Wedding
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Golf Villas
Villa Lido
Jamaica
5 bedroom
Rates by Request -
Golf Villas
Plantation Estate
Maui
4 bedroom 4.5 bath
$2,575 / night -
Wedding Villas
Silent Waters
Jamaica
8 bedroom
See Rate Sheet -
Perfect for large grou…
Ani Villas Estate
Anguilla
10 bedroom 10.5 bath
$4,286–$9,715 / night -
Wedding Villas
Villa Bella Vita
St. Martin
6 bedroom 7.5 bath
$1,100–$2,000 / night -
As Seen on TV: "T…
Le Bleu
Anguilla
10 bedroom
$5,071–$14,142 / night -
postcard perfect views
Majestic Maui
Maui
4 bedroom 4.5 bath
$1,495 / night -
Golf Villas
Tamarind Villa
St. Lucia
7 bedroom
$495–$1,100 / night -
Wedding Villas
Fustic House Private
Barbados
7 bedroom 7 bath
$3,750–$8,500 / night
More Wedding Villas
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- Villa 1441 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Villa 1441 exudes sophistication. The rich dark woods contrast the crisp white walls. Timeless ceramic pieces adorn the bedrooms. Intricate fruit bowl paintings bring the luscious produce to life. The backyard area complements the simplicity of the entire home, with a few tastefully planted trees and native yellow Alamanda flowers.
- $1,700–$3,300 / night
- Waterfront Pool
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- Karma Bay at Tryall Tryall
- 6 BR
6 BA A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica.
- Rates by Request
- Waterfront Pool
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- Golden Dolphin Villa Cabrera
- 9 BR
9.5 BA Welcome to a magnificent vacation experience here at Golden Dolphin Villa, the Gold Standard in luxury vacation villas in the Dominican Republic.
- $2,100–$2,600 / night
- Pool
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- Calivigny Island Grenada
- 20 BR
20 BA Calivigny, a luxury private island located off the coast of Grenada-the “Spice Isle”, is the ultimate escape for the affluent traveler in search of their own slice of paradise.
- Rates by Request
- beachfront Pool
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- Green Monkey St. James
- 5 BR
5.5 BA The Green Monkey offers a quiet, laid back villa experience on the island of Barbados.
- $1,000–$1,500 / night
- Pool
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- Stargazer Turtle Cove 1
- 6 BR
This prime, 6 bedroom, beachfront estate is the absolute ultimate in luxury with every amenity under the sun and stars.
- $3,750–$6,500 / night
- beachfront Pool
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- Harmony Sheriva
- 8 BR
9.5 BA This 8-bedroom residence style villa successfully harmonizes traditional Caribbeanesque style with subtle touches from the Far East.
- $2,900–$7,500 / night
- Pool
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- Endless Summer Montego Bay
- 6 BR
Endless Summer, a 6 Bedroom turreted mansion with views of the Caribbean Sea.
- Rates by Request
- Pool
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- Sky Villa at Long Bay Villas Long Bay
- 4 BR
4 BA Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.
- $3,500–$6,495 / night 1 Special
- Pool
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- Villa 1433 at Palm Grove Four Seasons Resort
- 3 BR
3 BA This European-style villa is everything but ordinary. With its crocodile and magenta springbok-inspired ornaments to the infinity pool with golf course views, Villa 1433 radiates brilliant color schemes and modernity.
- $1,700–$3,300 / night
- Pool
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- Seven Seas on the Beach Ocho Rios
- 4 BR
The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to the bedroom window.
- Rates by Request
- beachfront Pool
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- Villa 1411 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Tropical bedrooms, pastel blues and yellows make up this Hawaiian-inspired haven. Bamboo furniture, tropical fish and plantation-style pineapple shaped lamp adornments decorate the bedrooms. A stunning view of the golf course can be seen from all areas of the backyard.
- $1,700–$3,300 / night
- Waterfront Pool
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- Villa 1903 at Mahogany Hill Four Seasons Resort
- 4 BR
5 BA The charm of Villa 1903 stems from its distinct embellishments, contrasting colors, and architectural design. Several one-of-a-kind chairs line the front hallway. These chairs represent works of art, and include one made out of a wooden wheel, and another with a tall branch-like backing.
- $2,350–$4,550 / night
- Waterfront Pool
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- Villa 1410 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Handcrafted tile stairs lead the way to Villa 1410’s private driveway. This home is nestled in a rainforest filled with butterflies, a retreat complete with a cascading infinity pool and wide-range views of the golf course.
