Luxury Villa Rentals - FOUND 44 PROPERTIES
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Villa Nirvana

Beautiful villa centrally located in North Hill village overlooking the harbour at Sandy Ground. 180 degree view of St. Maarten, the harbour and the spectacular sunsets. Villa Nirvana has all the amenities you would want plus the 180 degrees of spectacular views.

FROM$813 /NIGHT

Ocassa Villa

This captivating villa faces west and reveals breathtaking views, a distinctive design and a peaceful sunset. Ocassa Villa offers you a refined island experience, blissfully filled with days kissed by beautiful sunlight and nights caressed by cool island breezes. Perched picturesquely above the legendary Sandy Ground in Anguilla, Ocassa Villa is the true picture of island paradise. It is one of the tropical treasures of the Caribbean exclusively designed to provide you with the best in privacy, services, facilities and ultimately a relaxing and invigorating experience. Each bedroom is well decorated with beautiful views of Anguilla which beckons you to a restful repose. Ocassa Villa spared no lengths to satisfy your indulgence. Infinity Edge pool, leading edge enhancements and home entertainments systems. High Definition television options speak of our commitment to sophistication and convenience. Ocassa Villa puts you in a position to stay connected with the rest of the world while still uncomplicated by or interwoven in its happenings There are 2 master suites with ensuite baths, 2 guest bedrooms which share a bath and a 5th bedroom on a lower level with outside entrance.

FROM$813 /NIGHT

Sunset Beach House

Facing sunsets on the Atlantic Ocean and a 150ft walk to Black Garden Beach, Sunset Beach House, provides it all. Four ocean-front, ensuite king-sized bedrooms each have private balconies. An open floor plan makes entertaining easy with the gourmet kitchen leading into the living room and into the outdoor eating area. An outdoor TV room with Satellite TV leads to the heated-pool/Jacuzzi and outdoor shower. Steps lead down to the water and to the beach. This central location, just around the bend from Little Bay, provides easy access to restaurants and beaches on both ends of the island. All while maintaining the privacy that big hotels simply cannot provide.

FROM$854 /NIGHT

Anguillitta Resort

Blowing Point - Cul de Sac

Anguillita is an exquisite 10,500 square foot, gated beachfront luxury Caribbean vacation Villa in Anguilla, British West Indies. Surrounded by lush, tropical landscaping and a short footpath to semi private “Sandy Point” beach, Anguillita – a preferred hideaway for celebrities and royalty alike – is one of the most luxurious resort rentals in Anguilla and throughout the Caribbean. Anguillita was created so that you, our guest, can have a full experience of “the senses”… come SEE – the beauty of our island resort; come HEAR – the soothing sounds of the waves, lulling you to relaxation; Come SMELL – the fresh scent of the island breeze, titillating your skin; come TOUCH – the feel of the sun in your face, our turquoise waters, and the white, pearly sand between your toes; and come TASTE a piece of paradise and our native food and drinks… Just come… Anguillitta combines natural beauty with quiet elegance while offering unrivaled and breathtaking views across the crystalline Caribbean Sea to the mountainous landscape of St. Martin 6 miles away, making it one of the most sought-after luxury villa rentals in Anguilla. You have to experience it to believe it! As one guest marveled, “It is the most romantic sight at night with the moon shining, and the lights from St. Martin beaming down on the water from six miles away.”

FROM$900 /NIGHT

Grand Outlook Castle

Situated near the second highest point on Anguilla, Grand Outlook Villa is a 7210 square foot secluded compound which consists of four individual bedroom suites with private verandas and a 400 square foot infinity pool all with unencumbered views of Crocus Bay, Sandy Island, Prickly Pear Cays, the coastline and ocean. The abundant space to entertain and enjoy is visually enhanced by an open gallery from the main living area past the second level catwalks to the impressive cathedral ceiling above. The unique location and design of this sizable estate is further captured by a star deck on the roof, which allows for nearly a 360 degree view of Anguilla including stunning views of Saint Martin/Sint Maarten and Saint Barths. This is a wonderful and unique home and a place where memories will be made.

FROM$975 /NIGHT

Moonraker Villa

Moonraker Villa awaits you; a luxury signature 15,500 sq ft villa where modern luxury meets old world Anguilla for total seclusion, peace, relaxation and tranquility, or, as they say in Anguilla, lime out!! The villa is finished with Italian travertine and ceramic tiles complimented by local Anguilla Natural stone. Central, zoned air-conditioning is installed to all bedrooms to ensure your comfort. Or, simply enjoy cooling trade breezes and colonial fans for an authentic Caribbean experience. Ceiling fans are in the bedrooms, media room as well kitchen, living room, dining room, and computer area. All doors and windows offer the latest design in hurricane protection making your stay even more secure in the unlikely event of a tropical storm. All are fitted with retractable fly and insect screens and lined with raw silk, total black out drapes to enhance your rest and relaxation during your stay Moonraker is tastefully furnished with an eclectic mix of modern European furniture and antiques collected and imported from the worldwide travels of the owners.

FROM$1,068 /NIGHT

Crystal Sunrise Villa

Completed in December, 2014 this 4+ bedroom home has gorgeous views of St. Maarten and is a 2 minute drive to Sandy Hill Bay beach or 5 minute walk. You know you have reached somewhere special as you drive up the house and park. The entrance is flanked with twin fountains and as you enter you see the beautiful spiral staircase leading to the upstairs bedrooms. On the main floor is a large kitchen and dining area, living room, guest bedroom with ensuite and powder room. Sliding glass doors lead to a very large pool deck with shaded and open areas for relaxing or dining. The upstairs has a large master suite with beautiful wood floors and ocean views. The master bathroom is oversized with bidet, toilet, jetted tub, multi-function shower system, twin vanities. There are two additional guest rooms with king beds, TV and ensuite bathrooms with showers.

FROM$1,098 /NIGHT

Villa Colibri

New to the rental market, 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 and the stunning views of St. Maarten, St. Barths and Statia. The interiors have an informal feel and furnishings include both designer and locally made furniture, Caribbean artwork, hammocks, relaxing loungers, deck chairs, comfortable beds and luxurious English bed linen. Rates include a 5 passenger SUV (local drivers license and insurance additional)

FROM$1,153 /NIGHT

Limin' da Coconut Villa

Little Harbour

Limin' da Coconut Villa is the newest addition to the Anguilla rental market. It is a beautiful, architecturally stunning home located in Little Harbour with a small beach right outside the property. This 8000 sq. ft. villa features four uniquely themed master bedroom suites The suites have European-designed ensuite bathrooms, with granite countertops, polished Jewelstone showers, bidets and, in the Balinese suite, a bathtub. The bedrooms are accessed via walkways and bridges allowing privacy to all.

FROM$1,220 /NIGHT

Black Pearl Villa

Villa Black Pearl, located on spectacular Shoal Bay East, offers privacy, relaxed elegance and exquisite views, all just steps to one of the Caribbean's most beautiful beaches. The large turquoise doors welcome you to the courtyard, where you are immediately captivated by the breathtaking expanse of the sea. The warm sun hugs your skin; the gentle waves caress the rocks; the brilliant beach beckons. Relaxation seeps into your soul. Villa Black Pearl is an oasis of privacy and calm 50 paces from the luminous white sands of Shoal Bay Beach.

FROM$1,220 /NIGHT


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