Membership Rewards
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Family Villas
Baraka Point
Virgin Gorda
5 bedroom 6.5 bath
$2,000–$4,858 / night -
Featured Villa
Sunset Point
Turks and Caicos
4 bedroom
$557–$886 / night -
Stunning Views
Bajacu
Turks and Caicos
5 bedroom 6 bath
$3,000–$4,700 / night
Indulge in your senses, enjoy your loved ones, savor meals catered to your palate, and experience a breathtaking sunset from your own private terrace - all from the comfort of a private vacation villa.
Treat yourself to a villa vacation of a lifetime in any of our more than 30 destinations around the globe. Our professional villa specialists are committed to catering to all of your needs, while providing you with exceptional service and expertise. You can
Earn double Membership Rewards points when you pay with an eligible, enrolled American Express Card on any booking you make with Island Hideaways before December 31, 2011 for travel by December 14, 2012.
Please mention promo code 3959 at time of booking so we can provide you with your Membership Rewards bonus points certificate.
Earn Triple Points on Select Villas
As an added bonus, you can earn triple points when you book the following villas:
Grenada
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- Caribella Grenada
- 3 BR
3.5 BA Caribella, a charming 3 bedroom villa sits amidst flowering flamboyant trees on a luxuriant hillside, commanding unforgettable vistas over three picturesque Caribbean bays.
- $461–$929 / night
- Pool
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- Swallow Villa Grenada
- 3.5 BR
3.5 BA Designed by the late, great Arne Hasselqvist of Mustique Villas fame, elegant Swallow Villa located on the lush island of Grenada offers sophisticated comfort in a convenient locale.
- $714–$2,143 / night
- Pool
Jamaica
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- Viviana Jamaica
- 6 BR
On 6 beautifully landscaped acres, Villa Viviana sits in a serene and enchanting location at the world-famous Tryall Club.
- Rates by Request
- Pool
St. Croix
No villas were found.
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- Island Views St. Croix
- 2 BR
2.5 BA Many years of owning a top St. Croix villa and many trips to many Caribbean islands were refined and distilled by the owners into pure perfection.
- $1,136–$1,643 / night
- Waterfront Pool
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- Villa des Great Chefs St. Croix 1
- 3 BR
3 BA Exceptional in every way, this well-maintained and totally private, 3 bedroom villa is first rate.
- $495–$795 / night 1 Special
- Pool
St. John
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- 2B at Peter Bay St. John
- 4 BR
4.5 BA This waterfront, 4 bedroom villa is beautifully sited along a secluded hillside directly on prestigious Peter Bay, just 50 feet above the ocean.
- $1,500–$2,715 / night
- Waterfront Pool
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- Bel Horizon St. John
- 5 BR
7.5 BA From the moment you arrive at beautiful Bel Horizon, the dramatic ocean panorama unfolding before you will enchant and mesmerize day and night.
- $1,714–$4,000 / night
- Pool
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- Bordeaux Breeze St. John
- 2 BR
3 BA Bordeaux Breeze is a just-completed two-bedroom villa with lots of cool tradewinds and total privacy on its hillside perch encompassing more than one acre.
- $360–$660 / night
- Pool
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- Carlota St. John
- 5 BR
6.5 BA Perched 500 feet on a hillside in the gated enclave of Upper Peter bay is an elegant, 5 bedroom sanctuary in a mesmerizing setting.
- $1,715–$4,000 / night
- Pool
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- Crow's Nest St. John
- 1 BR
1 BA Crow's Nest is a one-of-a-kind vacation apartment located right in Cruz Bay, so you can walk to all shops, bars and restaurants in town.
- $231–$371 / night
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- Delfina St. John
- 5 BR
6 BA Utterly spectacular, Villa Delfina is exclusive Peter Bay's latest and most fabulously-equipped five bedroom luxury villa!
- $1,786–$4,572 / night
- Pool
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- Great Turtle St. John
- 4 BR
4.5 BA Notched into a beautifully-landscaped hillside, Great Turtle Villa, a new 4 bedroom villa commands sweeping views of Coral Bay, the Caribbean Sea and the emerald green hills of Bordeaux Mountain.