- $1,700–$3,300 / night
- Waterfront Pool
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- SandCastle Pointe Shoal Bay
- 4 BR
If you picture yourself sunning on a pool deck, overlooking the ocean, listening to great music, and sipping your favorite drink, then SandCastle Pointe at Shoal Bay is your destination for a great relaxing vacation.
- $1,000–$2,000 / night
- Waterfront Pool
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- Summertime Tryall
- 6 BR
6 BA Summertime. The setting is breathtaking: five sunny acres of landscaped grounds adorned by an abundance of palm trees, bougainvillea and hibiscus ... large private pool ... vegetable garden ... and wooded grotto with antique stone terrace for sunset cocktails.
- Rates by Request
- Pool
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- The Stone House Eleuthera
- 2 BR
1 BA The Stone House is a comfortable, open space whose interior design takes its inspiration from a fusion of influences that span the globe.
- $313–$394 / night
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- Villa Renaissance Grace Bay
- 3 BR
Villa Renaissance is a magnificent beach front Retreat located directly on internationally renowned Grace Bay in the Turks and Caicos Islands.
- $668–$2,200 / night 2 Specials
- beachfront Pool
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- Lahaina Oceanfront Estate Lahaina
- 6 BR
5.5 BA Imagine waking up to the sound of the ocean waves gently lapping the shore.
- $2,000 / night
- beachfront Pool
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- Villa 1604 at Sunset Hill Four Seasons Resort
- 4 BR
4 BA Tamarind offers décor featuring hand painted adornments and a plethora of local, plantation-inspired artwork. Creativity flourishes throughout the entire house, such as the hand-painted hummingbirds on liquor bottles that have been transformed into incomparable works of art.
- $2,350–$4,550 / night
- Waterfront Pool
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- Ultimacy Anguilla
- 8 BR
10 BA Picturesquely situated on Anguilla’s northeast shore, Ultimacy Villa is located in the tranquil residential neighborhood of Rose Hill in the Sea Rocks, nestled between the villages of Shoal Bay East and Island Harbour.
- $2,400–$8,000 / night
- Waterfront Pool
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- Bali Hale Villa Launiupoko
- 4 BR
4.5 BA This elegant Four Master Suite Bedroom residence is located just South of Lahaina, with pool and spectacular views of the islands of Molokai, Lanai and Koolawe, making it a perfect site for intimate Weddings and Receptions.
- $1,800 / night
- Pool
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- Coralina Rio San Juan
- 5 BR
5 BA Welcome to Villa Coralina, the newest and most complete luxury 5-bedroom vacation villa destination in the Dominican Republic.
- Rates by Request
- Waterfront Pool
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- Villa 1703 at Belmont Four Seasons Resort
- 4 BR
4.5 BA The perfect escape for a large group of family and friends, Villa 1703 offers the perfect setting –among daisies, local artwork and an infinity pool with ocean and golf course views.
- $2,350–$4,550 / night
- Waterfront Pool
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- Bird of Paradise Sandy Hill
- 4 BR
Bird of Paradise is a fabulous, new, four bedroom villa named after the rare and exotic bird of Papua New Guinea.
- $1,999–$3,399 / night
- beachfront Pool
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- Bambu Montego Bay
- 7 BR
Nine miles west of Montego Bay is a very private hill overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast.
- $1,179–$1,572 / night 1 Special
- Pool
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- Estate Belvedere St. Croix
- 6 BR
6.5 BA An electronic gate ushers you into Estate Belvedere's magnificent four acres, past a fenced formal garden with a fountain, and back into a part of St. Croix's Danish history of centuries past.
- $743–$1,714 / night
- Pool
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- Grand Bleu Terres Basses
- 4 BR
4 BA Beautiful ultra modern villa in Terres-Basses, St. Martin
- $715–$1,500 / night 1 Special
- Pool
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- Cielo at the Tryall Club Tryall
- 4 BR
Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!
- $1,729 / night
- Pool
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- Bali Hale Cottage Launiupoko
- 1 BR
1 BA This elegant one bedroom residence has spectacular views of the islands of Molokai, Lanai and Koolawe, making it a perfect site for intimate Weddings and Receptions.
