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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 / 21
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 30
    5 of 5 bubbles (6) Excellent
    South Hill
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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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 / 25
    Blowing Point
    3 Bedrooms, 11 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
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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
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    Blowing Point, Anguilla XXXXXXXXXX
    1 / 9
    4.5 of 5 bubbles (8) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Mainstay is a privately owned villa situated on a ½ acre right on the Caribbean Sea. It offers 3 bedrooms, 2 full baths and a 1/2 bath. Our lovely pool and large deck offers spectacular southern views of St. Martin & other neighboring islands. Mainstay is a very spacious and well appointed... View all property information
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    Anguilla, Caribbean ELSIE BAY
    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 / 21
    5 of 5 bubbles (1) Excellent
    The Valley
    3 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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 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 / 7
    5 of 5 bubbles (2) Excellent
    Island Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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 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 / 26
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean 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 1264
    5 of 5 bubbles Reviewed June 18, 2015
    My partner and I stayed at CeBlue for five nights and six days, we travel allover and it was the most stunning resort/villa we have ever been to. The staff was so friendly and...
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    1 / 29
    5 of 5 bubbles (42) Excellent
    Island Harbour
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    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 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    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 / 19
    5 of 5 bubbles (1) Excellent
    West End Village
    5 Bedrooms, 14 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    ARUSHI means " Ray Of Sunshine" This exquisite beach front property situated in the West of Anguilla at the CUISINART GOLF RESORT & SPA, this exclusive villa is one of only 12 homes on this beautiful estate.Located on a 4,400 foot long stunning white sandy beach. A Greg Norman designed golf course... View all property information
    Location Information
    West End Village, Anguilla AI2640
    5 of 5 bubbles Reviewed March 6, 2015
    We had the pleasure of staying at Arushi Villa and the property exceeded our expectations. The privacy, the accommodations, and the breathtaking views made for a remarkable...
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    1 / 20
    5 of 5 bubbles (3) Excellent
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • 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 / 25
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
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    • Pet-friendly
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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 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 / 23
    Sandy Ground
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    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 AI 2640
    1 / 11
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • 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 XXXXXX
    1 / 42
    5 of 5 bubbles (6) Excellent
    Blowing Point
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Mountain Views
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    • Pet-friendly
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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
    Location Information
    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 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Terrace
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Lovely three bedroom villa located in popular West End just a short walk from Meads Bay Beach, Malliouhana Hotel & Spa, Frangipani Resort and Blanchards Restaurant. The two bedrooms are located on each side of the villa with the living, dining, kitchen area in the center affording each bedroom... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 98
    5 of 5 bubbles (80) Excellent
    Sandy Ground
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Children's Pool
    • Wi-Fi
    • Mountain Views
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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 June 28, 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 bubbles Reviewed May 19, 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 / 24
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Yard
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    • x
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    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 BWI
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    1 / 25
    5 of 5 bubbles (4) Excellent
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • 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 BWI
    4 of 5 bubbles Reviewed March 30, 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 bubbles Reviewed August 11, 2014
    Words truly cannot describe our stay at Beaches Edge Anguilla. But I will try.. From the serene private setting with amazing views of the ocean to the full service staff(which...
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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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    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 / 27
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Terrace
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    • Pet-friendly
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    • x
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    • 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
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    Anguilla, Caribbean
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Beautiful new villa centrally located in North Hill village overlooking the harbour at Sandy Ground. 180 degree view of St. Maarten, the harbour and the spectacular sunsets. Just completed, Villa Nirvana has all the amenities you would want plus the spectacular views. There are four bedrooms in... View all property information
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    Anguilla, Caribbean AI 2640
    1 / 29
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Seaside Villa is located is located on a private beach shared by only four other villas, and is minutes away from Shoal Bay Beach and close to some of the island's best cuisine and market shopping. Included for our guests at Opus Destinations is a special shuttle available to take you to Shoal Bay... View all property information
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    Anguilla, Caribbean
    1 / 18
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Set in the western end of the island (overlooking Cap Juluca and Altamer), just minutes away from two white sandy beaches, the three bedroom luxury home combines pure elegance with state-of-the-art broadband technology and a fitness pavilion. All bedrooms have air conditioning plus Casablanca... View all property information
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    West End Village, Anguilla AI 2640
    1 / 32
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    • ?