- $414–$829 / night
- Pool
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- Kismet St. John
- 5 BR
6.5 BA Kismet is located on the summit of Maria's Bluff, offering breathtaking 360-degree views of sunrise and sunset, and encompassing vistas of Chocolate Hole, Great Cruz Bay, St. Thomas, and on clear days, St. Croix beyond.
- $2,429–$5,357 / night
- Pool
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- Mare Blu St. John
- 6 BR
8 BA Mare Blu is a fabulous six bedroom villa on St. John's exclusive Rendezvous Bay. This exceptional villa overlooks the beautiful south shore and is just minutes from Cruz Bay and the National Park beaches.
- $1,000–$3,000 / night
- Pool
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- Mooncottage St. John
- 1 BR
2 BA Utterly private and so romantic, Mooncottage will delight those seeking a lovers' hideaway or a secluded spot for vacationing with friends.
- $557–$807 / night
- Pool
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- Palm Vista St. John
- 3 BR
3 BA A winding road brings you up to this just-completed hillside vacation hideaway in Skytop, where you're greeted by cool tradewind breezes and wide-angled sea views of Reef Bay, Fish Bay, Rendezvous Bay (and, on a clear day, breathtaking views of St.Croix 50 miles to the south).
- $459–$950 / night
- Pool
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- Seacove St. John 2
- 5 BR
5.5 BA Overlooking sublime views of Peter Bay and beyond, Seacove,a magnificent 5 bedroom villa is one of the most luxuriously-detailed homes we've ever offered.
- $1,571–$3,572 / night
- Pool
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- Seashore Allure #1 - Areola St. John
- 1 BR
1 BA From its dramatic waterfront location on Turner Bay, Seashore Allure enjoys breathtaking ocean views dotted with the green islands of Little and Great St. James in the blue distance.
- $443–$657 / night
- beachfront Pool
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- Seashore Allure #2 - Crumena St. John
- 1 BR
1 BA Just completed in late 2010 and located on the outskirts of Cruz Bay, Seashore Allure is a luxurious but small and intimate complex offering just eight stunning, soundproofed condo units.
- $414–$772 / night
- beachfront Pool
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- Seashore Allure #7 - Ramosus St. John
- 3 BR
3 BA Just completed in late 2010 and located on the outskirts of Cruz Bay, Seashore Allure is a small and intimate but very luxurious complex offering just eight stunning soundproofed condo units.
- $914–$1,200 / night
- beachfront Pool
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- Seashore Allure #8 - Nautilus St. John
- 3 BR
3 BA Just completed in late 2010 and located on the outskirts of Cruz Bay, Seashore Allure is a small and intimate but very luxurious complex offering just eight stunning, soundproofed condo units.
- $914–$1,200 / night
- beachfront Pool
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- Seashore Allure #6 - Abalone St. John
- 2 BR
2 BA From its dramatic waterfront location on Turner Bay, Seashore Allure enjoys breathtaking ocean views dotted with the green islands of Little and Great St. James in the blue distance.
- $629–$915 / night
- beachfront Pool
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- Seashore Allure #3 - Drupe St. John
- 1 BR
1 BA Just completed in late 2010 and located on the outskirts of Cruz Bay, Seashore Allure is a luxurious but small and intimate complex offering just eight stunning, soundproofed condo units.
- $414–$772 / night
- beachfront Pool
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- Sun Moon and Stars St. John
- 1 BR
1 BA This charming villa commands a fantastic view of St. John's pristine East End and the many British Virgin islands and cays beyond, all dramatically staged against the vast blue backdrop of ocean and sky.
- $365–$586 / night
- Pool
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- VI Friendship Villa St. John
- 6 BR
7 BA All the key elements of a superb vacation villa are right here in this beautifully-rendered, 6 bedroom oasis of "the good life" just completed in early 2008.
- $1,429–$3,143 / night
- Waterfront Pool
St. Martin
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- Cala Luna St. Martin
- 2 BR
Introducing beautifully romantic Villa Cala Luna, a newly constructed hillside, 2 bedroom property in Terres Basses.