- $600 / night
- Pool
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- Tropical Breeze Launiupoko
- 4 BR
3 BA Breathtaking views of the Pacific and neighboring islands!
- $495–$595 / night
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- Amazing Grace Grace Bay
- 5 BR
5.5 BA As your private luxury escape, Amazing Grace offers the best of everything for your indulgence.
- $3,500–$6,900 / night
- beachfront Pool
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- Little Whale Cay Little Whale Cay
- 7 BR
6 BA Developed in the 1930’s as a private island paradise by Wallace Groves, an early pioneer in the Bahamas, the ninety three acre Little Whale Cay hosts its guests in three secluded sea-view houses, Little Whale, Peacock and Flamingo, with a total of seven bedrooms.
- Rates by Request
- Pool
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- Villa 1610 at Sunset Hill Four Seasons Resort
- 5 BR
6 BA The friendly and active atmosphere of Plumeria make it a top choice for family vacations. The well-appointed patio features its own barbecue and bar station, with nothing but ocean views and bright orange flower trees in the line of sight.
- $2,850–$5,550 / night
- Waterfront Pool
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- Brazilian Emerald Altamer
- 5 BR
7 BA The Brazilian Emerald is an architectural masterpiece designed for entertaining and relaxation. It 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.
- $4,754–$6,482 / night
- beachfront Pool
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- Russian Amethyst Altamer
- 5 BR
While relaxing in any part of The Russian Amethyst you will feel comforted by the interior design that enhances the visual excitement of the furnishings and artwork as it seamlessly complements the magnificent architecture of the structure.
- $4,321–$6,050 / night
- beachfront Pool
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- Villa 1412 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Island-inspired artwork surrounds this vacation home. Also striking is the perfect view of the golf course, and a pool and outdoor patio enclosed by local periwinkle colored flowers – the plumbago.
- $1,700–$3,300 / night
- Waterfront Pool
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- Bellagio Estate Charlotte Amalie 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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- Aquamarie at Kamique Villas Little Harbor
- 4 BR
4.5 BA Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin.
- $1,680–$2,900 / night
- Pool
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- Viceroy Resort & Residences Viceroy Resort
- 5 BR
Viceroy Anguilla resort accommodations meld organic Anguillian palettes and textures with exceptional finishes to create settings for couples and families alike.
- See Rate Sheet 2 Specials
- beachfront Pool
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- Villa 1415 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Light and airy, Villa 1415 welcomes weary travelers to a relaxing haven where winter whites meet a Caribbean finish.
- $1,700–$3,300 / night
- Pool
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- Infinity Anguilla Sheriva
- 8 BR
9.5 BA Infinity is the second 8 bedroom villa in Anguilla's newest luxury villa enclave in chic West End.
- $2,900–$7,500 / night
- Pool
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- Aquamare Mahoe Bay 1
- 15 BR
15 BA Aquamare is a secluded enclave comprised of three 8,000 sq.ft., 5-bedroom villas, each situated on a different elevation and surrounded by lush landscaping for maximum privacy, yet angled to maximize views of the breathtaking Sir Francis Drake Channel.
- $1,929–$15,000 / night
- beachfront Pool
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- Zenaida Estate Sandy Hill
- 7 BR
8 BA Zenaida Beach & Tennis Estate is nestled on three acres of lush tropical gardens with majestic, sweeping views of the Caribbean Sea, and the mountains of St. Martin and St Barts beyond.
- $963–$4,494 / night 1 Special
- beachfront Pool
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- La Mer Azure Harbour Island
- 3 BR
3.5 BA La Mer Azure is part of Pink Sands Resort, located on Harbour Island, part of the Out Islands of the Bahamas, is a 20-acre haven set by the edge of the famous three-mile pink sands beach.
- $1,615–$2,650 / night 1 Special
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- Triton at Kamique Villas Little Harbor
- 6 BR
6 BA Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin.
- Rates by Request
- Pool
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- Mystique Sheriva
- 6 BR
9.5 BA Mystique, reputed to be the largest villa on the island of Anguilla, at 21,000 square feet, is home to five Grand Villa Suites, three pools and a full gym.
- $3,300–$6,000 / night
- Pool
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- Ani North Little Bay
- 5 BR
5.5 BA Ani Villas Anguilla is a 10 bedroom estate with 2 fully serviced villas. Each of Ani Villas 5-Bedroom luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks - each an estate unto itself.
- $4,286–$9,715 / night 2 Specials
- Waterfront Pool
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- Villa 1438 at Palm Grove Four Seasons Resort
- 3 BR
3 BA This British colonial villa "Bismarckia," features bejeweled chandeliers, marble floors and rich mahogany furniture. There is history in some of the adornments themselves, from a British monarch-laden bedspread, to a canopy bed with matching foot couch.
