Showing

PreviousNext property

$1,428

7 BR / 7 BA / Sleeps 14

Sugarhill - Tryall Club - Jamaica vacation rentals
1 / 12

$1,428

Inquire

Sugarhill - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse. Every room boasts spectacular views of the glittering Caribbean Sea, curvaceous northwest coastline, or Jamaican …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$350

4 BR / 4 BA / Sleeps 12

3 Reviews

$350

Inquire

Skylark Villa

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

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 privacy and security. …
  • Internet Access
  • Grill
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

very pleased

Left on Nov 07, 2012 for a stay in October 2012

Just want to start out by thanking Sonya Howard and Deloris. They couldn't have been any nicer. Really made you feel at home. We recently stayed here for a very low key relaxing bachelor party. The villa is clean and deloris' cooking was excellent. Our second night there the transformer in front of the villa blew and we had no electric. Immediately Sonya was on the phone to have it repaired…

PreviousNext property

$400

5 BR / 5 BA / Sleeps 10

Azure%20Cove - Jamaica vacation rentals
1 / 11

$400

Inquire

Azure%20Cove

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Azure Cove villa, located in private resort community of Silver Sands, is a lovely new property just completed in 2009. This spacious 5 bedroom, 5 bath villa is just a short walk to the famous Silver Sands Beach. The villa has expansive views from the pool terrace, living room, television lounge and upstairs balcony …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$176

4 BR / 4 BA / Sleeps 8

Coral%20Cay%20Villas - Jamaica vacation rentals
1 / 14

$176

Inquire

Coral%20Cay%20Villas

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Coral Cay is a delightful Ocho Rios property consists of three separate, identical 4-bedroom villas set in a beautifully landscaped lawns and gardens leading to a private, sandy man-made beach and semi-enclosed marina pool. The villas can be rented separately or together: Villa #2 also has 2 studio rooms that can be …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$707

6 BR / 7 BA / Sleeps 15

2 Reviews

$707

Inquire

Pimento Hill

6 BR / 7 BA / Sleeps 15 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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 French Count and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Be prepared to be spoiled in a luxurious setting

Left on Jun 09, 2013 for a stay in May 2013

Pimento Hill House Villa is most definitely a hidden treasure, the Jamaican staff went above and beyond to make our stay wonderfull. Take the 6 acre grounds tour and taste a fresh mango ripe off the tree or climb the giant coconut palm in the front yard (how cool). The view from the main house veranda is spectacular, we had every meal served outdoors with fresh picked flowers from the property. …

PreviousNext property

$572

5 BR / 5 BA / Sleeps 10

2 Reviews

$572

Inquire

Coral Cove Villa on the Beach

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle. Additional amenities include: poolside shower, golf available, golf on site or nearby, available for …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Amazing

Left on Jun 15, 2013 for a stay in June 2012

We cannot wait to come back! This was the most amazing vacation. The staff were like family and made our stay so pleasant and memorable. The food was fantastic! The home was amazing and the beach was beautiful!

PreviousNext property

$228

7 BR / 7 BA / Sleeps 16

1 / 9

$228

Inquire

Villa Viento

7 BR / 7 BA / Sleeps 16 | Quick view

Details

Villa Viento is a wonderful property which located on 2 acres of green grassy lawn. It is tucked away into a lovely corner enjoying its own waterfront and ocean seaviews all to itself. Our resort offers the most appealing accommodation, fully staffed with your own cook, housekeeper, gardener/poolperson, and manager at…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$325

4 BR / 4 BA / Sleeps 8

1 Reviews

$325

Inquire

Windjammer - Silver Sands

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's fabulous North Coast. This gorgeous villa has all the amenities you desire for that dream vacation. There is a large breezy front verandah providing lovely sea views. The …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Finally - My Home Away From Home!!!

Left on Jul 17, 2012 for a stay in July 2012

I booked our stay from MySilversands.com

I have stayed at several properties at Silver Sands and have really enjoyed myself with every staff that we've had but Windjammer took service for a large group to another level. They really made us feel at home. I cannot thank Ms. Eileen, Ms. Cassie and our Chef Ricardo enough. They provided top notch service. We cannot wait to get back. Thank you for …

PreviousNext property

$2,670

5 BR / 5 BA / Sleeps 14

1 / 11

$2,670

Inquire

5 Bedroom Villa with Private Pool & Veranda in Round Hill

5 BR / 5 BA / Sleeps 14 | Quick view

Details

A perfect villa setting, excellent for entertaining with its private bar/dining room area. The five suites/bedrooms each feature sprawling veranda and living room areas. The other three suites are on one level separated by living room spaces. This villa is beautifully furnished and features genuine Jamaican mahogany …
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Fitness Room
  • Books
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$2,000

