Luxury Vacation Home Rentals by Owner
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Jamaica Vacation Rentals
Spanish Mahogany Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 4 4 8 9,000 14,000please call
Golf Holiday Villa Jamaica

Spanish Mahogany Villa is a beautifully decorated three-bedroom villa incorporating a Spanish architectural design. With its cheerful pastel décor and quaint artwork, Spanish Mahogany evokes the spirit of Jamaican Old World charm. The entrance to Spanish Mahogany is a splendid courtyard, whose beautiful centerpiece is a mythical wrought iron water fountain.

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Panoramic Caribbean Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 4 4 8 4,950 9,35012,155
Luxury Jamaica Holiday Rental

Panoramic Caribbean Villa is a four-bedroom villa overlooking a magnificent tropical garden and the glittering panorama of the Caribbean Sea. A spacious, living room lifts your spirit with soft furnishings in up-tempo hues of blue and yellow accented with crisp white. Tropical foliage bedecks the gardens below and invites you for a leisurely stroll.

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Stunning Palladian Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 10 12,000 20,00025,000
Beach Holiday Villa Rental

Stunning Palladian Villa is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet two-acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificent setting for this beautifully furnished house with its mahogany floors and porcelain tiled bathrooms.

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Mahogany Seas Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 10 12,000 20,00025,000
Seafront Villa Hanover Jamaica

Mahogany Seas Villa, new construction completed in 2007 is dramatically situated on a 5.4 acre lot with multiple sea views looking both West toward Negril for the sunset and East toward Round Hill and Montego Bay. The traditional Jamaican architecture and open one level floor plan make for an exceptional experience.

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High Point Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 Ensuites 10 12,000 20,00025,000
Resort Rentals Jamaica

Four hundred feet above sea level, High Point Villa is located on the highest point at Barnes Hill. With its breathtaking views of the Caribbean, lush surrounding mountains and gentle breezes, this peaceful and secluded villa is the ideal setting for total relaxation.

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Contemporary Design Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 Ensuites 10 15,000 26,25032,500
Self Catered Caribbean Rental

Designed to afford one hundred and eighty degree views of the golf course and Caribbean Sea from all of its rooms, its pool deck and its one hundred foot long veranda; Contemporary Design Villa is offers all of the modern amenities. It was decorated by a noted interior designer to combine the best of contemporary and native furnishings and art in a distinctly Jamaican flavor.

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Georgian Luxury Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 Ensuites 10 12,000 20,00030,000
Catered Villa Rental Jamaica

Designed by one of Jamaica’s best known architects, Georgian Luxury Villa is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views.

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Villa Rococo
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Montego Bay 5 5 10-14 5,000 7,000please call
Jamaica Vacation Villa Roco, Montego Bay

Villa Roco captures the allures of Western Jamaica sharing an ideal spanning of hundreds of acres of lush forestation and swirling vista valley. Perched atop the spectacular content Estate in the heart of paradise this exquisite home rises to complement the splendid landscape and embraces mountainous backdrop, and partial ocean and city view. This remarkable estate home was built to fulfill your every expectation.

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Infinity Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 10 12,000 20,00025,000
Infinity Villa Jamaica

Among the newest Premier villas 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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Elysian Plain
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 10 7,000 14,80019,250
Elysian Plain Tryall Club Jamaica

Elysian Plain is a waterfront villa which has a wonderful majestic, tall palm tree which guards the entrance of this villa. The unique feature of this villa is its location which sits literally at the edge of the clear, blue Caribbean Sea. The views from here are spectacular. "Elysian Plain" is aptly named after the resting place of the Greek Gods.

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Trinity Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 5 5 10 13,250 22,10027,500
Trinity Villa Tryall Golf Resort Jamaica

Trinity's exquisitely appointed great room opens out to the top patio area where the lap pool is located. There is a formal dining room for elegant candlelit dinners, complete with a beautiful custom made table. For more casual dining options, Trinity has a terrace dining table, as well as a covered gazebo that over looks the dramatic waterfalls.

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Luxurious Highland Estate
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Montego Bay 6 6 (ensuite) 12 7,500 9,500please call
Montego Bay Jamaica Vacation Rental

Rising from the hills, the seven rooftops of the Luxurious Highland Estate cover over 7,000 square feet. With six bedroom suites, the estate can accommodate up to 12 guests for overnight stays and larger parties for special events. Neighboring villas are available for additional overnight guests.

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Copper Ridge Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 6 6 (ensuite) 12 15,000 25,00030,000
Weddings in Jamaica Villa

Copper Ridge Villa combines Caribbean architecture with European style décor privately nestled at the top of the hill on Copper Ridge. Arguably, one of the best positioned locations, which boasts an uninterrupted 180 degree panoramic view of the Caribbean Ocean. The infinity pool allows one of the best viewing locations.