- $1,700–$3,300 / night
- Waterfront Pool
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- Ambiance Terres Basses
- 4 BR
4.5 BA Inspiring Sunsets over the beautiful Caribbean Sea, great Comfort and immaculate Elegance have combined in this magnificent New hill-side villa to create the ultimate Ambiance for an everlasting and wonderful experience. It is simply a fantastic family retreat and the ideal place for a special occasion.
- $1,072–$1,786 / night 2 Specials
- Pool
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- Batterie St. Lucia
- 3 BR
Overlooking the most spectacular 180 degree view in the Caribbean, and situated on 1.5 acres of beautifully landscaped gardens in the exclusive Anse Chastanet area of Soufriere, this 3 bedroom luxury villa offers complete privacy.
- $500–$586 / night
- Pool
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- Arc en Ciel Soufriére
- 5 BR
Arc En Ciel is a wonderful 5 bedroom property spectacularly situated on Beau Estate, between the World Heritage site of the Pitons.
- $1,900–$2,900 / night
- Pool
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- Fairmont Kea Lani Wailea
- 3 BR
2 BA This distinctive Maui hotel encompasses 22 acres of tropical landscape and offers authentic Hawaiian cultural experiences and warm and personal service which portray the essence of aloha.
- $1,750–$2,650 / night 1 Special
- beachfront Pool
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- Kataluma Double Bay 1
- 5 BR
5.5 BA Situated directly on a pink sand beach with views that encompass the turquoise, sapphire blue waters of the Atlantic and two cays (small islands) nearby, is Kataluma: a lovely, five bedroom, 5.5 bath oceanfront villa in Double Bay, Eleuthera, Bahamas.
- $895–$1,300 / night
- beachfront Pool
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- Gibbes House Barbados 1
- 4 BR
4 BA Gibbes House is a 4 Bedroom, very spacious property that represents gracious living in plantation-style elegance.
- $700 / night
- Pool
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- Villa LaVida Nail Bay
- 5 BR
7 BA This is the life. LaVida is a brand new, luxurious, fully air conditioned 5 bedroom, 7 bathroom beachfront villa in a secluded, private setting.
- $1,715–$2,643 / night 2 Specials
- beachfront Pool
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- Villa 1416 at Palm Grove Four Seasons Resort
- 3 BR
3 BA This eclectic home has its own inimitable décor. Wicker furniture and burnt orange, baby blue, and canary yellow color schemes bestow the home a comfortable country feel.
- $1,300–$2,800 / night
- Waterfront
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- Villa 1413 at Palm Grove Four Seasons Resort
- 3 BR
3 BA This villa may be newly built, but it seems to have the charm of one of the original Four Seasons Resort Nevis private villa escapes.
- $1,700–$3,300 / night
- Waterfront Pool
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- Nandana Private Resort West End
- 5 BR
6.5 BA Nandana Private Resort is a new, super-deluxe, oceanfront estate located in the exclusive West End of Grand Bahama Island.
- $5,500–$12,500 / night
- beachfront Pool
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- Baraka Point Nail Bay 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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- The Bahia Mar at Grand Isle Great Exuma
- 2 BR
2.5 BA Located in Great Exuma's Emerald Bay, a magnificent island located in the Caribbean's Bahamas Islands, Grand Isle Resort & Spa is a magnificent golf and Caribbean oceanfront villa-only beach resort.
- $550–$800 / night
- beachfront Pool
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- Necker Island Private Islands 1
- 14 BR
14 BA Welcome to Necker Island, Sir Richard Branson's 74 acre private paradise in the British Virgin Islands and perhaps one of the most idyllic places in the Caribbean.
- Rates by Request
- beachfront Pool
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- Lahaina Dream Launiupoko
- 7 BR
7 BA This spectacular 11 acre estate was built for privacy.
- $1,175–$3,795 / night
- Pool
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- Tequila Sunrise Dropsey Bay
- 3 BR
3.5 BA Tequila Sunrise is a new, contemporary 3 bedroom beach house on the southern shore of Anguilla, overlooking the Caribbean Sea and the mountains of St. Martin and St. Barts beyond.
- $900–$2,000 / night 1 Special
- beachfront Pool
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- Villa 1437 at Palm Grove Four Seasons Resort
- 2 BR
2 BA Villa 1437 uplifts spirits and stimulates the senses. Presented in attractive decorative order, this contemporary and brand new villa was only recently completed. A revitalizing mix of cool blues and bright yellows creates a complementary color scheme.