7 BR / 8 BA / Sleeps 14

10 Reviews

$2,000

Inquire

Fortlands Point on Discovery Bay - Find Traditional Jamaica here

7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 10 Reviews

Details

Reviews

(10)

Named in reference to the colonial era, Fortlands Point villa resides at the site of the original military fortification leading into Discovery Bay. Indeed, the pronounced geography of the landscape sprawling around this magnificent estate remains a testament to the purpose of this once strategic vantage point. Today…
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(10)

Our Stay at Fortlands Point on Discovery Bay

Left on May 25, 2010 for a stay in April 2009

Repeat Costumer, awesome service.

PreviousNext property

$1,285

5 BR / 5 BA / Sleeps 10

6 Reviews

$1,285

Inquire

Private Beachfront Sugar Bay on Discovery Bay with pool/spa, tennis court & full staff

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Enjoy the sweet and stylish surroundings at Sugar Bay. Completed in 1995, this villa was designed to emulate the architecture of an archetypal Jamaican villa. The quality of the construction materials speak volumes about the care and workmanship put into building this estate. Close to the Green Grotto Caves and Dunn…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Our Stay at Sugar Bay on Discovery Bay

Left on Jun 03, 2010 for a stay in November 2008

Villa and staff were the best ever. Jamaica did not have the caliber of snorkeling we like but other than that it was ok.

PreviousNext property

$940

7 BR / 8 BA / Sleeps 14

1 / 26

$940

Inquire

Fairway%20Manor

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Fairway Manor is a 6,000 square foot fully staffed 7-bedroom/8-bathroom private villa nestled on a hillside amidst lush tropical gardens and overlooking the prestigious Half Moon Bay golf course. The villa is located in the Spring Farm neighborhood on the east side of Montego Bay. Fairway Manor was extensively and …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$572

5 BR / 5 BA / Sleeps 10

1 / 18

$572

Inquire

Coral%20Cove%20Villa

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Coral Cove Villa is a delightful beach front property located in the exclusive Fortlands Road section of Discovery Bay. The newly renovated and expanded villa (2009) has 5 air conditioned bedrooms on two levels with great views out to the sea. There is a new front entrance leading into a much enlarged living room, …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Safe
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$458

5 BR / 5 BA / Sleeps 10

1 / 18

$458

Inquire

Sand%20Dollar

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Sand Dollar is a 5 bedroom villa is located in the lovely private beach community of Silver Sands, approximately 45 minutes from the Montego Bay airport. The 6000 sq. ft. villa is newly renovated and is just a short walk from the gorgeous Silver Sands beach. Airy and bright with a warm tropical feel, Sand Dollar is …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$1,071

11 BR / 11 BA / Sleeps 22

5 Reviews

$1,071

Inquire

Golden Clouds

11 BR / 11 BA / Sleeps 22 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Golden Clouds is a luxurious, six acre gated estate located in the picturesque banana port village of Orcabessa, just a 15-minute drive from Ocho Rios. The villa sits directly above the sea overlooking its own palm fringed beach and the Caribbean Sea. Entrance is down a dramatic and long palm tree lined driveway. The …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Books
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

A fairy tale wedding and family vacation

Left on Dec 03, 2011 for a stay in November 2011

We stayed at Golden Clouds for one week and held our daughter''s wedding on the property. The service was excellent. The wedding in particular exceeded our expectations in every way.

The first morning of our visit we were greeted by a double rainbow over the sea and that set the scene for our experience of this magical place. The property is absolutely gorgeous and well kept. Stunning sea …

PreviousNext property

$1,200

4 BR / 4 BA / Sleeps 8

1 Reviews

$1,200

Inquire

Half Moon - 4br Royal Villas

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed living and dining areas. Each …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fantastic staff

Left on Nov 28, 2013 for a stay in November 2013

I just want to say we enjoyed our vacation in villa 26 again. We have been visiting half moon for eight years and Its a must I mention the staff in our villa.

This is the first year we have had a different cook and olive didn't disappoint who is lovely, a great cook and very friendly was fantastic. Casell our butler who never disappoints, he will go out of his way to make you happy. Tracy our …

PreviousNext property

$585

5 BR / 5 BA / Sleeps 11

1 Reviews

$585

Inquire

Siesta

5 BR / 5 BA / Sleeps 11 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Siesta Villa is a spacious 5+ bedroom beach front retreat in Runaway Bay on Jamaica's idyllic North Coast. This spacious villa has a large living room, dining room and a 60 foot porch gallery all looking out to the pool and the one mile crescent of Runaway Bay Beach. The exterior is focused on the new swimming pool, …
  • Washing Machine
  • Clothes Dryer
  • Television
  • Ceiling Fans
  • Telephone
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

"No problems..Irie!"