- $400–$858 / night 2 Specials
- Pool
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- Day-O St. Martin 1
- 3.5 BR
3.5 BA This luxury 3+1 bedroom villa features a large pool and very large bedrooms. The outdoor living area is focused around the gazebo, which overlooks beautiful Plum Bay Beach. The sunsets from Day-O are second to none.
- $715–$2,858 / night 2 Specials
- Pool
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- Dreamin Blue St. Martin
- 4 BR
4.5 BA Brand new luxurious, 4 bedroom villa offering a panoramic and gorgeous view of the surrounding islands. 5 minute walk to the beautifully secluded beach of Happy Bay.
- $772–$2,715 / night 1 Special
- Pool
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- La Siesta St. Martin 2
- 5 BR
5.5 BA A 5 bedroom Villa with a wonderful panoramic ocean view looking out towards the island of Anguilla, the Bay of Marigot and St. Martin's coastline.
- $543–$2,214 / night 2 Specials
- Pool
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- Le Caprice St. Martin
- 5 BR
5.5 BA A unique five bedroom villa on Baie Rouge Beach located on top of a hill approximately 150 feet above sea level with breathtaking views of Baie Rouge.
- $1,000–$4,286 / night 2 Specials
- Pool
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- Les Zephyrs St. Martin
- 3 BR
3 BA Zephyrs is an elegant, 3 bedroom, colonial West Indian style home that overlooks the Caribbean Sea with view of the islands of Saba and St. Eustatius and in the foreground La Samanna Hotel and the Long Bay Beach area.
- $500–$1,257 / night 2 Specials
- Pool
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- Libellule St. Martin
- 4 BR
4 BA A breathtaking 360 degree view from this beautiful 4 bedroom villa in the exclusive residential area of Terres Basses.
- $1,000–$3,714 / night 1 Special
- Pool
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- Mille Fleurs St. Martin
- 4 BR
4.5 BA This gracious, 4 bedroom property formerly known as La Benjamine has undergone a major refurbishment transforming it into a high end, classical, utterly comfortable haven of tranquility.
- $857–$2,143 / night 3 Specials
- Pool
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- Modani St. Martin
- 3 BR
3.5 BA Lovely 3 bedroom hillside villa located in Terres Basses within walking distance of beautiful Bay Rouge beach.
- $429–$772 / night 3 Specials
- Pool
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- Monchal St. Martin
- 1.5 BR
2 BA This perfect couple's hideaway, located in the gated enclave of Terres Basses is 1 minute’s walk to the beckoning beauty of Plum Bay beach and affords privacy in a relaxed and peaceful setting.
- $278–$660 / night 4 Specials
- Pool
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- Mongoose Run St. Martin 3
- 3 BR
A 3 Bedroom villa set high up on the "Falaise des Oiseaux," Mongoose Run is spacious with spectacular views of Bay Rouge.
- $443–$986 / night 3 Specials
- Pool
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- Soleil Couchant St. Martin
- 2 BR
2 BA Located directly on Plum Bay Beach, this delightful 2 bedroom villa offers tropical elegance and spectacular sunsets.
- $686–$1,429 / night 3 Specials
- Pool
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- Sea Vous Play St. Martin
- 4 BR
4.5 BA Nestled on a hillside in the heart of the exclusive enclave of Terres Basses, this newly refurbished private home offers open views of Baie Longue and the ocean to Saba and beyond.
- $446–$2,072 / night 3 Specials
- Pool
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- Precious St. Martin 1
- 1 BR
1.5 BA Just steps from Cupecoy Beach, Porto Cupecoy is a new development of 17 buildings inspired by Mediterranean architecture that stands elegantly beside Simpson Bay Lagoon.
- $229–$500 / night 2 Specials
- Pool
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- Falaise des Oiseaux St. Martin 2
- 2 BR
2 BA Tastefully decorated the villa has 2 king size bedrooms, both air-conditioned with ceiling fans and en-suite bathrooms.
- $286–$708 / night 4 Specials
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- La Salamandre St. Martin
- 6 BR
6.5 BA This elegant 6 bedroom villa in Terres Basses offers a magnificent free-form pool just steps from the Simpson Bay lagoon.
- $1,414–$4,286 / night 2 Specials
- Pool
No villas were found.
