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Anguilla Vacation Rentals

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    Travellers to Anguilla are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 321 Rentals in Anguilla
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    Solaire Standard1 / 20
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Studio, 3 Bathrooms, Sleeps 1 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Grill
    • Parking
    • Wi-Fi
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Little Harbour, Anguilla BWI
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Santosha on Anguilla is a grand beachfront estate situated right at the edge of stunning Long Bay Beach. This magnificent villa features eight luxurious bedrooms, making it the ideal choice for up to 14 guests. For your convenience, a complete staff with butler service and a personal chef...
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    West End Village, Anguilla
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Studio, 8 Bathrooms, Sleeps 1 Quick View
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    • Satellite TV
    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Nearest Beach: Elsie Bay ( 5/6 minute walk) Beach Proximity: Inland with stunning views Bella Constantina located in the scenic and quiet village of Little Harbour and within walking distance to Elsie Bay, a delightful sandy beach perfect for swimming, picnics and visited by locals and tourists...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    If you are part of the green revolution and you want to travel but also support those aligned with your cause, then the stunning Villa Solaire Premier in Anguilla is for you. Sitting over Lockrum Bay and offering truly unprecedented views of the sea and the islands in the distance, the two-bedroom...
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    Blowing Point, Anguilla
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Blue Diamond at Altamer, Sleeps 101 / 24
    (1)Very good
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This generous and luxurious beachfront villa features incredible views of the Caribbean Sea and St Martin. The spacious living and dining area is ideal for gatherings of family and friends or for entertaining business associates. Blue Diamond is a 12,000 square foot villa. Guests enter the...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Villa Fay Perfect getaway for couples or families1 / 24
    (17)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Patio
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Anguilla, Caribbean 12345
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Paradise, Sleeps 121 / 17
    (3)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat yourself to the holiday you deserve in sunny Anguilla. Villa Paradise is a seven bedroom villa located in the coveted Blowing Point area of this idyllic tropical island. The layout and enormous deck spaces of this waterfront residence assure that you will enjoy a stunning view of the...
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    Blowing Point, Anguilla
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ani South Little Bay Anguilla Sleek Crisp Lines & Comfort for 10 Guests This is a showcase villa perched upon a headland overlooking Little Bay on Anguilla. There are 5 bedrooms, each quite distinctive all with luxurious bed linens, en suite spa quality bathrooms, AC, WiFi and an all inclusive...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1,000 sq. ft. Cottage in Shoal Bay Village1 / 26
    (28)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • DVD Player
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming & affordable Bonnie & Isaiah's country cottage apartment: The monthly rent is US $1,200 is for 1-2 people staying 2 months or longer. The monthly rent is US $1,300 for 1-2 people staying 1 month only. Additional guests pay US $20 per night per person. One bedroom with king-sized bed,...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With the appearance of a gorgeous sand castle, the Villa Element Sea on the waterfront of Long Bay in Anguilla manages to capture the very essence of the Caribbean. A cool palette of pure white and sea greens, blues, and turquoise hues will soothe and refresh, and an array of luxurious spaces,...
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    West End Village, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Amarilla Island Harbour Anguilla Italian Influenced Design Designed by the Anguillan architect Carl Williams, this villa combines a Caribbean approach with Italian influences such as yellow stucco walls, turquoise shutters and a red tile roof. Award Winning Interior Designer The owners in...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Mainstay Villa at Elsie Bay1 / 14
    (13)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anguilla, Caribbean ELSIE BAY
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    BestValue1300/5bd/night. Rent 1 bdr or more,  rates adjusted on a sliding scale1 / 36
    (10)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anguilla, Caribbean 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    Nirvana Villa - Anguilla1 / 8
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Nirvana Villa Shannon Hill aka Seafarer's Ridge Nr Sandy Ground Anguilla 4 Bedrooms 4 Bathrooms Private, Elevated Location above Sandy Ground This beautiful villa has been designed to fit perfectly upon its elevated position and present the best possible panoramic views from every room and terrace....
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Patio
    • Grill
    • Washer
    • Satellite TV
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Le Bleu on Anguilla is a magnificent high-end property right on the water overlooking wonderful views of neighboring St. Martin. This fabulous estate is situated in a prime location on a lushly landscaped ten-acre homesite at the edge of Little Harbour Bay. Two private beaches are just steps...
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    Anguilla, Caribbean
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    INCREDIBLE VALUE! Oceanfront Beaches Edge East Villa1 / 25
    (4)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Beaches Edge Anguilla East Villa is a 5 bedroom/5.5 bath oceanfront villa overlooking Pelican Bay. This contemporary luxury home is away from the crowd. The villa has the most stunning views of the Caribbean Sea and mountains of St. Martin on Anguilla. A small, quiet beach is just a...
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    Blowing Point, Anguilla BWI
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Hot Tub
    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of a private estate that looks out over the stunning Little Bay in Anguilla, the Villa Ani South is a six-bedroom gem that provides guests with a full household staff, premium amenities, and a setting that is both stunning and soothing. Close to the equally lovely Limestone Beach and the most...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    With its southwestern position in Lock Rum Bay, the Villa Aquamarie - Kamique in Anguilla offers impressive scenery. A great view of the channel, and even of St. Martin in the distance, guarantees visitors that they have the kind of endless sea, sky, and breezes that define any Caribbean...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beaches Edge East - Anguilla1 / 10
    (1)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beaches Edge East Pelican Bay, Anguilla Sleek Crisp Lines & Comfort for 10 Guests Oceanfront Villa close to sandy beach of Pelican Bay, this 5 bedroom Villa has been designed with striking attention to detail and clean contemporary lines throughout both the interior and exterior. Supreme service...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 8 Bathrooms, Sleeps 1 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Sandy Hill Beach Proximity: Close to the beach Zenaida Beach & Tennis Estate is a gorgeous, private property perched on the heights above (and with immediate access to) Sandy Hill Beach--one of Anguilla's loveliest beaches, on an island famous for its sand and sea. The property is...
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    Anguilla, Caribbean
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 1
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    Le Bleu, Sleeps 191 / 35
    (1)Average
    10 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on two and half acres of beautiful tropical gardens, Le Bleu overlooks the clear turquoise waters of the Caribbean Sea. With a private beach cove, the scenic blue skies and myriad colors of the ocean will captivate your senses and your soul. From diving to massages, night life and...
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    Little Harbour, Anguilla
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 19
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    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay West (4 min walk) Beach Proximity: Near the Beach Also close to: Meads Bay Beach (4 min drive) '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...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!1 / 45
    (5)Excellent
    10 Bedrooms, 12 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Children's Pool
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Blowing Point, Anguilla BWI
    Holiday Rental House - 10 Bedrooms, 12 Bathrooms, Sleeps 20
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by a world-renown team of architects and designers, the impressive Villa Kishti Black sites above Black Garden Bay in Anguilla and offers families or groups an unprecedented opportunity for a truly luxurious, private and unforgettable Caribbean holiday. A five-bedroom villa, it has been...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    African Sapphire at Altamer, Sleeps 161 / 14
    (3)Excellent
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    The African Sapphire is a generously proportioned beachfront property with a very large living and entertaining area that allows dining for 18, and offers superb 360 degree views of the Caribbean Sea and St Martin. The African Sapphire is four stories high and 14,000 square feet sumptuously...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    WAVES Shoal Bay East - Anguilla1 / 21
    (1)Excellent
    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    • Washer
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    • Waterfront
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Shoal Bay East Beach Proximity: Very close to beach (10 minute walk or a few minutes drive) This ideal and beautiful cliffside villa is situated in Shoal Bay East and minutes away from the beach that was voted one of the best white sand beaches in the Caribbean... Waves offers...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The luxurious Six Bedroom Villa Coyaba is situated in Lockrum on the scenic southern coast of Anguilla and overlooking the mountains of the neighbouring island of St. Martin/Maarten. The secluded cove is perfect for sunning or swimming and is only a stone's throw away. With its beautiful...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, 3 Bathrooms, Sleeps 2 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 2
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    Colibri, Sleeps 121 / 15
    (2)Very good
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Welcome to Colibri villa, a picturesque island paradise tucked away in the northern Caribbean. Known for its pristine white sand beaches and clear turquoise seas, Anguilla offers a casual island tempo so you can get the rest and relaxation you deserve. Colibri is a striking and spacious villa whose...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stretching across the horizon like an ivory sculpture, White Cedars villa offers all the perks required for a truly memorable island holiday. Allow the sensual features of this private three bedroom villa to overtake your senses and soul. Located on the remote isle of Anguilla, a tropical hot spot...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Sandy Ground Beach Proximity: Overlooking the Beach Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Shores Villa is a duplex with a 2 bedroom villa and a 1 bedroom unit. Centrally located in the Forest Bay area on the southern side of the island with stunning views of the neighbouring islands St. Martin and St. Barts.   This little secluded cottage sits right at the waters edge, perfect...
