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Àni Dominican Republic

Caribbean Villa

from $15464 /night
up to 28 guests

Àni Dominican Republic

14 bedroom 14 bath Dominican Republic villa in Puerto Plata

Claiming its own private peninsula on the Dominican Republic’s north coast, Àni offers an all-inclusive, 4.2-acre (1.70-hectare) private resort exclusively designed for a single group of guests.

Resort Dining Pavilion And Pool

Àni Thailand

Asia Villa

from $14433 /night
up to 20 guests

Àni Thailand

10 bedroom 10 bath Thailand villa in Koh Yao Noi

Located on the unspoiled island of Koh Yao Noi within two acres (half a hectare) of lush, well-tended gardens, ÀNI offers an entire, all-inclusive, private resort designed exclusively for a single group of guests.

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Àni Anguilla Full Estate

Caribbean Villa

from $14433 /night
up to 20 guests

Àni Anguilla Full Estate

10 bedroom 10.5 bath Anguilla villa in Little Bay

A clifftop eyrie perched above Little Bay on Anguilla's northern shoreline, Àni offers an entire, private resort on this jewel of a Caribbean Island, designed exclusively for a single group of guests.

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Rio Chico on the Beach

Caribbean Villa

from $9015 /night
up to 24 guests

Rio Chico on the Beach

12 bedroom 12 bath Jamaica villa in Ocho Rios

Magnificent 14-acre oceanfront estate. Here is the rich character of The Riviera married to the superb service of Colonial Jamaica ... on a magnificent seascape just west of Ocho Rios on Jamaica's renowned north coast. Rio Chico's guest list includes diplomats, industrialists and celebrities from around the world.

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Crystal Springs

Caribbean Villa

from $7000 /night
up to 20 guests

Crystal Springs

10 bedroom 11.5 bath Barbados villa in St. James

Crystal Springs, an enchanting seaside villa, is a testament to the island’s historic grandeur. Its elegant façade, stylish décor and breathtaking views of the Caribbean Sea create a theatrical ambiance, yet the impressive villa innately feels like a welcoming, comfortable home.

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Silent Waters

Caribbean Villa

from $2482 /night
up to 16 guests

Silent Waters

8 bedroom 6 bath Jamaica villa in Montego Bay

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service.

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Flower Hill

Caribbean Villa

from $2429 /night
up to 12 guests

Flower Hill

6 bedroom 14 bath Jamaica villa in Montego Bay

Flower Hill is one of the most luxurious villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club.

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Point of View at the Tryall Club

Caribbean Villa

from $2572 /night
up to 10 guests

Point of View at the Tryall Club

5 bedroom 5 bath Jamaica villa in Montego Bay

Located on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue Caribbean and distant horizon. Breathtaking at every turn.

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Villa Indigo

Caribbean Villa

from $2200 /night
up to 16 guests

Villa Indigo

8 bedroom 8 bath Jamaica villa in Montego Bay

Villa Indigo at HALF MOON is one of the undisputed finest private homes in this collection.

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Canoe Cove on the Beach

Caribbean Villa

from $3100 /night
up to 14 guests

Canoe Cove on the Beach

7 bedroom 8 bath Jamaica villa in Ocho Rios

In the 1950’s, Kingston attorney Clinton Hart happened onto this remarkable 3-acre waterfront location, bought it and built a simple beach cottage for his family. Through four generations, Canoe Cove has been a beloved family home, virtually unembellished. In 2015, Hart’s grandson replaced the worn cottage with a new sort of architecture, straightforward, uncomplicated and loaded with thoughtful comforts and essentials to redefine luxury in a beachy, barefoot lifestyle.

Noble House on the Beach

Caribbean Villa

from $1050 /night
up to 8 guests

Noble House on the Beach

4 bedroom 6 bath Jamaica villa in Montego Bay

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean.

Bali Hai at the Tryall Club

Caribbean Villa

from $1643 /night
up to 10 guests

Bali Hai at the Tryall Club

5 bedroom 6 bath Jamaica villa in Montego Bay

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Bali Hai is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.