Left on Jun 10, 2014 for a stay in April 2014

A large group of friends and myself have stayed here at Siesta several times. Although I have not been back since the late 80's, others of our group continue to go there just about every year. What I can say is that my time spent here was always the best money I have spent on my vacation. The staff were always warm, friendly and professional. The food was to die for!! At breakfast, we would talk …

PreviousNext property

$550

4 BR / 4 BA / Sleeps 7

1 / 32

Details

Spanish Cove is nestled on a delightful stretch of beach in the historic resort village of Runaway Bay - so named after the fleeing Spaniards. A two-story villa, the casual interiors are done in brightly colored tropical fabrics. Of special note is the large furnished verandah overlooking the beach and ocean - a …
  • Waterfront
  • Ocean or water views
  • Private Pool
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$642

5 BR / 6 BA / Sleeps 12

1 / 23

$642

Inquire

Coconut Cottage

5 BR / 6 BA / Sleeps 12 | Quick view

Details

Coconut Cottage 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 …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$858

7 BR / 6 BA / Sleeps 14

2 Reviews

$858

Inquire

Tranquillity on the Beach

7 BR / 6 BA / Sleeps 14 | Quick view
“ Very Good ” 2 Reviews

Details

Reviews

(2)

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 club, complimentary …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

noisy road and noisy neighbors

Left on Jun 14, 2013 for a stay in March 2013

It was a nice location on a beach, but the water was dirty ( lots of debris in water from the nearby river) and because it was so close to a main road it was hard to sleep at night because of honking horns and motorcycle engines racing. The staff were friendly, but not as attentive as I had hoped. Food was very good. All in all, it was an okay villa but I would not go back.

PreviousNext property

$679

4 BR / 4 BA / Sleeps 8

1 / 9

$679

Inquire

Frangipani at Ocho Rios, Jamaica - Waterfront, Pool, Jetty

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Frangipani is the newest of the luxury villas on the historic Prospect Estate. The spacious living room is equipped with satellite TV, VCR, telephone and stereo system. The central verandah leads out to a large pool with a sun deck and steps to a jetty with walk-out access to the clear blue waters of the Caribbean. …
  • Waterfront
  • Private Pool
  • Internet Access
  • A/C or climate control
  • Safe
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,214

6 BR / 6 BA / Sleeps 12

17 Reviews

$1,214

Inquire

Beachfront Sweet Spot- adjacent to golf course with pool & full staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 17 Reviews

Details

Reviews

(17)

Walk across the perfectly manicured, expansive lawn on your way to your own pristine white sand beach. Just a stone’s throw away from Breezes Golf Pro Shop, enjoy the unlimited complimentary access to the greens that is included with your stay at Sweet Spot. Unwind in this 6,000 square foot house that features …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(17)

Our Stay at Sweet Spot

Left on Jul 26, 2010 for a stay in June 2010

It was a great vacation. Our families were able to offer our two graduating son\'s a vacation of a lifetime at an amazing resort. Almost every day I found myself living in a postcard world. Everything was amazing; From Donnie\'s drinks and professional serving demeanor to Rose\'s amazing Jamaican cuisine. Rudolph (our driver) was outstanding and provided us safe and relaxing travel to and from …

PreviousNext property

$229

7 BR / 7 BA / Sleeps 14

1 / 18

$229

Inquire

Villa%20Viento

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Villa Viento, located east of Prospect Plantation in Ocho Rios, is a spacious, ocean front, 8 bedroom, 8 bath villa nestled in a large, 2 acre, lush tropical garden overlooking the sea. This villa is composed of a Main House with two bedrooms, the Island suites with three bedrooms, and the Seaview suites with three …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Patio
  • Microwave
  • Suitable for the elderly - ask

PreviousNext property

$2,000

7 BR / 7 BA / Sleeps 14

1 / 38

$2,000

Inquire

Whispering Waters

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Located on the Discovery Bay, sits this magnificent 7 bedroom home-the ultimate in comfort and luxury. Set on its own large and completely private white sand beach cove, Whispering Waters is an elegant, 12000 square foot, two story home with seven air-conditioned bedrooms with en-suite baths that is beautifully …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Fitness Room
  • Grill
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$1,753

5 BR / 5 BA / Sleeps 10

1 / 27

$1,753

Inquire

Infinity - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

Details

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 …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$485

5 BR / 7 BA / Sleeps 10

1 Reviews

$485

Inquire

Datura Villa

5 BR / 7 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families to groups and retreats. Your accommodations can be as inclusive as an all-inclusive or as casual as a luxury hotel or resort. The only difference is that your visit will always feel personal and intimate with none …
  • Hot Tub/Jacuzzi
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Beautiful home with excellent views

Left on Jul 02, 2011 for a stay in April 2011

Amazing view from any area of this property. Large house with many full bathrooms and an onsite staff of cooks, house and ground keepers. Excellent pool and hot tub, fruit trees on the property.