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- Les Trois Jours St. Martin
- 6 BR
6.5 BA Les Trois Jours is an idyllic, 6 bedroom, beachfront property located on one of St. Martin's finest beaches, beautiful Baie Longue.
- $2,143–$5,715 / night 2 Specials
- beachfront Pool
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- Del Mar St. Martin
- 5 BR
5 BA A luxurious, brand new, 5 bedroom home in the locale of Anse Marcel, commanding stunning views over the bay and marina, Del Mar has a marvelous contemporary decor with a retro touch.
- $857–$2,714 / night 2 Specials
- Pool
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- Joie de Vivre St. Martin 3
- 3 BR
3.5 BA This beautiful villa, situated on a 4.4 acre beachfront plot, not only has direct access to Bay Rouge beach but also enjoys superb views of the coastline of Bay Rouge and the island of Anguilla.
- $771–$2,571 / night 1 Special
- beachfront Pool
No villas were found.
St. Thomas
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- Azula Vista St. Thomas
- 4 BR
5 BA Looking for the perfect family villa, close to beaches, watersports, the St. John ferry dock, and child-friendly too? Azula Vista may be just the 4 bedroom home for you!
- $543–$986 / night
- Pool
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- Banana St. Thomas
- 5 BR
5.5 BA In a bold departure from Caribbean style, this dramatic five-bedroom custom home is perfectly perched on the edge of a cliff looking down into breaking surf and beyond to sea vistas dotted with distant islands.
- $793–$1,315 / night
- Pool
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- Bellagio Estate St. Thomas 1
- 10 BR
9.5 BA Overlooking Charlotte Amalie and its harbor, and just a five-minute drive to town, the 10 bedroom Bellagio Estate was once the gracious home of a U.S. Ambassador.
- $771–$2,608 / night
- Pool
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- Bliss St. Thomas
- 3 BR
2.5 BA This first-rate private three-bedroom villa is set within flowering gardens overlooking our famous down-island ocean view, and has two levels.
- $486–$1,000 / night
- Pool
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- Cabrita Cliff Haus St. Thomas
- 5 BR
5.5 BA You'll be captivated the moment you enter Cabrita Cliff Haus, St. Thomas' latest deluxe 5 bedroom villa - the turquoise pool just outside expands to a sparkling ocean vista featuring a breathtaking panorama.
- $1,086–$1,857 / night
- Pool
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- Carefree St. Thomas 2
- 3 BR
3.5 BA One of our most popular 3 bedroom villas, Carefree sits on the island's north shoreline within the gated Mahogany Run Golf Course, and commands long-distance ocean views of Tortola and the Virgin Passage.
- $414–$872 / night
- Pool
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- Caribia Cottage St. Thomas 4
- 1 BR
1 BA Overlooking our majestic harbor and town, this bright and airy fully-screened studio is a wonderful pied-a-terre for island adventurers, and offers a spacious private pool and sundeck just outside the door.
- $225–$345 / night
- Pool
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- Casa Lupa St. Thomas
- 4 BR
4 BA When you arrive at Casa Lupa, the big, magic panorama of blue Magens Bay unfolds before you - a riveting and dramatic ocean view.
- $600–$1,157 / night
- Pool
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- Gardenia St. Thomas
- 3 BR
3.5 BA Located on a breezy knoll just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautifully finished and decorated 3 bedroom villas.
- $528–$986 / night
- Pool
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- Great View St. Thomas
- 6 BR
5.5 BA Tucked into a cul-de-sac at the end of a private neighborhood road on St. Thomas's East end, charming 6 bedroom Great View is aptly named.
- $642–$1,300 / night
- Pool
No villas were found.
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- High View St. Thomas 2
- 4 BR
4.5 BA Situated in one of St. Thomas' best residential neighborhoods, this just-remodeled 4 bedroom villa makes its debut as a sophisticated vacation home.
- $543–$1,000 / night
- Pool
No villas were found.
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- Infinity St. Thomas 5
- 4 BR
4.5 BA This most impressive hilltop estate offers a grand sense of scale and pure blue vistas of sky, sea and pool.
- $886–$1,786 / night
- Pool
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- Kyalami St. Thomas
- 2 BR
This grand Caribbean 2 bedroom mansion could tell you stories about the gala parties held within its walls in years past.