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Following Seas at the Tryall Club

Caribbean Villa

from $1950 /night
up to 12 guests

Following Seas at the Tryall Club

6 bedroom 7 bath Jamaica villa in Montego Bay

Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout.

Fortlands

Fortlands Point on the Beach

Caribbean Villa

from $2857 /night
up to 18 guests

Fortlands Point on the Beach

9 bedroom 9 bath Jamaica villa in Discovery Bay

On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point. From its breathtaking location on the tip of the peninsula, the commanding view encompasses the turquoise water of Discovery Bay on one side and the deep blue Caribbean Sea on the other.

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Infinity at the Tryall Club

Caribbean Villa

from $2300 /night
up to 12 guests

Infinity at the Tryall Club

6 bedroom 5.5 bath Jamaica villa in Montego Bay

A Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is a vacationer’s paradise for golf and tennis enthusiasts, spa weeks, family reunions or merely relaxing into the good life for a week or more.

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Almond Hill

Caribbean Villa

from $949 /night
up to 8 guests

Almond Hill

4 bedroom 4 bath Jamaica villa in Montego Bay

Almond Hill was designed by Prince Kasimir Korybut in 1993. It was brilliantly renovated, creating a contemporary beautifully decorated home with french doors opening from all of the bedrooms to the garden and new bathrooms. Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a two-minute drive from posh Round Hill where guests enjoy complimentary resort membership.

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Amanoka on the Beach

Caribbean Villa

from $2550 /night
up to 14 guests

Amanoka on the Beach

7 bedroom 8 bath Jamaica villa in Discovery Bay

Located on beautiful Discovery Bay, Amanoka is one of the most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water and waterfront gazebo with suspended canvas swings.

Bambu

Caribbean Villa

from $1179 /night
up to 14 guests

Bambu

7 bedroom 7 bath Jamaica villa in Montego Bay

Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and appreciated by discerning vacationers.

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Cielo at the Tryall Club

Caribbean Villa

from $1714 /night
up to 10 guests

Cielo at the Tryall Club

5 bedroom 6 bath Jamaica villa in Montego Bay

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!

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Haystack at the Tryall Club

Caribbean Villa

from $4500 /night
up to 20 guests

Haystack at the Tryall Club

10 bedroom 10 bath Jamaica villa in Montego Bay

Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.

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Makana on the Beach

Caribbean Villa

from $2700 /night
up to 14 guests

Makana on the Beach

7 bedroom 7 bath Jamaica villa in Discovery Bay

Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water.

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Malatai on the Beach

Caribbean Villa

from $3800 /night
up to 16 guests

Malatai on the Beach

8 bedroom 8.5 bath Jamaica villa in Ocho Rios

MALATAI has just undergone a Fabulous renovation, with 8 newly renovated bedrooms and bathrooms, beach front and a top-rated chef, directly on the translucent waters of Mammee Bay, near to Ocho Rios. While privately located, Malatai is only minutes from Dolphin Cove, famous Dunn‘s River Falls and lively Ocho Rios with its wide selection of duty-free shopping, excursions and music.

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Sea Glass at Tryall Club

Caribbean Villa

from $1299 /night
up to 12 guests

Sea Glass at Tryall Club

6 bedroom 8 bath Jamaica villa in Montego Bay

Formerly named Annabella, Sea Glass sits on a remarkable six private acres on a plum site at the prestigious Tryall Club. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the Tryall Club as one of the finest private clubs in the world.

Sundown on the Beach

Caribbean Villa

from $2172 /night
up to 18 guests

Sundown on the Beach

9 bedroom 10 bath Jamaica villa in Discovery Bay

Sundown is an exquisite staffed home on a private white sand beach next to the turquoise waters of Discovery Bay.

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Villa Hyde Park at the Tryall Club

Caribbean Villa

from $1689 /night
up to 14 guests

Villa Hyde Park at the Tryall Club

6 bedroom 8 bath Jamaica villa in Montego Bay

Rose Cottage is a large and lavish home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort.

