We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Montego Bay, Jamaica

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 611 Rentals in Montego Bay
loading...
Sort by
From
€986
Per Night
1 / 25
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
From
€927
Per Night
1 / 16
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
From
€650
Per Night
1 / 33
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
Details Reviews (11) Make Enquiry
From
€97
Per Night
1 / 14
5 Bedrooms, 6 Bathrooms, Sleeps 14
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
We offer quite a variety of properties All over the Island, all depends on your preferences of location, amenities and budget. We are in business since 1988 and do not offer places unless we personally inspected them. For other properties and rates , please inquire or have a look at our direct... View all property information
Make Enquiry
Enquire for rates
1 / 9
4 Bedrooms, 4 Bathrooms, Sleeps 1
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are 300 feet of waterfront forming the north border of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break... View all property information
Make Enquiry
From
€3,045
Per Week
1 / 48
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf available, beach... View all property information
Make Enquiry
From
€763
Per Night
1 / 50
7 Bedrooms, 8 Bathrooms, Sleeps 14
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is... View all property information
Make Enquiry
From
€1,113
Per Night
1 / 30
6 Bedrooms, 8 Bathrooms, Sleeps 14
Details Reviews (8) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Heated Pool
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatviews creator and the commitment of its staff... View all property information
Make Enquiry
From
€284
Per Night
1 / 15
4 Bedrooms, 4 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make guests feel welcome in a real home away from home environment. Skylark is located on a hill above Half Moon Bay amongst 2 acres of gardens providing... View all property information
Make Enquiry
Enquire for rates
1 / 27
7 Bedrooms, 7 Bathrooms, Sleeps 1
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Phoenix is a luxurious, beachfront 7-bedroom villa is the world-famous Tryall Club. A recent renovation, and the addition of a new wing, has served to enhance an already spectacular villa. Situated directly on the Caribbean Sea, steps from the first tee, club beach and beach bar, Phoenix is ideally... View all property information
Make Enquiry
Get the List
From
€951
Per Night
1 / 10
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design... View all property information
Make Enquiry
From
€1,265
Per Night
1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Children's Pool
  • Housekeeping...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Bougainvillea House is a stately destination located right atop the inviting Caribbean Sea. The villa is located at the world renown Tryall Golf Course and Club, which has been rated by Condé Nast as one of the top places to visit around the globe. As you step outside at Bougainvillea House, the... View all property information
Make Enquiry
From
€1,054
Per Night
1 / 21
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy a splash in the kidney shaped pool right by the water’s edge at Karma Bay Villa. The villa is located at the famed Tryall Club in Montego Bay, rated by Condé Nast as one of the most desirable destinations in the world. A paradise for avid golfers, the lush and opulent surroundings at Karma... View all property information
Make Enquiry
From
€1,044
Per Night
1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newly-built Allamanda Villa is one of our most family-friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully-staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda Villa offers the... View all property information
Make Enquiry
Enquire for rates
1 / 12
8 Bedrooms, 8 Bathrooms, Sleeps 1
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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. Haystack is the largest private villa at Tryall (12,000... View all property information
Make Enquiry
From
€1,113
Per Night
1 / 29
7 Bedrooms, 7 Bathrooms, Sleeps 12
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green... View all property information
Make Enquiry
From
€521
Per Night
1 / 28
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities, and... View all property information
Make Enquiry
From
€580
Per Night
1 / 15
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Hot Tub
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbean Sea to the north and a tranquil viewa of the mountains to the south. The villa is very spacious and beautiful. The home is designed as five separate 400 square foot octagons located in separate... View all property information
Make Enquiry
From
€2,088
Per Night
1 / 44
6 Bedrooms, 14 Bathrooms, Sleeps 17
Details Reviews (7) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Pool
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
Make Enquiry
From
€4,467
Per Week
1 / 12
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Coo Yah is a deluxe four-bedroom villa located in the renowned Tryall Club on the west side of Montego Bay. Coo yah is Jamaican patois for Look here. And what you will find is a spectacular newly renovated (2009) villa overlooking the golf course and Caribbean Sea. The villa is architect designed... View all property information
Make Enquiry
From
€3,248
Per Week
1 / 30
5 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
Make Enquiry
From
€5,076
Per Week
1 / 36
5 Bedrooms, 7 Bathrooms, Sleeps 10
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Additional... View all property information
Make Enquiry
From
€1,635
Per Night
1 / 30
9 Bedrooms, 11 Bathrooms, Sleeps 18
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Children's Pool
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
Make Enquiry
From
€4,629
Per Week
1 / 34
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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. Additional amenities include: available for large groups, connecting bedroom(s), golf available, beach... View all property information
Make Enquiry
Enquire for rates
1 / 32
6 Bedrooms, 7 Bathrooms, Sleeps 1
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A most serene and enchanting location, Viviana is located at Tryall Club on 6 landscaped acres. This beautiful villa offers the finest balance of sophisticated luxury and private comfort – elegant and cozy, majestic and inviting. From the entrance gardens trimmed with pink and yellow hibiscus to... View all property information
Make Enquiry
From
€521
Per Night
1 / 48
6 Bedrooms, 7 Bathrooms, Sleeps 15
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and is conveniently located just a five minute drive from the exclusive Round Hill Resort where guests enjoy complementary beach membership. The villa was originally built in the late 1950's for the... View all property information
Make Enquiry
From
€986
Per Night
1 / 46
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind.

