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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 319 Rentals in Anguilla
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    ANGUILLA SHORES VILLA -  Little Harbour, Anguilla1 / 11
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Little Harbour Beach Proximity: Near the Beach Anguilla Shores is located in Little Harbour a splendid residential village with views of Little Harbour bay. This is a delightful two bedroom and two bathroom villa and is very comfortable and spacious with everything to make your...
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    Anguilla, Caribbean
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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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    5 Bedrooms, 6 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Sandy Hill Bay Beach Proximity: Overlooking the Beach STARTING FROM NOVEMBER 1ST - Chef Hull will welcome guests with a cocktail party and a daily complimentary breakfast. Chef Hull worked as a resort chef for 10 years... Birds of Paradise is located on a small bluff overlooking the...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 1
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    Ani Villa South - Private Resort, Sleeps 121 / 24
    (4)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
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    Like an ivory sculpture on the majestic cliffs overlooking Anguilla’s Little Bay, the six bedroom Ani South has been designed to offer an unforgettable Caribbean vacation. Unique to Ani South is its configuration, accessible to guests via an elevator, roll-in showers, pool lift and wheelchair...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    “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...
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    Shoal Bay Village, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    Close to Cove Bay and part of the prestigious Sheriva estate, the stunning Villa Mystique easily lives up to its name. It has an immediately impressive appearance thanks to its unique profile and contemporary style. Offering a range of indoor and outdoor living spaces, it ensures that all guests...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Sand Castle Villa Limestone Bay Anguilla Beachfront 4 Bedroom Villa Sand Castle Villa boasts 4 bedrooms, 2 kingsize, 1 Queensized and a twin room, perfect for a group of friends or large family to enjoy. Close to the stunning Anguillan coast and blessed with its own beautiful pool this villa...
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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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    Nearest Beach: Elsie Bay Beach Proximity: On the Sea Moonrise is located in the scenic and quiet village of Little Harbour along the rocky coastline and within walking distance to Elsie Bay. This pretty villa has 2 masters and a guest bedroom on the main floor with a 4th bedroom on the lower level...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 1
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
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    Allamanda Beach Club is a 3-star Family oriented Hotel located at Shoal Bay East.Located in the heart of Shoal Bay, this Hotel is a 3 minutes walk to the East side of Shoal Bay Beach and within 3 mi (5 km) of Island Harbor Beach and Scilly Cay. Stone Cellar Art Gallery and Captain's Bay Beach are...
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
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    The Villas by CuisinArt offer the utmost in luxury in a truly spectacular setting. Located at the eastern end of the property, the six villas are private, yet steps away from all Resort facilities. Each has its own entry courtyard graced with a soothing fountain and botanical splendor, transporting...
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    Nearest Beach: Seafeathers Bay Beach Proximity: On the Sea Emerald Reef located in the residential area of Seafeathers. This delightful villa is surrounded by caribbean breezes from upon the hilltop.  The sounds of crashing waves is soothing and all around are the beautiful local flowers. The villa...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    Studio, 16 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Rendezvous Bay Beach Proximity: On the sea Rosamaris Villa is situated at the Callaloo Resort, this outstanding property is fully air-conditioned and is 20,000 sqft of beachfront property, featuring 15 bedrooms/15 en suite bathrooms,  private mooring, private docking, secluded beach,...
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    Anguilla, Caribbean
    Holiday Rental House - 16 Bathrooms, Sleeps 1
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    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Blackgarden Bay Beach Proximity: Near the Beach The word KISHTI in Urdu, a language derived from the Arabic and Hindi languages, means a boat, an ark, or a canoe. It is quite frequently used in poetry and verse, set to Indian music to reflect life, love, **** and possibly other...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    Studio, 3 Bathrooms, Sleeps 1 Quick View
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    • Washer
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    Nearest Beach: Savannah Bay Beach Proximity: Inland Perched 150 feet above sea level on the east end of Anguilla, the Wesley House features complete privacy, luxury, and a panoramic view of five islands. Air-conditioned bedrooms, unique design of tropical architecture, expansive bougainvillea...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    Studio, 2 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Shoal Bay West Beach Proximity: Near the beach Ideally located in the heart of Anguilla’s luxurious west end, West End Bay Holiday Suites offers you luxurious self-contained holiday apartments overlooking spectacular Shoal Bay West Beach, just a short distance from a myriad...
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    Anguilla, Caribbean
    Holiday Rental House - 2 Bathrooms, Sleeps 1
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    OCEANA VILLA - CROCUS BAY, Anguilla1 / 18
    (1)Excellent
    Studio, 2 Bathrooms, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Nearest Beach: Crocus Bay Beach Proximity: Overlooking the Beach Oceana sits on Anguilla's highest point in splendid isolation making it very private. Built on two levels: the walls are painted a soft, warm, buttery color. Arches frame the poolside deck and create a romantic ambiance. The large...