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Allamanda

Caribbean Villa

from $1357 /night
up to 10 guests

Allamanda

5 bedroom 4 bath Jamaica villa in Montego Bay

ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef and nearby membership at Round Hill.

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Ambiance Sea Salt at the Tryall Club

Caribbean Villa

from $1714 /night
up to 12 guests

Ambiance Sea Salt at the Tryall Club

6 bedroom 6 bath Jamaica villa in Montego Bay

Ambiance Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants.

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Bumper’s Nest at the Tryall Club

Caribbean Villa

from $1624 /night
up to 12 guests

Bumper’s Nest at the Tryall Club

6 bedroom 6 bath Jamaica villa in Montego Bay

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 has recreated one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best of everything.

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Coconut Cottage

Caribbean Villa

from $1800 /night
up to 10 guests

Coconut Cottage

5 bedroom 6 bath Jamaica villa in Montego Bay

COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage just a few yards away.

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Coral Cove Villa on the Beach

Caribbean Villa

from $707 /night
up to 10 guests

Coral Cove Villa on the Beach

5 bedroom 5 bath Jamaica villa in Discovery Bay

Located on the beach of Discovery Bay, Coral Cove Villa is a five bedroom, two story villa with a comfy put-your-feet-up signature feeling that allows an at-home, informal, relaxed lifestyle.

Frankfort on the Beach

Caribbean Villa

from $3594 /night
up to 12 guests

Frankfort on the Beach

6 bedroom 7 bath Jamaica villa in Ocho Rios

17th Century fortress restored as a remarkable private home on a perfect private Caribbean beach.

Great River House

Caribbean Villa

from $1000 /night
up to 10 guests

Great River House

5 bedroom 6 bath Jamaica villa in Montego Bay

Classic Jamaican glamour meets luxurious modern conveniences! Set on five acres of gently sloping land with sea view and surrounded by manicured lawns.

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Hanover Windward Garden Villa at the Tryall Club

Caribbean Villa

from $1624 /night
up to 12 guests

Hanover Windward Garden Villa at the Tryall Club

6 bedroom 8 bath Jamaica villa in Montego Bay

Premier Villa on Two Acres on Tryall Club’s Chic West End!

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Keela Wee on the Beach

Caribbean Villa

from $2357 /night
up to 12 guests

Keela Wee on the Beach

6 bedroom 6 bath Jamaica villa in Discovery Bay

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Whispering Waters..

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Kenyan Sunset Golf Villa in Rose Hall

Caribbean Villa

from $1014 /night
up to 10 guests

Kenyan Sunset Golf Villa in Rose Hall

5 bedroom 7 bath Jamaica villa in Montego Bay

In the Rose Hall residential expanse of fine homes, Kenyan Sunset Golf Villa is designed for families and golfers.

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Longview Villa on Round Hill

Caribbean Villa

from $2643 /night
up to 14 guests

Longview Villa on Round Hill

7 bedroom 7 bath Jamaica villa in Montego Bay

If you, family or friends are looking for a certain kind of hideout in a tropical seclusion with timeless elegance and understated luxury, Longview Villa on Round Hill is a pretty favorable address.

Nutmeg

Caribbean Villa

from $1150 /night
up to 12 guests

Nutmeg

6 bedroom 6 bath Jamaica villa in Montego Bay

Nutmeg is a charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm ~ just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches.

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Pharos Summertime

Caribbean Villa

from $857 /night
up to 14 guests

Pharos Summertime

7 bedroom 6 bath Jamaica villa in Montego Bay

6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles away.

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Sugar Hill at the Tryall Club

Caribbean Villa

from $2000 /night
up to 16 guests

Sugar Hill at the Tryall Club

8 bedroom 8 bath Jamaica villa in Montego Bay

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon. This glamorous home is ideal for golf and tennis buffs, couples, large groups and families. Children welcome!