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Keela Wee Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Discovery Bay 6 6 (ensuite) 12 12,000 15,000$26,000
Jamaica Vacation Villa Rental - Luxury Beachfront Villa, Discovery Bay

Imagine your own private luxury beach resort. There is no better "getaway from it all"! Luxury Villa Jamaica is a magnificent two story, six bedroom, six bathroom villa situated on its own private white sand beach and swimming cove in Discovery Bay - one of the most lovely, tranquil beach resort areas of Jamaica.

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Following Seas
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 6 6 12 15,050 25,02530,030
Following Seas Villa Tryall Golf Club Jamaica

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Whispering Waters
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Discovery Bay 7 8 14 14,000 18,00028,000
Whispering Waters Discovery Bay Jamaica

Perched on a gentle slope along Discovery Bay’s prestigious Fortlands Road, Whispering Waters exudes a warm tropical ambiance while offering world class amenities and impeccable service. A 9000 square foot home , dressed in a colorful exterior, offers a glimpse of the vibrant hues and charm that wait within her welcoming doors.

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Round House Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 7 6 14 12,000 20,00025,000
Round House Villa Tryall Resort Jamaica

Round House is a seven-bedroom villa and is one of the largest and most spacious villas at The Tryall Club. Round House is arresting both in its design and superb location.  Split into two levels, it’s cool interior spaces are elegantly decorated with personal taste, with all the atmosphere and comforts of a private island home.

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Elegant Continental Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 7 7 Ensuite 14 15,000 25,0030,000
Montego Bay Jamaica Mansion Rental

Elegant Continental Villa sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in the old traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe…it is both elegant and comfortable and meant to be enjoyed.

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Private Oasis Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 7 7 Ensuite 14 17,000 27,50035,000
Holiday Accommodation Jamaica

Private Oasis Villa offers the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service.  Nestled over 350 feet above sea level on seven acres of tropical splendor, the seven bedroom villa enjoys inspirational panoramic views of the Caribbean Sea, deep valleys and golf course.

 

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Sweet Breeze Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 7 7 Ensuite 14 17,500 30,00035,000
Child Friendly Villa Rental Caribbean

Sweet Breeze Villa is an elegant new island home perched atop a manicured 3-acre property overlooking the breathtaking Caribbean Sea.

 

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Villa Paradiso
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Ocho Rios 7 7.5 16 12,000 15,00021,000
Villa Paradiso Ocho Rios Jamaica

This luxurious fully staffed Villa is situated in Mammee Bay Estate, Ocho Rios and boasts a glistening white sand beach with 150 feet of its own beach frontage. The Villa can be rented in a five bedroom or seven bedroom configuration; which would includes the two bedroom cottage just steps away from the main house on the property. 

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Haystack Villa
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Hanover 8 8 16 20,000 30,00040,000
Haystack Villa Tryall Golf Resort Jamaica

An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence.

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Golden Clouds Estate
Location Beds Baths Sleeps Weekly Low Weekly High Weekly Peak
Ocho Rios 9 9 20 12,500 16,50021,000
Golden Clouds Villa Ocho Rios Jamaica Vacation Rental

Golden Clouds Estate is a luxurious 9-suite estate situated in a park-like 6-acre setting. It is a spectacular oceanfront villa located on Jamaica's fabled North Coast in the picturesque village of Oracabessa, short drive to Ocho Rios.

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About Jamaica & Villa Rentals

Jamaica boasts some of the best beaches and friendly residents that you will ever find.  Not only is Jamaica considered a treat to visit but affordability is also a great part of why Jamaica stays on the map for vacations.  Most people love the idea of traveling to the Caribbean and finding that right mix of sun and fun, so why not make it a Jamaica Holiday this year.


When you visit Jamaica, the best places are Kingston for those who want to go back in time and see the way Jamaica started out, Montego Bay for it’s nightlife and culture and amazing strips, Negril for its family friendly atmosphere, beaches, and lovely skyline, Ocho Rios for the waterfalls which people love to see, Port Antonio which draws the rich and famous to its magical coasts, and the South Coast for the  local hotspots and great sunsets.


Some of the beaches include, Seven Mile Beach, Doctors Cave in Montego Bay, Aquasol, James Bond in Ocho Rios, Duns River Falls, Treasure Beach on the South Coast, Frenchman’s Cove in Port Antonio, and the Blue Lagoon.


No matter when you travel remember the climate changes in late May and we hit Rainy Season.  So, traveling between November and early May are great choices.  You can find some great deals during the summertime however, so check back often.  Those traveling internationally, we highly recommend you take out Traveler’s Insurance, as these are by owner vacation rentals.


Jamaica offers holiday homes from beachfront to Oceanside, these homes are great for families traveling together and wanting to explore somewhere different, there are great resorts and homes throughout Jamaica.