    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
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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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    • 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 AI2640
    1 / 18
    Blowing Point
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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 AI 2640
    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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    • Pet-friendly
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    • 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 / 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
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    • 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 ANGUILLA
    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
    • Air Conditioning
    • Satellite TV
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    • DVD Player
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    • 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 AI21640
    1 / 30
    Sandy Hill Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Sandy Hill Bay, Anguilla AI 2640
    1 / 45
    5 of 5 bubbles (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
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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 BWI
    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...
    5 of 5 bubbles Reviewed June 25, 2015
    My boyfriend & I stayed at Beaches Edge villa for a week with another couple this past April. Neil, Christina, & Michelle all of their team was beyond accommodating and helpful...
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    1 / 32
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beach Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla * 2 en-suite bedrooms * private swimming pool * steps from Meads Bay Beach - one of the world's best beaches * beach chairs and umbrellas set up on Meads Bay Beach * fully equipped granite counter kitchen * exquisitely... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 20
    5 of 5 bubbles (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
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    • 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 A12640
    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 / 13
    Blowing Point
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • 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 AI 2640
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Zebra Villa is ideally located, just a five minute walk to Meads Bay Beach. Malliouhana Hotel, Blanchards Restaurant and other hotels and restaurants are also within walking distance along the beach. The main floor consists of a separate kitchen and dining area, living area with its unique wooden... View all property information
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    Anguilla, Caribbean
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    • Waterfront
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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 / 5
    3 Bedrooms, 3 Bathrooms, Sleeps 1 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: On the sea Located at the Callaloo Resort in the beautiful Rendezvous Bay area. Ananke is simply elegant in all ways, The furniture is simple and comfortable and the views are fantastic. The outdoor living spaces are great for entertaining and... View all property information
    Location Information
    Anguilla, Caribbean
    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Air Conditioning
    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 21
    5 of 5 bubbles (4) Excellent
    8 Bedrooms, 14 Bathrooms, Sleeps 16 | Quick View
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    • Waterfront
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Nestled in three acres of lush tropical gardens, where a 17th century Dutch fort once stood, Zenaida Tennis and Beach Estate offers gracious island living. Enjoy ultimate privacy in two separate villas and an adjoining garden cottage, all handsomely appointed featuring a total of seven... View all property information
    Location Information
    Anguilla, Caribbean A12640
    5 of 5 bubbles Reviewed July 25, 2016
    An absolutely wonderful property that has everything you potentially need. Very private and the service staff are incredible. Would definitely go back again.
    5 of 5 bubbles Reviewed July 22, 2016
    Our family of "10" had the vacation of a lifetime at the beautiful Zenaida Beach and Tennis Resort. From the moment of our arrival, we were taken in by the warmth of the...
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    1 / 23
    5 of 5 bubbles (12) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Private Outdoor...
    Suitability
    • 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 12345
    5 of 5 bubbles Reviewed 3 days 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 / 27
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • DVD Player
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    • Satellite TV
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    • Air Conditioning
    • Grill
    Suitability
    • 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 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 / 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 PO BOX 5179
    1 / 65
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • Terrace
    • Washer
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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 / 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 1 week ago
    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 3 weeks ago
    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 / 23
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Paradise is gated for complete privacy and surrounded by lush tropical foliage. The spacious living room located on the upper level area opens to two terraces and stunning views. Amenities include a 42" television, Bose sound system, and an office area equipped with computer, internet,... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 26
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Satellite TV
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    • 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 AI 2640
    1 / 16
    5 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Inland Overlooking the vast Atlantic Ocean is the stunning villa Tamarind, named after a local tree that grows on the Island and situated in the area of Shoal Bay East a five minute drive to one of the most stunning beaches in Anguilla and the... View all property information
    Location Information
    Anguilla, Caribbean
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