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    Sandy Hill Bay, Anguilla 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    TRULY EFFORTLESS BEACH ACCESS! A MUST SEE! Alegria1 / 42
    (9)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Satellite TV
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    • Waterfront
    • Mountain Views
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beachfront vacation home you've been dreaming about! Villa Alegria, located near Blowing Point and Anguilla's desirable West End, is one of the Caribbean's most beautiful and comfortable beachfront villas with stunning views of the sea and mountains of St. Martin. Unlike most Anguilla villas,...
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    Blowing Point, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jasmine Villa is located in the northwestern part of Anguilla and offers a fantastic location. It's just a 10 minute walk or 3 minute drive to spectacular Meads Bay public beach, a mile-long crescent of white sand and calm turquoise waters.  Nearby are several gourmet restaurants, including...
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    Anguilla, Caribbean 123456
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    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...
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    Island Harbour, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Grand Outlok Castle #1 Guest Rated Rental EXHALE!1 / 21
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Grill
    • Housekeeping Included
    • Children's Pool
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    Suitability
    Pet friendly
    Kid friendly
    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...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    Smoking allowed
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    Villa Cerulean on Anguilla captures the essence of the island with comfortable furnishings accented with blue decor. This magnificent villa is just steps from the beach and provides nine individually decorated bedrooms, making it ideal for families or a group of friends traveling together....
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    West End Village, Anguilla
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
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    Villa Amarilla on Anguilla sets the standard of excellence on a tropical island known for upscale accommodations. Enter through a welcoming lanai with a profusion of colorful bougainvillea flowers surrounding the intricately designed wrought iron doorway. Step into the grand foyer and prepared to...
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    Island Harbour, Anguilla
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Balcony
    • Grill
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    • Waterfront
    • Internet Access
    • Porch
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7 Palms Villa design is Caribbean Casual with Breathtaking views that juts out for an incredibly living experience. The Caribbean Island interiors and living spaces are perfect for a tropical vacation. With spacious indoor and outdoor living and dining areas, 7 Palms Anguilla offers ample room for...
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    Anguilla, Caribbean 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vista is an idyllic, luxury 4 bedroom contemporary villa superbly located on the water-front 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...
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    Blowing Point, Anguilla 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    If the idea of a full-service, estate-like holiday spot in the Caribbean appeals to you, consider Villa Kishti East, on exclusive Meads Bay in Anguilla, a dream destination. Part of the Kishti Estate, this individual villa is home to six luxurious bedroom suites, a seemingly endless list of...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Island Harbour (Five minutes drive) Beach Proximity: On the Sea Desert Rose is a luxurious 11,000 square foot 1.35 acres (does not include the tennis court and some surrounding land which may also be purchased separately) Perched on top of a cliff offering breathtaking views of the...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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    Spyglass Hill Villa1 / 24
    (11)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Mountain Views
    • Wi-Fi
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Anguilla, Caribbean 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Though it is a complete retreat on its own, the stunning Villa Anani Kamique also provides guests with private access to Lockrum Bay in Anguilla. Whether along the beach or in your private villa, you enjoy unprecedented views of the sea, and even St. Barth's in the distance. A classic Caribbean...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Rendezvous Beach Beach Proximity: Near the Beach Seabird is located in the West of the island and is less than a minute drive to the sands of Rendezvous Bay, or a delightful five minute walk to one of Anguilla's best beaches. This property hosts 4 bedrooms and includes an elegant mix...
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    Rendezvous Bay, Anguilla AI2640
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 1
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
    • Grill
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nearest Beach: Sandy Point Beach Proximity: On the Beach Villa Alegria, charming, elegant, with stunning ocean views, the island of St. Martin resting neatly in the background. Italian in its architectural design, this magnificent villa offers you all the amenities you would need to make your...
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    Location Information
    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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