- $1,250–$2,400 / night
- Pool
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- Ocean Breeze Launiupoko
- 3 BR
2.5 BA Ocean Breeze is a very comfortable vacation villa situated on Maui's sunny west side with a breathtaking panoramic view of the pacific ocean.
- $865 / night
- Pool
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- The Great House Speightstown
- 8 BR
9 BA Simply one of the World's great Vacation rental properties! A 8 Bedroom Caribbean mansion directly on a beautiful stretch of white sand beach.
- $6,223–$8,820 / night
- beachfront Pool
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- Villas at Half Moon, A RockResort Montego Bay
- 7 BR
For years Half Moon's Royal Villas have played "home away from home" for many discerning clients. These 33 - individual villas with private swimming pools, provide the ultimate Caribbean style escape.
- $1,175–$3,849 / night 2 Specials
- Pool
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- Villa 1601 at Sunet Hill Four Seasons Resort
- 4 BR
4 BA Ideal for entertaining guests, this home has its own guest cottage for an additional element of privacy. A large pool provides a shallow end for the younger travelers, and a cascading waterfall for all to enjoy.
- $2,350–$4,550 / night 2 Specials
- Waterfront Pool
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- The Grand Villa at Grand Isle Great Exuma
- 2 BR
2.5 BA Located in Great Exuma's Emerald Bay, a magnificent island located in the Caribbean's Bahamas Islands, Grand Isle Resort & Spa is a magnificent golf and Caribbean oceanfront villa-only beach resort.
- $900–$1,200 / night
- Pool
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- Bajacu Ocean Drive
- 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
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- Modena Anguilla
- 5 BR
5 BA The sublime, majestic calm and awe of Modena is encapsulated by its expansive openness that goes beyond your wildest imagination.
- $4,250–$6,750 / night
- Waterfront Pool
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- Mrs. Russel's House Eleuthera
- 3 BR
1.5 BA Mrs. Russel's House was built during the early and mid 1800s and keeps its character that can be described as a New England Colonial style mixed with a hint of Georgian flavor.
- $557–$695 / night
- Pool
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- Altamer Villa Resort Shoal Bay
- 18 BR
Welcome to Altamer Resort, located directly on the Caribbean Sea on the secluded island of Anguilla. Private, secure and inviting we tempt you to indulge in the luxury of the villas.
- See Rate Sheet
- beachfront Pool
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- The Arawak Villas at Grand Isle Great Exuma
- 1 BR
1 BA Located in Great Exuma's Emerald Bay, a magnificent island located in the Caribbean's Bahamas Islands, Grand Isle Resort & Spa is a magnificent golf and Caribbean oceanfront villa-only beach resort.
- $350–$500 / night
- Pool
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- Serendipity Montego Bay
- 6 BR
6 BA This villa is newly remodeled with a pleasant balance of elegance, and comfort.
- $500–$1,215 / night
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- Hanover House Tryall
- 6.5 BR
If you're not looking for the bells and whistles of modern Caribbean architecture, Hanover House is right for you.
- Rates by Request
- Pool
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- Villa 1417 at Palm Grove Four Seasons Resort
- 2 BR
2 BA Just steps away from the golf course's first fairway lies this cozy two-bedroom cottage. The screened porch presents a spacious and breezy haven for guests’ daily breakfast.
- $1,150–$2,125 / night
- Waterfront Pool
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- Sea Villa at Long Bay Villas Long Bay
- 5 BR
5 BA Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.
- $3,500–$8,075 / night 1 Special
- Pool
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- Grand Penthouse at Grand Isle Great Exuma
- 4 BR
Located in Great Exuma's Emerald Bay, a magnificent island located in the Caribbean's Bahamas Islands, Grand Isle Resort & Spa is a magnificent golf and Caribbean oceanfront villa-only beach resort.
- $1,500–$2,500 / night
- Pool
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- Belle Etoile Terres Basses
- 5 BR
5.5 BA An exceptionally scenic and secluded setting
- $2,714–$3,571 / night 1 Special
- Pool
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- Eco Serendib Rendezvous Bay
- 8 BR
8.5 BA Luxurious Private Spa retreat, organic garden to plate adventures, Indulge & experience luxury reserved for the privileged few.
- $2,500–$6,430 / night
- Pool
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- Summer Hill Montego Bay 1
- 9 BR
This brightly painted, 3 story villa boasts 10,000 square feet of elegant, yet charming accommodations with a total of 9 bedrooms.