The gate opens to a bougainvillea... View all property information
Make Enquiry
From
€290
Per Night
1 / 20
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Situated east of Montego Bay across from the Half Moon Club and Ritz Carlton, La Casita is the latest addition to the deluxe collection of villas in prestigious Spring Farm Estates. The main floor features a beautifully appointed, air conditioned living area with 42 inch high definition plasma tv,... View all property information
Make Enquiry
From
€65
Per Night
1 / 18
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
A lovely studio apartment in small block within the grounds of the El Greco resort. A stones throw from the beautiful Doctor’s Cave beach which is just across the bridge and down the stairs. Just up from the vibrant Hip Strip with it’s many bars and restaurants, this apartment benefits from being... View all property information
Make Enquiry
From
€9,826
Per Week
1 / 18
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
No Le Hace and its breathtaking views will be etched in your mind forever. The villa provides a world of endless comfort and relaxation. An ambience of serenity welcomes every heart into relaxation and rejuvenation. Elegant furnishings finished in warm tones of deep mahogany complement soft... View all property information
Make Enquiry
From
€7,309
Per Week
1 / 14
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Pool
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Calabash at Tryall is a 3 bedroom house on the water, which provides guests with the unique opportunity of stepping off your lawn and into the inviting Caribbean Sea for swimming and snorkeling when the water is calm. It is also within walking distance of The Tryall Club’s beach and golf course.... View all property information
Make Enquiry
From
€7,593
Per Week
1 / 12
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Pool
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sunrise is a lovely four bedroom, comfortably furnished, villa located beach front in Tryall Club. The villas splendid location looks out over a private beach and the clear-blue shallows of the Caribbean Sea to a snorkeling reef and the indigo waters beyond. Just across the lane are the green... View all property information
Make Enquiry
From
€8,121
Per Week
1 / 13
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Linger Longer is an exceptional three-bedroom villa with a winning view of the 13th hole of Tryall ClubÂ’s golf course and of the Caribbean Sea. A distinctive enclosed courtyard with swimming pool marks the unique entrance to this villa. Living spaces are a celebration of light-hearted repose. The... View all property information
Make Enquiry
From
€7,593
Per Week
1 / 10
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Clive House - Built in true Jamaican “Great House” fashion, Clive House is a beautiful combination of cut-stone walls and cedar floors. Adjacent to the front entrance and close to the expansive pool terrace is a charming mini-lounge. A short flight of stairs leads up to the spacious living room... View all property information
Make Enquiry
Enquire for rates
1 / 12
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Overlook - is built on one of the prime sites at Tryall and conveniently located in easy walking distance of the Great House, gym and tennis courts, with total privacy and magnificent landscaping, Overlook Villa (formerly Fern Hill) was completed in November of 2006.All bedrooms are equipped with... View all property information
Make Enquiry
From
€16,242
Per Week
1 / 17
5 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Pineapple House is rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The villa was totally renovated in 2004 and sits high above the sea looking out over the Tryall... View all property information
Make Enquiry
From
€12,182
Per Week
1 / 29
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Internet Access
  • Pool
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sugar Hill is an elegant new island home perched atop a manicured 3-acre property overlooking the breathtaking Caribbean Sea and magnificent Tryall Club Resort. The one level floor plan allows views of the glittering turquoise sea and curvaceous coastline from every room. It is built in the... View all property information
Make Enquiry
From
€16,242
Per Week
1 / 21
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Someday Soon has recently undergone a major renovation and has reopened as a stunning new Premier villa. This secluded villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also conveniently located near Tryall's tennis courts and the Great House. This is... View all property information