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Sweet Spot on the Beach

Caribbean Villa

from $1600 /night
up to 12 guests

Sweet Spot on the Beach

6 bedroom 6.5 bath Jamaica villa in Runaway Bay

Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds ... a 6,000-square-foot private home with a huge lawn and beach.

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Tek Time Golf Villa on Cinnamon Hill

Caribbean Villa

from $1079 /night
up to 12 guests

Tek Time Golf Villa on Cinnamon Hill

6 bedroom 6 bath Jamaica villa in Montego Bay

TEK TIME is Jamaican patois for advice that almost all of us need: TAKE TIME to slow down and take in all that’s good and beautiful around us. Living in a glamorous villa with a staff of six who pamper their guests without ever intruding makes it easy to heed that advice.

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Tradewinds at the Tryall Club

Caribbean Villa

from $2000 /night
up to 8 guests

Tradewinds at the Tryall Club

4 bedroom 4 bath Jamaica villa in Montego Bay

Tradewinds was completely renovated and refurbished in January 2018. This amazing sea front property sits on two acres at the famous Tryall Club – directly on the Caribbean Sea. 300 feet of waterfront from the north perimeter of the property, and it is one of the newest premier villas at The Tryall Club.

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Tranquillity on the Beach

Caribbean Villa

from $1214 /night
up to 14 guests

Tranquillity on the Beach

7 bedroom 6 bath Jamaica villa in Montego Bay

True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff.

Villa Rosa

Caribbean Villa

from $1700 /night
up to 10 guests

Villa Rosa

5 bedroom 6 bath Jamaica villa in Montego Bay

Villa Rosa is our newest villa in Montego Bay's Spring Farm neighborhood. It is a stunning, modern villa, brilliantly designed for an extraordinary indoor-outdoor lifestyle with a full complement of impressive luxuries for the upscale traveler.

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Whispering Waters on the Beach

Caribbean Villa

from $2857 /night
up to 14 guests

Whispering Waters on the Beach

7 bedroom 7 bath Jamaica villa in Discovery Bay

Whispering Waters offers seven bedrooms and en-suite bathrooms. Overlooking one of Jamaica’s loveliest crystal clear bodies of water, Discovery Bay. On its own private coral cove, this newest property can be rented alone ~ or in combination with its neighboring sister villa – Keela Wee.

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A Summer Place on the Beach

Caribbean Villa

from $1886 /night
up to 14 guests

A Summer Place on the Beach

7 bedroom 9 bath Jamaica villa in Discovery Bay

Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home. The design is of typical Caribbean gingerbread style with hand-carved fretwork trimming the length of the house.

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Aqua Bay at the Tryall Club

Caribbean Villa

from $2700 /night
up to 8 guests

Aqua Bay at the Tryall Club

4 bedroom 6 bath Jamaica villa in Montego Bay

Aqua Bay was completely renovated & refurbished in 2017 (formerly Calabash Villa). This amazing sea front property is one of the newest premier villas at The Tryall Club.

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Avalon at Tryall

Caribbean Villa

from $786 /night
up to 8 guests

Avalon at Tryall

4 bedroom 4 bath Jamaica villa in Montego Bay

Avalon is a beautiful home nestled at the end of a lane overlooking both the valley to the east and the ocean to the north. Two cottages, each with two bedrooms sit in a lush garden filled with fruit trees and flowering shrubs. Soft comfortable colors and wooden floors flow through this home. All rooms open to the ocean view

Bougainvillea

Bougainvillea at the Tryall Club

Caribbean Villa

from $1501 /night
up to 10 guests

Bougainvillea at the Tryall Club

5 bedroom 6 bath Jamaica villa in Montego Bay

Bougainvillea is one of the most stylish homes in this collection. Brilliant architecture and design have resulted in a luxurious state-of-the-art vacation home that is elegant but not daunting.

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Caribbean Jewel

Caribbean Villa

from $1035 /night
up to 8 guests

Caribbean Jewel

4 bedroom 4 bath Jamaica villa in Montego Bay

Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf at Cinnamon Hill & White Witch Golf Courses nearby.

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