 9
    4.5 of 5 bubbles (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • 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 ELSIE BAY
    4 of 5 bubbles Reviewed January 11, 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 bubbles Reviewed December 31, 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 / 24
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 2640
    5 of 5 bubbles Reviewed January 6, 2017
    We stayed at Spyglass Hill Villa the week of New Years. It exceeded all of our expectations. Ms Janine was fantastic in communicating with us all the way up to the trip. She...
    5 of 5 bubbles Reviewed December 29, 2016
    How do I sum up the most perfect week away? I'll start by saying that from the moment we first contacted the Spyglass Hill team, we knew we would be in great hands... but we never...
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    1 / 32
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Grill
    • Satellite TV
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    • DVD Player
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Colibri is a striking, new, spacious and contemporary villa situated on the Southern coast of Anguilla. A five minute drive from the half mile of beach at Sandy Hill Bay. Its elevated position allows for the villa to benefit from the trade winds (assisted by the high ceilings throughout) and the... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 21
    5 of 5 bubbles (2) Excellent
    The Valley
    3 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Grill
    • Housekeeping...
    • Children's Pool
    • Patio
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    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Dear Paradise Researcher, We are very pleased to have your kind interest in our version of True Paradise! 2016 is a milestone for Elise & Paul as it marks their 30th year sharing their unique vacation homes with great folks like yourself. Whether a ski chalet at LOON MOUNTAIN, a bungalow on... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    5 of 5 bubbles Reviewed 2 weeks ago
    Just returned from our 2nd stay at the "Castle" with 3 other couples. Along with the most spectacular view and sunsets, the villa is perfect in every way. The proximity of the...
    5 of 5 bubbles Reviewed October 23, 2016
    Grand Outlook Castle was everything all the other reviewers said. Paul and Elise managed all the details that made our arrival, stay, and departure effortless. Relaxing, peaceful...
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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
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Picturesquely situated on Anguilla's southeast shoreline, Ultimacy Villa is an eight bedroom super villa located in the upscale neighborhood of Sea Rocks, nestled between the villages of Shoal Bay and Island Harbour. This three story home is considered one of Anguilla's largest and most impressive... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    1 / 28
    5 of 5 bubbles (1) Excellent
    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
    • 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 AI 2640
    5 of 5 bubbles Reviewed 1 week ago
    The villa is absolutely wonderful. It has all of the amenities of home in a beautiful location right on the water. The pictures don't do it justice. It is situated perfectly for...
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    1 / 38
    5 of 5 bubbles (57) Excellent
    Island Harbour
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Waterfront
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    • Satellite TV
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    A couples only retreat, 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... View all property information
    Location Information
    Island Harbour, Anguilla AI 2640
    5 of 5 bubbles Reviewed May 23, 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 bubbles Reviewed May 10, 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 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Sitting on Anguilla's South Shore, Kamique commands its own secluded cove beach and stunning views towards the mountains of St. Martin. Kamique is a collection of three luxury villas on Anguilla's South Coast, six bedroom Triton, four bedroom Aquamarie and four bedroom Anani. A 180 degree full... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 30
    5 of 5 bubbles (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • 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 PO BOX 5179
    5 of 5 bubbles Reviewed May 2, 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 bubbles 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...
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    1 / 10
    5 of 5 bubbles (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 AI 2640
    5 of 5 bubbles Reviewed March 17, 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 / 29
    5 of 5 bubbles (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Hot Tub
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    • Private Outdoor...
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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 AI 2640
    5 of 5 bubbles Reviewed May 23, 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 bubbles Reviewed August 19, 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 / 27
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Terrace
    • Waterfront
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Balcony
    Suitability
    • 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 / 29
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Moonraker Villa awaits you; a luxury signature 15 500 square foot villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxation and tranquility, or, as they say in Anguilla, lime out!! The villa is finished with Italian travertine and ceramic tiles complimented by... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed February 8, 2016
    We just got back from our stay at Moonraker Villa. We have stayed at a few other similarly priced villas on Anguilla each year for the past six years (yes, Anguilla is our...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Patio
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Sandcastle is a private oasis, sitting directly on a secluded, white sandy beach of Anguilla. An absolute dream home to delight the most discerning of guests…lounge on the terrace tucked in the colorful garden, lose yourself in the sounds of the ocean from the ‘zen den’ built directly on the... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    5 of 5 bubbles Reviewed March 11, 2016
    If I could give 100 stars I would! I write this review back in reality, missing the dream that is Sandcastle Villa so very much. This house is everything and more. Beautifully...