- $321–$630 / night
- Pool
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- L' Esperance St. Thomas 1
- 5 BR
You're the king of the hill with all of Charlotte Amalie, cruise ships, seaplanes, and St. Thomas's harbor spread at your feet from the floor to ceiling windows in the Great Room of this stunning 5 bedroom villa.
- $1,071–$2,071 / night
- Pool
No villas were found.
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- Pallina St. Thomas 5
- 4 BR
Looking out over magnificent Magen's Bay and beyond to its mile-long white sand beach, luxurious, Pallina, with 4 bedroom, has just been lovingly renovated and landscaped.
- $543–$1,186 / night
- Pool
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- Rockworks St. Thomas 4
- 2 BR
2 BA This spacious and very private 2 bedroom home on St. Thomas' cool, less-traveled north side offers romantic seclusion within a lush garden setting, complete with tropical fruit trees and exotic plantings. A refreshing pool completes the magic.
- $314–$626 / night
- Pool
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- Seabright St. Thomas 1
- 2 BR
Dreamy views of the Atlantic and islands in the distance provide an enchanting panorama from Seabright, our newest 2 bedroom villa in popular Peterborg.
- $436–$765 / night
- Pool
No villas were found.
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- St. Somewhere St. Thomas
- 2 BR
2.5 BA From this beautifully-rendered home's down-island side, an archway welcomes you into St. Somewhere's courtyard dividing its two pavilions.
- $443–$829 / night
- Pool
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- Star Garden St. Thomas
- 5 BR
5.5 BA The views from Star Garden, a 5 bedroom luxury estate, are stunning - some of the best in the Caribbean.
- $900–$2,143 / night
- Pool
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- Stargate St. Thomas
- 3 BR
This superb and luxurious, 3 bedroom home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views.
- $557–$929 / night
- Pool
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- Stone Cottage St. Thomas 5
- 1 BR
This one bedroom, fully air-conditioned charming small home is the perfect romantic hideaway!
- $243–$386 / night
- Pool
Tortola
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- Arundel Tortola 3
- 3 BR
3.5 BA A sophisticated and elegantly furnished 2-acre hideaway behind an electronic gate, blessed with the most amazing views of the ocean and 15 green islands beyond that we've ever seen!
- $500–$1,179 / night
- Pool
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- Canefield House Tortola
- 3 BR
3.5 BA The moment you drive into the gated, magical grounds of Canefield House, a magical 3 bedroom estate, you'll be enchanted by its glorious gardens set on 10 lush acres, encompassing a very private park-like setting.
- $500–$1,157 / night
- Pool
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- Golden Pavilion Tortola
- 5 BR
5.5 BA Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards amongst Tortola's portfolio of villas.
- $2,000–$3,928 / night
- Pool
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- Refuge Tortola
- 3 BR
3.5 BA Very private and so stylish, The Refuge is the ultimate Tortola beach villa!
- $600–$1,357 / night
- beachfront Pool
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- Sade Tortola
- 5 BR
This new 5 bedroom villa offers seclusion and is just a quick walk to the beach.
- $972–$1,615 / night 1 Special
- Pool
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- Sunny Side Up Tortola
- 3 BR
Sunny and painted in cheerful tropical colors, this new three-bedroom villa sits hillside, surveying a wide, breathtakingly beautiful expanse of islands and sea.
- $514–$1,329 / night
- Pool
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- Tara Tortola 2
- 3 BR
3.5 BA Beautifully designed in the West Indian style and very well equipped, Tara sits at the end of a tranquil neighborhood road for excellent seclusion.
- $514–$1,271 / night
- Pool
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- Toa-Toa House Tortola 2
- 4 BR
4.5 BA Unforgettable blue ocean views with a lovely sunset each evening are yours at this impressive property.
- $450–$1,000 / night
- Pool
No villas were found.
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- Seven Peaks Tortola 6
- 3 BR
Tucked along the stony shoreline of Cane Garden Bay just 50 feet above soothing surf sounds, Seven Peaks, a 3 bedroom villa offers total privacy and superb ocean views in a convenient waterfront location for your BVI holiday.