Make Enquiry
From
€12,588
Per Week
1 / 23
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Hot Tub
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Harmony Hill is one of the newest members to the exclusive North Coast Tryall Club. This villa is a private oasis offering 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... View all property information
Make Enquiry
From
€10,151
Per Week
1 / 24
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Hummingbird House, a Premier Villa, has recently undergone a two year renovation and expansion and is now one of the finest properties within the Tryall Club! The 14,000 sq. ft. residence is set on four acres and is located on prestigious Barnes Hill. Hummingbird House boasts one of the most... View all property information
Make Enquiry
From
€16,242
Per Week
1 / 19
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Pool
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Stella, just recently completely renovated, offers breathtaking views of the Caribbean Sea and the Tryall Club estate from Copperwood Ridge. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with oversized swimming pool and deck overlooking the... View all property information
Make Enquiry
From
€16,242
Per Week
1 / 16
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Lolita is one of Tryall's newest and most fabulously equipped Premier luxury villas! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008. You'll be surrounded by beautiful panoramic views of the ocean and mountains found only in the Caribbean. This 5... View all property information
Make Enquiry
From
€16,242
Per Week
1 / 33
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Point of View is located on the highest point at Tryall Club 400 feet above sea level. 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. The living and dining areas are announced... View all property information
Make Enquiry
From
€20,303
Per Week
1 / 20
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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, its cool interior spaces are elegantly decorated with personal taste, with all the atmosphere and... View all property information
Make Enquiry
From
€122
Per Night
1 / 15
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Brand new furnished two bedroom townhouse with central air/cable internet,hot water available for weekly monthly rental. five minutes from airport, entertainment, beach, and shopping/ business area.Gated community, 24hour security with pool on site. Housekeeper,chauffeur,babysitter,internet and... View all property information
Make Enquiry
From
€637
Per Night
1 / 55
3 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward... View all property information
Make Enquiry
From
€1,054
Per Night
1 / 20
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Enjoy the panoramic 360 degree view of the Caribbean Sea, the forest and a championship eighteen hole golf course at Little Hill. Built in 1959 by the architect Robert Hartley, this villa was designed in the Classic West Indies style around a circular swimming pool surrounded by covered terraces.... View all property information
Make Enquiry
From
€521
Per Night
1 / 31
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
lt;p class="VLSMain">Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus... View all property information
Make Enquiry
From
€661
Per Night
1 / 30
Hopewell
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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. The well-appointed rooms of Tranquillity stretch over 6,300 square feet of rich marble floors. Artful... View all property information
Make Enquiry
Enquire for rates
1 / 30
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Drambuie Estate is one of Jamaica’s more charming and gracious private residences, surrounded by an extraordinary private gardens and spectacular views of the Caribbean Sea and Montego Bays district views. The driveway is a long and impressive introduction into this estate which was originally... View all property information
Make Enquiry
Go to map view
Book Online(220)
Use filters to find the best results!

Suitability

  • Wheelchair access (157)
  • Elder access (173)
  • Suitable for children (219)
  • Pet friendly (10)
  • Smoking allowed (18)

Amenities

  • Air Conditioning (469)
  • Internet (454)
  • Other outdoor space (387)
  • Garden (291)
  • All pools (283)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities