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Elder Access Holiday Rentals in Anguilla, Caribbean

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    1 / 28
    Island Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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 / 20
    5 of 5 bubbles (2) Excellent
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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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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    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 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 bubbles 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 / 20
    5 of 5 bubbles (2) Excellent
    The Valley
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    About this property
    Brand new lavish Luxury Estate in Anguilla. PRIVACY Guaranteed 3 Kings + 2 Twins + 2 Full Ultra Luxurious and fully staffed Private Chef and Butler Services Gym and Tennis Court View all property information
    Location Information
    The Valley, Anguilla AI 2640
    1 / 24
    Little Harbour
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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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
    1 / 36
    5 of 5 bubbles (10) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • x
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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
    Location Information
    Anguilla, Caribbean 2640
    5 of 5 bubbles Reviewed 21 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 / 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
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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
    Location Information
    Shoal Bay Village, Anguilla AI21640
    1 / 27
    Little Harbour
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    • ?
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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
    Location Information
    Little Harbour, Anguilla AI 2640
    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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    • Pet-friendly
    • Child-friendly
    • x
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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 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 bubbles 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 / 12
    5 of 5 bubbles (9) Excellent
    The Valley
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Wi-Fi
    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come and enjoy wonderful accommodations on the island of Anguilla. Our wonderful property on Rendezvous Bay is a perfect getaway with friends or family. Up to three bedrooms, with wonderful living areas provide special back drops for your special days on Anguilla. Whether it's just two of you... View all property information
    Location Information
    The Valley, Anguilla AI2640
    5 of 5 bubbles Reviewed 21 May 2016
    We stayed in Chinaberry, the one bedroom cottage portion of the Bayberry-Chinaberry property, which can be rented as a whole or as individual units. Bayberry and Chinaberry have...
    5 of 5 bubbles Reviewed 2 March 2016
    We have just returned from two wonderful weeks at Chinaberry! While not on the beach (one does need a car, the view from the deck over Rendezvous Bay is truly fabulous...
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    1 / 24
    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
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    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 17 January 2017
    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 15 November 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 / 39
    Blowing Point
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Mountain Views
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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 / 45
    5 of 5 bubbles (4) Excellent
    Blowing Point
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    • Children's Pool
    • Mountain Views
    • Satellite TV
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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 2 weeks 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 6 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...
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    1 / 25
    5 of 5 bubbles (12) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Waterfront
    • Satellite TV
    • Hot Tub
    • DVD Player
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    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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 9 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 / 65
    Shoal Bay Village
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Housekeeping...
    • Terrace
    • Balcony
    • Grill
    • Washer
    • Ocean Views
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “Dreamcatcher” – the clue is in the name…! ​On a low ridge overlooking the splendour that is Shoal Bay East, one of the top ten beaches in the world. Sit back and gaze over the unobstructed and breathtaking views of the turquoise Caribbean waters. Let your mind wander and escape from the... View all property information
    Location Information
    Shoal Bay Village, Anguilla AI 2640
    1 / 39
    West End Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    Location Information
    West End Village, Anguilla AI 2640
    1 / 15
    Blowing Point
    10 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Terrace
    • Balcony
    • Ocean Views
    • Housekeeping...
    • Grill
    • Central Heating
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    To avoid cancellation please contact us before request booking to confirm the availability! Within the sea-side garden is a dining pavilion with seating for 10 and barbeque dining area on a private beach with beautiful white sand and direct access to the crystal clear sea. Is set within a private... View all property information
    Location Information
    Blowing Point, Anguilla
    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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    • Private Outdoor...
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    About this property
    The Retreat @ Moonraker is a fully secure private retreat that allows full privacy and interaction with the perfect serenity of its surroundings. Fully opening expanses of glass optimize the stunning views from all elevations The Retreat @ Moonraker Villa awaits you; a signature 15,500 sq ft villa... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 25
    5 of 5 bubbles (2) Excellent
    The Valley
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Recently featured in Robb Report, Islands Magazine and Maco. Ani Villas goal is for our guests to leave the everyday world and their worries behind. letting our team help shape memorable escapes of relaxation and adventure. We strive to introduce our guests to the best our destinations have to... View all property information
    Location Information
    The Valley, Anguilla AI 2640
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    1 / 20
    5 of 5 bubbles (14) Excellent
    The Valley
    10 Bedrooms, 14 Bathrooms, Sleeps 20 | Quick View
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    • Hot Tub
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    • Satellite TV
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Ultimate Luxury, pampered and fully serviced - Recently featured in ROBB REPORT, ISLANDS MAGAZINE, HUFFINGTON POST AND MACO... CONDE NAST JOHANSEN'S PREFERRED PROPERTY !!! 30,000 square feet of pure bliss. The Estate consists of 10 Bedrooms, 6 of them are luxuriously oversized Master Suites.... View all property information
    Location Information
    The Valley, Anguilla AI 2640
    5 of 5 bubbles Reviewed 7 August 2016
    Whether you're on one of the several overlook-style patios looking down at Little Bay or by the perfect-temperature pool or even on the villa's rooftop deck, Ani Villas charms you...
    5 of 5 bubbles Reviewed 7 August 2016
    The multiple views of Limestone Bay are breathtaking. I especially loved the cantilevered porch which allows you to look straight down into the water. The room was lavish to say...
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    1 / 32
    Long Bay Village
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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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 / 49
    Long Bay Village
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Twin Palms VIllas at Meads Bay Feature Two Villas on One Estate: *Coconut Palm (3 bedrooms / 4 bathrooms) *Beach Palm (2 bedrooms / 3 bathrooms) *Connected to each other by a lit garden path *These are the BEST VALUE VILLA RENTALS at Meads Bay. Each villa features: * private swimming pool at each... View all property information
    Location Information
    Long Bay Village, Anguilla AI 2640
    1 / 23
    South Hill
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • x
    About this property
    Ambia is centrally located in Anguilla with spectacular views overlooking Sandy Ground and minutes away from the Island's 33 magnificent white-sand beaches. The Villa is newly renovated and available for rental beginning December 1, 2016. Ambia's Asian-style suites with Caribbean influence are the... View all property information
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    South Hill, Anguilla AI 2640
    1 / 33
    9 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Imagine a resort equipped villa with breathtaking views, generous inclusions and a full staff... all exclusively yours. Ani Villas Anguilla was designed specifically to host large groups and families seeking a more pampered Caribbean escape. As the name suggest Àni North sits on the northern... View all property information
    Location Information
    Anguilla, Caribbean AI 2640
    1 / 38
    Little Harbour
    6 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    • Washer
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    • Internet Access
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your dream island escape awaits you at Triton, an exquisite 6-bedroom, 6.5-bath vacation rental villa at Kamique, settled on Anguilla’s South Shore with its own secluded beach cove and commanding views of the mesmerizing mountains of St. Martin.  Welcome to Triton’s beachfront estate, one of... View all property information
    Location Information
    Little Harbour, Anguilla 00000
    1 / 45
    Long Bay Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Ocean Views
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Coconut Palm Villa is the BEST VALUE VILLA rental at Meads Bay in Anguilla. * 3 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 / 24
    4.5 of 5 bubbles (3) Very good
    West End Village
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
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    • Waterfront
    • Air Conditioning
    • Satellite TV
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    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    "Palm Shores Villa"--the name says nearly all of it! This quiet, private Anguilla villa is sited in a stunning Caribbean location with scrumptious views of St Martin and St Barts. Situated at 6 feet (!) above sea level on a point of land between two small bays, it has sweeping vistas. Centrally... View all property information
    Location Information
    West End Village, Anguilla N A
    4 of 5 bubbles Reviewed 16 February 2015
    on Forest Bay with a view of St Maarten. Villa is basic, nicely maintained and furnished. We could not have asked for more from a property. As much as we like to walk the long...
    4 of 5 bubbles Reviewed 16 March 2014
    Palm Shores villa is a budget-friendly, extremely private villa with the most amazing view! Accommodations are exactly as pictured: simple and clean. Sure, it could use some...
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    1 / 24
    West End Village
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Octagon' is new to the rental market and its unique design is welcoming, homely, elegant and attention to detail can be seen throughout. As soon as you enter one of the entrance gates you are greeted with a sense of tranquility. With three (3) bedrooms all with ensuites, living room, half bath,... View all property information
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    West End Village, Anguilla AI2640
    1 / 16
    Little Harbour
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Comfortable villa in quiet neighborhood overlooking Little Harbor. Views include lovely sunsets over the harbor, St Martain and surrounding islands. There is access to Little Harbor for swimming and snorkeling. The villa has a spacious great room with high airy ceilings, full kitchen, dining and... View all property information
    Location Information
    Little Harbour, Anguilla CARRIBEAN
    1 / 5
    Rendezvous Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Waterfront
    • Satellite TV
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    • Parking
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Rendezvous Bay Hotel features 4 beachfront villas encompassing 14 rooms with the beach at your doorstep. The beach villas feature magnificent uninterrupted views of the Caribbean Sea and St. Martin. Surrounded by 40 acres of natural habitat, Rendezvous Bay Hotel is the perfect place for a quiet and... View all property information
    Location Information
    Rendezvous Bay, Anguilla AI 2640
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