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    Anguilla, Caribbean
    Holiday Rental House - 2 Bathrooms, Sleeps 1
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    Studio, 3 Bathrooms, Sleeps 1 Quick View
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    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...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    Studio, 1 Bathroom, Sleeps 1 Quick View
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    Nearest Beach: West End Beach Beach Proximity: Near the Beach Unlike the other villas at Indigo Reef, Oleandar is a delightful open plan 1 bedroom cottage with its own private walled garden for that little extra privacy. A roof terrace provides sunrise views over the West End pond with a backdrop...
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bathroom, Sleeps 1
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    Nearest Beach: Rendevous Bay Beach Proximity: On the sea Pappagallo villa is a spacious, modern and fully air-conditioned villa located at the Callaloo Resort in Rendezvous Bay.  With views overlooking the islands of St. Martin, Saba and the beautiful Caribbean Sea . This villa offers approximately...
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    Anguilla, Caribbean
    Holiday Rental House - Sleeps 1
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    WAVES Shoal Bay East - Anguilla1 / 21
    (1)Excellent
    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    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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    Studio, 7 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Crocus Bay Proximity: Very close to beach (Seconds away) Anguilla’s newest luxury offering. CéBlue Villas & Beach Resort, with its dramatic hillside location overlooking the pristine white beaches and turquoise waters of Crocus Bay, this incomparable eight-villa retreat offers a...
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    Anguilla, Caribbean
    Condo/Apartment - 7 Bathrooms, Sleeps 1
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    Studio, 5 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Sandy Ground Beach Proximity: Pathway to a secluded cove This very spacious contemporary West Indian style 4 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St.. Maarten beyond. ANANI has direct access through their own short private...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    Studio, 4 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    Nearest Beach: Blowing Point Beach Beach Proximity: On the Sea, Steps to Blowing Point Beach Bramasole Villa is a jewel perched on the waters edge, located on a private cul-de-sac at Pelican Bay, with the beach just steps away from the pool gate.  This villa features spectacular, panoramic views of...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bathrooms, Sleeps 1
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    Studio, 5 Bathrooms, Sleeps 1 Quick View
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    • Grill
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    Nearest Beach: Island Harbour Beach Proximity: Close to the water 'Soleil' at Captain's Bay is a brand new fully air conditioned villa opening for the first time this year. From every vantage point, the villa has the most spectacular views of any villa on the island. Breathtaking views of the...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    Studio, 3 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Shoal Bay East (Five minutes drive) Beach Proximity: Inland A spacious & comfortable villa situated between the beautiful white-sand beach of Shoal Bay East and the vibrant area of Island Harbour. Little Palm is within the exclusive community of Sea Rocks, and benefits from an...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bathrooms, Sleeps 1
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    Studio, 8 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Shoal Bay East Beach Proximity: Near the beach 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...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: West End Beach Beach Proximity: Near the Beach Peri-twinkle is located within the Indigo Reef Resort at beautiful West End Bay. The cozy two-bedroom beach-style cottage offers modern amenities in a comfortable setting. There is a colorful and large kitchen, roof top deck and common...
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    Anguilla, Caribbean
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 1
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    3 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Shoal Bay East (5 mins drive) Beach Proximity: Near the Beach REDUCED TO ..... $499k!! Jems villa located in the Sea Rocks area and between Shoal Bay and Island Harbour is just a short 4 minute drive to Shoal Bay beach and other great restaurants for you to enjoy. Situated on the...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 1
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Anguilla’s newest luxury offering, CéBlue Villas & Beach Resort offers paramount privacy but getting away from the world you left behind shouldn’t necessarily mean one has to forego all the fun This slice of paradise is perched on a hill overlooking the shimmering Crocus Bay on the island of...
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    Anguilla, Caribbean AI 2640
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Shoal Bay West Beach Proximity: On the Beach The Point is the largest villa of the CoveCastles group that sits at one of the most tranquil areas in the Shoal Bay West. This villa awaits you to offer its 5 bedrooms to large family and friends each having walkouts to private balconies...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 1
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    Studio, 5 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Rendezvous Beach Beach Proximity: On the Sea Seasong at the Callaloo Resort in Rendezvous Bay.  This beautiful villa has 5 Bedrooms and 5 Bathrooms and is perfect for families and friends to enjoy. The pool overlooks the stunning sands and Caribbean waters of this beautiful island....
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    Studio, 1 Bathroom, Sleeps 1 Quick View
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    Nearest Beach: Savannah Bay (5-7 minutes walk) Beach Proximity: Close to the beach Windsong offers a spectacular view and overlooks the sea at Anguilla's eastern tip with views of Savannah Bay, Sile Bay and the neighboring islands. Windsong would like to offer clients of...