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    1 / 36
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    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 friends... View all property information
    Location Information
    Shoal Bay Village, Anguilla 00000
    1 / 13
    5 of 5 bubbles (1) Excellent
    Shoal Bay Village
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Waterfront
    • Hot Tub
    • Private Indoor Pool
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    • Pet-friendly
    • Child-friendly
    • x
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    • 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
    Location Information
    Shoal Bay Village, Anguilla AI21640
    1 / 20
    5 of 5 bubbles (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
    • 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 AI 2640
    1 / 30
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
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    About this property
    Zenaida Estate is nestled on three acres of lush tropical gardens where a 17th century Dutch fort once stood. Luxuriate in the white powdery sands of our deserted beach. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of... View all property information
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    Sandy Hill Bay, Anguilla AI 2640
    1 / 41
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    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 AI 2640
    1 / 15
    West End Village
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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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
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    West End Village, Anguilla AI2640
    1 / 36
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Private and Secluded, VILLA GARDENIA is perfect for a FAMILY, a GROUP OF FRIENDS or COUPLES looking for a retreat in Anguilla. The architectural design is sophisticated, contemporary and has a versatile layout to accommodate your needs. Rent 1,2,3,4,or all five bedrooms Villa Gardenia consists of... View all property information
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    Anguilla, Caribbean 2640
    5 of 5 bubbles Reviewed March 20, 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 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    White Cedars, located in the Long Pond area on the southern coast, was 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... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • 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
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    Anguilla, Caribbean
    1 / 24
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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
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    Little Harbour, Anguilla BWI
    1 / 18
    Blowing Point
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • ?
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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
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    Blowing Point, Anguilla
    1 / 10
    Long Bay Village
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    From its perch atop Long Bay's highest point, Sky Villa is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6 500 square feet of sweeping space. There are four master suites, three of which have private terraces... View all property information
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    Long Bay Village, Anguilla AI 2640
    1 / 42
    5 of 5 bubbles (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    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
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    Blowing Point, Anguilla AI 2640
    5 of 5 bubbles Reviewed July 8, 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 bubbles Reviewed November 16, 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 / 35
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This very spacious contemporary West Indian style 6 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St. Maarten beyond. Triton has direct access through their own short private pathway to a cove with good gentle water which is protected by an outer... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Palm Villa is located within the Indigo Reef Development in the West End of Anguilla. Indigo Reef is a group of one to four bedroom homes with a community pool and barbecue area and steps away from the small and quiet West End beach. Shoal Bay West is just a ten minute walk or two minute drive.... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 25
    Island Harbour
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • 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 AI 2640
    1 / 27
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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    Little Harbour, Anguilla AI 2640
    1 / 45
    5 of 5 bubbles (4) Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • Mountain Views
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    • x
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    • ?
    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 BWI
    5 of 5 bubbles Reviewed 1 week ago
    Not easy to find a place that can take care of such a large group. But these villas did that and some. Managers were very helpful lining up rental cars. Fishing trips. Our own...
    5 of 5 bubbles Reviewed August 5, 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...
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    1 / 37
    Shoal Bay Village
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • ?
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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
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    Shoal Bay Village, Anguilla AI 2640
    1 / 25
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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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
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    Anguilla, Caribbean ANGUILLA
    5 of 5 bubbles Reviewed December 8, 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 / 39
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • x
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    • 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
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    Blowing Point, Anguilla ANGUILLA
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    About this property
    Nearest Beach: Meads Bay Beach Proximity: On the Beach Meads Bay Beach Villas is an intimate Caribbean resort consisting of four luxurious villas situated directly on picturesque Meads Bay, Anguilla - one of the top-rated beaches in the entire Caribbean. A setting sun over crystal blue water is the... View all property information
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    Anguilla, Caribbean
    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • x
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    • x
    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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    Anguilla, Caribbean
    1 / 24
    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • ?
    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 12345
    5 of 5 bubbles Reviewed 5 weeks ago
    Yet another spectacular stay at Villa Fay in Anguilla. This year we took some friends down with us. We had so much fun. So much space with your own kitchen and pool. Beautiful...
    5 of 5 bubbles Reviewed November 15, 2016
    Great place to stay, several rooms, swimming pool, Great Ro noom for family/friends gathering. Easy access to island attractions, dining, beaches, etc. Private rooms with patios...
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    1 / 32
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The villa is a contemporary 5 000 square foot beach house on secluded Lover's Cove, Dropsey Bay on the southern shore of Anguilla. It overlooks the Caribbean Sea and the mountains of St. Martin beyond. Whilst accessible to all the conveniences of modern living, Tequila is a private retreat that... View all property information
    Location Information
    Anguilla, Caribbean AI 2640