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Anguilla Luxury Holiday Villas (Caribbean)

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Barnes Bay

Barnes Bay, Anguilla, Caribbean
7 br, 8 ba (7 Ensuite)

ABOUT THE VILLA Cerulean Villa opened in 1997 to rave reviews from such magazines as Vogue, Travel and Leisure and Playboy, and it quickly became one of the most popular villas in the Caribbean. Situated directly on the beach at Barnes Bay, Cerulean offers its guests all the amenities of a five star resort within the intimacy of a beautiful private home.

From
US$3250 - 12142 /nt

View Villa Cerulean

Blowing Point

Blowing Point, Anguilla, Caribbean
14 br, 14 ba (14 Ensuite)

Rosamaris Villa, 2/3 floors large fully air-conditioned villa on the beach of about 20,000 sqft, is featuring 14 bedrooms all with bathroom ''en suite’’, private mooring, private docking, private beach, a large and deep salt water ''infinity'' swimming pool just on the beach, plus a kiddie's pool as well as a Jacuzzi style pool upstairs creating a waterfall into the main pool. A second large waterfall is located right above the main entrance into the living/dining room (solid rainproof umbrellas are available at the entrance but walking through wearing a swimsuit might be safer.

From
US$7350 - 15400 /nt

View Villa Rosamaris
Blowing Point, Anguilla, Caribbean
7 br, 5 ba (4 Ensuite)

This exquisite three, four, five & six bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped estate.

From
US$954 - 6000 /nt

View Villa Villa Paradise
Blowing Point, Anguilla, Caribbean
9 br, 10 ba (9 Ensuite)

A large and modern fully air conditioned villa all laying on the ground floor only, with about 6,000 sqft surface only for the living and dining/partying areas, built in a Caribbean architectural style tuned to the Anguillian "Great House" traditions, located on the extreme south coast end of the peninsula, overlooking St. Martin and Saba Island to the south and Blowing Rock Island and Rendez-Vous Bay to the west and northwest.

From
US$2870 - 5390 /nt

View Villa Pappagallo
Blowing Point, Anguilla, Caribbean
8 br, 8 ba (8 Ensuite)

A 2 floors, large and modern, fully air conditioned villa built in a caribbean architectural style respectful of the Anguillian "Great House" traditions, completed in the year 2002, located on the west and northwest coast of the peninsula, overlooking St.Martin and Saba Island to the south and Rendez-Vous Bay and Blowing Rock Island to the west, enjoying magnificent sunset views, fitted with a large salt water private swimming pool just on the sea edge, receiving water by a waterfall from an upper fountain and overflowing on its turn into a second kiddie's pool.

From
US$2870 - 5280 /nt

View Villa Sarasvati
Blowing Point, Anguilla, Caribbean
8 br, 8 ba (6 Ensuite)

3 floors large, modern fully air conditioned villa built in a Caribbean architectural style respectful of the anguillian "great house" traditions, completed in the year 2000, located on the south coast of the peninsula, overlooking St. Martin and fitted with a large fresh water private swimming pool overflowing into a second waterfront basin.

From
US$2520 - 5170 /nt

View Villa Caribera
Blowing Point, Anguilla, Caribbean
5 br, 5 ba (5 Ensuite)

Seasong: 4 bedrooms, 4 bathrooms (2 king size plus 1 queen size all with bathroom en suite and a 2 twin size bedroom with adjacent bathroom) , 1 TV-VCR in the living room, separate but adjacent to the Resort on it's East Side Border, just across the pathway to the swimming pool of the Seapool Gazebo. Seapool Gazebo: 1 queen size bedroom with bathroom en suite, by the large salt water landscaped pool on the south coast: with seawater ejected by a lion’s mouth into a Jacuzzi-like basin, water falling into the pool which on its turn is overflowing into the sea, with a breathtaking view of Saint Martin.

From
US$1610 - 2530 /nt

View Villa Seasong
Blowing Point, Anguilla, Caribbean
3 br, 3 ba (3 Ensuite)

A fully air conditioned 2-1/2 bedroom (2 queensize plus 2 twinsize beds), 3 bathrooms building, fitted with 1 TV/VCR in the living room and enjoying of a large covered porch, huge sun deck and tropical garden just on the sea edge.

From
US$630 - 1430 /nt

View Villa Ananke

Captains Ridge

Captains Ridge, Anguilla, Caribbean
4 br, 4.5 ba (4 Ensuite)

Desert Rose is located in Captains Ridge, Island Harbour, on the North East coastline of Anguilla. This 11,000 square foot villa on a 4 acre estate is comprised of 4 bedrooms, 4.