- $486–$1,043 / night
- Waterfront Pool
Turks & Caicos
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- Sunset Point Oceanfront Villa Turks and Caicos
- 4 BR
Sunset Point is an exclusive, four bedroom oceanfront villa surrounded by half an acre of lush landscaping and turquoise waters.
- $557–$886 / night
- Waterfront Pool
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- Bajacu Turks and Caicos
- 5 BR
6 BA Bajacu ("rising sun" in the language of Caribbean natives) is located on the beautiful island of Providenciales, Turks and Caicos.
- $3,000–$4,700 / night
- Pool
Virgin Gorda
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- Anniversary House Virgin Gorda 14
- 4 BR
Virgin Gorda's newest and best-equipped luxury villa,lovely Anniversary House, a four bedroom villa is situated on a green and breezy hilltop, affording long-distance ocean views from every vantage point.
- $472–$1,043 / night
- Pool
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- Baraka Point Virgin Gorda 6
- 5 BR
6.5 BA Baraka Point is an exclusive beachfront estate offering barefoot luxury, full resort amenities and excellent service from a dedicated staff of eight, rented exclusively to one group at a time so guests can enjoy the whole property to themselves!
- $2,000–$4,858 / night
- beachfront Pool
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- Full Circle Virgin Gorda
- 3 BR
3.5 BA Located on a heavenly stretch of white sand beach, this fabulous contemporary villa with a large swimming pool and jacuzzi is a unique vacation delight.
- $686–$2,571 / night
- beachfront Pool
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- On the Rocks Virgin Gorda
- 4 BR
On The Rocks, a new, 4 bedroom villa just completed in summer, 2008, offers luxurious privacy as well as quick access to one of Virgin Gorda's most beautiful white-sand beaches less than a two-minute walk away.
- $943–$1,607 / night
- Pool
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- Sol y Sombra Virgin Gorda
- 4 BR
4.5 BA The natural beauty surrounding this first-class, ultra-deluxe, private, 4 bedroom beach estate will truly take your breath away.
- $1,786–$3,000 / night 1 Special
- Pool
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- Sugar Mill Villa Virgin Gorda 1
- 2 BR
Sugar Mill Villa, built as a modern replica of a sugar mill from island plantation days long past, showcases creative architecture with a contemporary twist.
- $530–$795 / night
- Pool
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- Sunset Watch Virgin Gorda
- 2 BR
2 BA Sunset Watch, a private two-story home, is perched over Nail Bay Beach with the expanse of ocean and green islands beyond, and is comprised of two separate floors, the Upper and the Lower Deck levels.
- $275–$795 / night
- Pool
Offer valid from 01/04/2011 to 12/31/2011. Valid for travel now through 12/14/2012. Triple Points Blackout dates: 12/14/11 through 01/07/12. Bonus Points Certificates will be distributed via e-mail or paper by the merchant to eligible Membership Rewards enrollees when the promotions requirements listed above are met. Bonus Points Certificates must be redeemed online at membershiprewards.com/BonusPointsCert before the expiration date listed on the face of the certificate. Bonus Points Certificates are non-transferable. Lost, stolen, damaged, or destroyed Bonus Points Certificates will not be replaced by the merchant or American Express. Only original certificates will be honored. Certificates are void if reproduced, altered, counterfeited, or obtained or used improperly. To be eligible to earn bonus points, you must be enrolled in the U.S. Membership Rewards program ("Program") at the time the certificate is awarded. Bonus points will be credited to your online Program account within 24 hours from successful online redemption of certificate. Individual terms and conditions, as well as annual Program fees, apply for certain Card products. For more information on the Membership Rewards program or to apply for a Card, visit americanexpress.com/rewards or call 1-800-AXP-EARN (297-3276). Maximum 200,000 points per Cardmember earned during promo period. Bonus ID 3959
Prices advertised are nightly, based upon bedroom or full villa rate, and are subject to availability on certain dates. Rates may change. Prices do not include taxes or service charges; other fees may apply. Points earned are calculated on base rental rate, tax and service charges only. All terms and conditions of the Membership Rewards program apply, including American Express right to modify or terminate the Membership Rewards program in accordance with the terms and conditions of American Express. American Express is not responsible for products or services offered.