- $929–$1,643 / night 1 Special
- Pool
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- Little Waters Negril
- 3 BR
3 BA Little Waters Villa, located on the Negril clifts in Jamaica, with breathtaking views of the turquoise waters.
- $1,000–$1,200 / night
- Waterfront
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- Villa Del Sol Grace Bay 1
- 3 BR
3 BA Experience Pure Luxury at our Romantic Turks and Caicos Villa on World-Famous Grace Bay Beach
- $1,350–$1,950 / night
- Pool
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- Saadet House Grace Bay
- 10 BR
12 BA Designed for luxurious indoor and outdoor living, the two story villa comprises 11,000 sq. feet of truly opulent interior living and dining areas with a large screened florida room facing the expansive pool deck and the pristine beach beyond.
- $7,900–$18,800 / night
- beachfront Pool
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- Villa 1406 at Palm Grove Four Seasons Resort
- 3 BR
3 BA This Caribbean inspired home welcomes weary travelers with its bright coral foyer. The tranquil color scheme continues within.
- $1,700–$3,300 / night
- beachfront Pool
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- Villa Paradise Anguilla Anguilla
- 7 BR
This exquisite six/seven bedroom, gated 7,000 square foot seaside property sits on a 3.5 acre landscaped estate
- $954–$4,013 / night 1 Special
- Waterfront Pool
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- Kismet Chocolate Hole
- 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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- African Sapphire Altamer
- 8 BR
8 BA The African Sapphire villa, a 8 bedroom villa is ideal for those looking for two Master Suites. The living and dining space is ideal for a group of friends, one or two families vacationing together, or other larger group.
- $5,186–$6,914 / night
- beachfront Pool
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- Ani South Little Bay
- 5 BR
5.5 BA Ani Villas Anguilla is a 10 bedroom estate with 2 fully serviced villas. Each of Ani Villas 5-Bedroom luxury homes are fully outfitted with their own pools, hot tubs, kitchens, indoor and outdoor dining areas, lounges and decks - each an estate unto itself.
- $4,286–$9,715 / night 2 Specials
- Waterfront Pool
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- Villa 1440 at Palm Grove Four Seasons Resort
- 3 BR
3 BA The entry way is marked by the view of a gentle waterfall, surrounded by a naturally lit, spacious foyer and living room. The living room is surrounded by paintings of luscious guava fruits, succulent limes, and authentic local artwork.
- $1,700–$3,300 / night
- Waterfront Pool
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- La Belle Helene Soufriére
- 11 BR
10 BA This is a spectacular house situated in Beau Estate below the World Heritage site of the Pitons of St. Lucia.
- $3,400–$5,600 / night
- Pool
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- Banyan Tree Estate Harbour Island
- 4 BR
3.5 BA Banyan Tree Estate is part of Pink Sands Resort, located on Harbour Island, part of the Out Islands of the Bahamas, is a 20-acre haven set by the edge of the famous three-mile pink sands beach.
- $2,720–$4,500 / night 1 Special
- Pool
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- Anani at Kamique Villas Little Harbor
- 4 BR
4.5 BA Sitting on Anguilla’s South Shore, Kamique commands stunning views of the secluded cove beach and the mountains of St. Martin.
- $1,455–$3,190 / night
- Pool
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- Pond Bay Sunflower at Jumby Bay Jumby Bay Resort
- 3 BR
3 BA Tucked behind palm trees just steps from the beach, this three-bedroom villa offers a true escape.
- $3,750–$5,000 / night 1 Special
- beachfront Pool
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- Casa Bahia Casa De Campo
- 8 BR
8 BA Exclusive Luxury Waterfront Villa in Casa De Campo with Private Beach
- $6,500 / night
- Pool
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- Villa 1408 at Palm Grove Four Seasons Resort
- 3 BR
3 BA Villa 1408 serves as the ideal venue for dinner parties or extended family brunches. With its ample patio sitting room, expansive views of the golf course and modern pool rafts, enjoying a refreshing dip in the pool makes for a perfect day.
- $1,700–$3,300 / night
- Waterfront Pool
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- Sand Villa at Long Bay Villas Long Bay
- 4 BR
4 BA Long Bay Villas consists of 3 sparkling white villas. This is the ultimate in luxury.
- $3,500–$7,210 / night 1 Special
- Pool
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- Coral House Grace Bay
- 5 BR
Coral House is the ultimate luxury villa for chic, sophisticated yet simple Caribbean living.
- $3,500–$7,500 / night
- beachfront Pool
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- Seashore Allure Estate Turner Bay
- 14 BR
14 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.
- $4,068–$5,294 / night
- Waterfront Pool