From
US$1500 - 4000 /nt

View Villa Desert Rose

Dropsey Bay

Dropsey Bay, Anguilla, Caribbean
3 br, 3.5 ba (3 Ensuite), Pool

Tequila Sunrise is a contemporary 5000 sq.ft.

From
US$900 - 2800 /nt

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Forest Bay

Forest Bay, Anguilla, Caribbean
3 br, 4 ba (3 Ensuite)

Promotion For stays of 7 night's and more during January 7, 2009 to February 14, 2009 and March 28, 2009 to April 4, 2009, recieve a free car rental. Please inquire for more details


An elegant and secluded two-bedroom luxury villa and one bedroom cottage set on one acre of lush tropical gardens and white sandy beach.

From
US$400 - 1750 /nt

View Villa L'Embellie Villa

Island Harbor

Island Harbor, Anguilla, Caribbean
5 br, 6.5 ba (5 Ensuite)

Villa Amarilla's design is Caribbean with an Italian influence in its yellow stucco walls, turquoise shutters and red tile roof. The cool island interiors by the owners in collaboration with award-winning Dallas interior designer David Salem & Associates have hints of Moroccan flair.

From
US$2100 - 6000 /nt

View Villa Villa Amarilla

Limestone Bay

Limestone Bay, Anguilla, Caribbean
4 br, 4.5 ba (4 Ensuite), Pool

A secluded beachside Tuscan inspired 10,000 sq. ft.

From
US$1100 - 4000 /nt

View Villa Sand Castle

Long Bay

Long Bay, Anguilla, Caribbean
5 br, 5 ba (5 Ensuite)

The Caribbean is Sea Villa's muse. Its interiors mirror the serene waters' spectrum of blue and green hues.

From
US$5000 - 12857 /nt

View Villa Sea Villa
Long Bay, Anguilla, Caribbean
4 br, 4 ba (4 Ensuite)

Terraces that open to the infinity edge pool and the ocean beyond induce a natural lightness of being. While ivory, rust, burgundy, pewter and muted green interiors keep guests happily anchored to earth.

From
US$4285 - 12142 /nt

View Villa Sand Villa
Long Bay, Anguilla, Caribbean
4 br, 4 ba (4 Ensuite)

From its perch atop Temenos' highest point, Sky Villa is the embodiment of its namesake. Interior hues of aquamarine and royal blue with yellow accents set an ethereal tone throughout its 6,500 sq.

From
US$4285 - 11428 /nt

View Villa Sky Villa

Maundays Bay

Maundays Bay, Anguilla, Caribbean
6 br, 6 ba (6 Ensuite)

November 2008 Special AVAILABLE: November 22-29 -- VILLA MYSTIQUE, 21,000 sq. ft.

From
US$2900 - 10200 /nt

View Villa Mystique
Maundays Bay, Anguilla, Caribbean
7 br, 8.5 ba (5 Ensuite), Pool

Winter Package With any villa rental of 7 nights or more, guests enjoy a complimentary 3-course champagne dinner, served poolside on their private terrace, on the night of arrival PLUS a 2-day car rental in additional to the standard luxe services and amenities at Sheriva. For guests staying 10 nights or more, 3 complimentary lunches are included, PLUS 4 complimentary sunset massages and a 4-day car renal in additional to the standard luxe services and amenities at Sheriva.

From
US$1920 - 7000 /nt

View Villa Harmony
Maundays Bay, Anguilla, Caribbean
7 br, 8.5 ba (6 Ensuite), Pool

November Special AVAILABLE: November 22-29, 14,000 sq. ft.

From
US$2500 - 7000 /nt

View Villa Infinity

Rendezvous Bay

Rendezvous Bay, Anguilla, Caribbean
3 br, 3 ba (3 Ensuite), Pool

West Green is just a mere 15' from Anguilla's prestigious St. Regis Golf Course.

From
US$600 - 2200 /nt

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Sandy Hill

Sandy Hill, Anguilla, Caribbean
7 br, 8 ba (7 Ensuite)

Zenaida Beach and Tennis Estate is comprised of two private and secluded villas, a guest cottage, a Grand Pavilion, a beach Gazebo and the only Har-Tru tennis court in the region, all spaciously laid out on three acres midst lush tropical gardens yet only minutes from The Valley, the island's center for services and shopping. Zenaida is reached entirely by paved road and is set high enough to command a view of the islands of St.