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bathroom, Sleeps 1
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    VILLA COLIBRI - Long Pond - Anguilla1 / 14
    (2)Average
    Studio, 6 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Sandy Hill Bay (5-6 min walk) 2 min drive Beach Proximity: On the Sea Villa Colibri is a beautiful 6 bedroom villa located in the Long Pond area on the southern coast of Anguilla. The elevated position of the property allows for the villa to benefit from the lovely cooling tradewinds...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bathrooms, Sleeps 1
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    Studio, 8 Bathrooms, Sleeps 1 Quick View
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    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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    Studio, 5 Bathrooms, Sleeps 1 Quick View
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    Nearest Beach: Sandy Ground Beach Proximity: Pathway to a secluded cove This very spacious contemporary West Indian style 4 bedroom villa sits on a slight landscaped rise overlooking the Caribbean Sea and the mountains of St.. Maarten beyond.  AQUAMARIE  has direct access through their own short...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    Studio, 5 Bathrooms, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Nearest Beach: Sandy Ground Beach Proximity: Close to beach (3 min drive) Descend upon a lush landscape that envelope a stately stature of the 6679 square foot Ocassa Villa. This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa...
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    Anguilla, Caribbean
    Holiday Rental House - 5 Bathrooms, Sleeps 1
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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,3 bedrooms with ensuite, a private pool and a range of luxury amenities for our guests to enjoy....
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    Anguilla, Caribbean 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Set right along the sands of Meads Bay in Anguilla, the stunning and contemporary Villa The Beach House offers classic tropical living with an added note of luxury. From the pool terrace to the interiors, you will find this villa a remarkable experience, and ideal setting for a group holiday. Like...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    8 Bedrooms, 10 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
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    Pet friendly
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    Nearest Beach: Shoal Bay East (5 min drive) Beach Proximity: On the Sea REDUCED! The grandeur of Ultimacy Villa belies its warmth and serenity once inside. While considered to be one of the largest and most majestic villas on Anguilla with plenty of room to spread out and unwind, Ultimacy offers...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 1
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    4 Bedrooms, 5 Bathrooms, Sleeps 1 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Nearest Beach: Shoal Bay East Beach Proximity: Overlooking the Beach Villa Tortue, a real cliff top villa with beautiful ocean views. The common area boasts 18foot ceilings with skylights, custom mahogany cabinets in the kitchen, comfortable seating and dinning to accommodate ten. The villa is...
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    Anguilla, Caribbean
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 1
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    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    A true villa resort escape on the island of Anguilla, CeBleu is set along the scenic beauty of Crocus Bay and provides up to eight, full-size villas for guests to enjoy. Each villa has six bedrooms and six baths, and can accommodate up to 10 adults and 2 children at once. Far more than just a villa...
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    Anguilla, Caribbean
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
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    • Waterfront
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    Pet friendly
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    Nearest Beach: Shoal Bay East Beach Proximity: On the Beach Located on one of Anguilla's most exquisite beaches, BeachCourt Villa offers spectacular views, invigorating Caribbean breezes, and 10,000 square feet of luxurious living space. With eight bedrooms all with their own private bathroom, its...
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    Anguilla, Caribbean
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 1
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    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
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    Nearest Beach: Rendezvous Beach Beach Proximity: Inland Hideaway a delightful cottage style villa surrounded by Anguillian Landscape. It is located in the Cul de Sac area and provides beautiful turquoise sea views and cool trade wind breezes. Hideaway is a one bedroom studio villa with a queen size...
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    Anguilla, Caribbean
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
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    3 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    • Internet Access
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    Nearest Beach: Dropsy Bay Beach Proximity: Very close to beach- 2 min walk Tequilla Sunrise a stunning villa with only 2 mins walking distance to the beach with views of our neighbouring islands St. Barts and St. Martin. The villa is 5000 square feet of modern beach house. The beach is great for...
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    Anguilla, Caribbean
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 1
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    NEW UPGRADES! Beach, Pool, Gym! Beaches Edge West1 / 39
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Mountain Views
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    Pet friendly
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    Smoking allowed
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    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...
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    Blowing Point, Anguilla ANGUILLA
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Ani Villas, Anguilla (North Villa)1 / 20
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    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
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    The Valley, Anguilla AI 2640
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Ocean Terrace Luxury 2BR Condos, Spectacular Views1 / 10
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Terrace is a small, intimate condominium complex (only 11 units) nestled on a hill on the southeastern shore of Anguilla, offering truly spectacular panoramic views of St. Martin, St. Barths and St. Kitts. Our spacious two bedroom condominium consists of more than 1,500 square feet of space...
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    Anguilla, Caribbean AI 2640
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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