From
US$909 - 6428 /nt

View Villa Zenaida Beach and Tennis Estate
Sandy Hill, Anguilla, Caribbean
4 br, 4.5 ba (4 Ensuite), Pool

Holiday Special Available November 7-22 and December 9-18 2008

  • 5 nights in Anguilla with a private chef, In Villa massage or facial for up to 8 guests, Private Yacht St.Martin and St.

From
US$2210 - 5590 /nt

View Villa Bird of Paradise Villa

Seafeathers Bay

Seafeathers Bay, Anguilla, Caribbean
5 br, 4.5 ba (3 Ensuite)

SPECIAL CELEBRATORY PROMOTION For reservations made September 1, 2008 or later:

  • Stay for 7 nights but only pay for 6!!
  • Car rental included with each night's stay (insurance and temp license not included)
  • Continental Breakfast each morning
    Alcyon is a beautiful 8000 square foot Mediterranean style villa located seaside on the island of Anguilla. From every vantage point, Alcyon’s unique design provides breathtaking views of the Caribbean Sea, the islands of St.

  • From
    US$960 - 2667 /nt

    View Villa Alcyon Villa
    Seafeathers Bay, Anguilla, Caribbean
    2 br, 2 ba (2 Ensuite)

    Perched directly on the sea coast, with 0.75 acres of ocean front property, Bliss Villa provides spectacular views of St.

    From
    US$700 - 1200 /nt

    View Villa Bliss Villa
    Seafeathers Bay, Anguilla, Caribbean
    3 br, 2 ba

    Come spend an unhurried, pampered holiday at Mañana, a 3 bedroom/ 2 bath villa on Anguilla. Mañana is a traditional Caribbean cottage decorated with an eclectic mix of South American and New England antiques.

    From
    US$575 - 1200 /nt

    View Villa Manana

    Shoal Bay

    Shoal Bay, Anguilla, Caribbean
    5 br, 4 ba (4 Ensuite)

    If you start with a truly amazing island that is the chosen destination of the luxury traveler, and painstakingly find the ideal location with the most incredible view imaginable, next to one of the best beaches on earth, how do you compliment and perhaps even elevate Mother Nature’s breathtaking creation? At Villa Azure, we started from scratch and created an oasis for all of the senses, where guests are pampered with genuine hospitality and service, touched by the sweetness of local warmth and charm, with an unparalleled commitment to the finest experience possible. Villa Azure was created to provide the ultimate in private escapes- away from the crowds of large resorts without sacrificing the service and care the luxury traveler has come to expect.

    From
    US$1150 - 3500 /nt

    View Villa Villa Azure

    Shoal Bay East

    Shoal Bay East, Anguilla, Caribbean
    6 br, 6 ba (3 Ensuite)

    On one of Anguilla's greatest beaches sits one of its greatest homes: BeachCourt Villa at Shoal Bay East, a 10,000 square foot luxury villa with swimming pool and tennis court on sloped land that goes directly to the western end of Shoal Bay. It is one of the very few houses on all of Shoal Bay whose property brings you right to the sand.

    From
    US$625 - 3675 /nt

    View Villa Beachcourt Villa

    Shoal Bay West

    Shoal Bay West, Anguilla, Caribbean
    8 br, 9 ba (8 Ensuite)

    African Sapphire Villa, ideal for those looking for two Master Suites with two guest rooms that convert to a third suite. A handicapped accessible 14,000 square foot villa with 8 bedrooms each with an en-suite bathrooms.

    From
    US$5185 - 13571 /nt

    View Villa Altamer - African
    Shoal Bay West, Anguilla, Caribbean
    5 br, 7 ba (5 Ensuite), Pool

    An architectural masterpiece designed for entertaining and relaxation, Altamer Brazilian is a 12,000 square foot villa with 5 bedrooms each with an en-suite bathroom and two additional powder rooms for a total of 7 bathrooms. The living and dining space is ideal for a group of friends, a family gathering or entertaining your business associates.

    From
    US$4753 - 12857 /nt

    View Villa Altamer - Brazilian
    Shoal Bay West, Anguilla, Caribbean
    5 br, 6 ba (5 Ensuite)

    Russian Amythyst villa was created for the connoisseur who quests for the finest the world has to offer; from bold, exciting forms and museum quality interiors, to fine wines and royal service. Relax, unwind and enjoy at your own private palace, Altamer Resort on the beach at Shoal Bay West, Anguilla.

    From
    US$4321 - 12142 /nt

    View Villa Altamer - Russian