Being at the top of a hill there is nothing within walking distance. A taxi or private driver will be needed to leave the house. If you are looking to do nothing but relax then there is really no …

PreviousNext property

$707

4 BR / 4 BA / Sleeps 8

1 / 13

$707

Inquire

Sunrise - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Right at the water's edge,Sunrise 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 emerald-green fairways of Tryall Club's famous golf course. In true Caribbean tradition, this most serene of villas is a …
  • Grill
  • Television
  • Ceiling Fans
  • Telephone
  • VCR
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$452

4 BR / 4 BA / Sleeps 8

1 / 26

$452

Inquire

4 Bedroom Villa Adjacent to Tyrall Golf Course in Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

CALYPSO is a charming open air villa adjacent to the 16th hole of the championship Tryall golf course. Four bedroom private villa at the famous Tryall Club. Uniquely located next to the 16th hole of the championship Tryall golf course. Onsite staff includes butler, cook, housekeeper, laundress and gardener. 30' …
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$496

4 BR / 4 BA / Sleeps 8

1 / 10

$496

Inquire

Seafore - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick courtyard and fountain lead into the open air living and dining rooms. The interiors are tastefully and traditionally styled. The villa offers three bedrooms. The master bedroom is located on one side of the villa and …
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • VCR
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$1,428

5 BR / 5 BA / Sleeps 10

1 / 15

$1,428

Inquire

Lolita - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Villa Lolita is Tryalls newest and most fabulously-equipped luxury villa! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008. You will be greeted by a professional, experienced staff of seven that will provide unmatched personalized service. Our award-winning chef makes meal …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$1,171

5 BR / 5 BA / Sleeps 10

1 / 17

$1,171

Inquire

Mahogany Hill - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Mahogany Hill is a deluxe home located atop a hill and offers spectacular and stunning views of the Caribbean Sea as well as nearby Montego Bay. The home is set on eight acres of lush tropical gardens and green rolling lawns. Due to the elevation, the villa enjoys constant and soothing gentle breezes and the beach is …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$1,857

7 BR / 7 BA / Sleeps 14

1 / 28

$1,857

Inquire

Harmony Hill - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view

Details

The newest member to the Tryall Club; Harmony Hill is a private, seven bedroom villa combining Jamaica’s rich architectural tradition with today’s modern amenities.<br /><br />Nestled over 350 feet above sea level, this exclusive, and seven acre oasis enjoys breathtaking panoramic views of the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$1,428

6 BR / 6 BA / Sleeps 8

1 / 6

$1,428

Inquire

Bumpers Nest - Tryall Club

6 BR / 6 BA / Sleeps 8 | Quick view

Details

Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally decorated and offers the Old World charm of Jamaica. Located on three acres of land, entrance is via a central atrium complete with a fountain in the shape of a fish made out of …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$707

4 BR / 4 BA / Sleeps 8

1 / 30

$707

Inquire

Calypso - Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Calypso is a charming open-air villa adjacent to the 16th hole of the championship Tryall golf course. Spacious grounds are graced by palm, lime, avocado, grapefruit, papaya, and poinciana trees, brilliant hibiscus and bougainvillea, and a beautiful lavender orchid tree. Golfers Note: Calypso's location adjacent to …
  • Internet Access
  • Grill
  • Safe
  • Satellite or cable TV
  • Television
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$1,428

6 BR / 7 BA / Sleeps 12

1 / 25

$1,428

Inquire

Following Seas - Tryall Club

6 BR / 7 BA / Sleeps 12 | Quick view

Details

Following Seas is a one-of-a-kind vacation hideaway offering the ultimate in luxury, comfort and breathtaking décor. Newly renovated in 2007, Following Seas' casual elegance seamlessly balances original artwork with classic Jamaican architecture, inviting the outside in through large windows and open air …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$1,428

7 BR / 7 BA / Sleeps 14

1 Reviews

$1,428

Inquire

Phoenix - Tryall Club

7 BR / 7 BA / Sleeps 14 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Entertaining in style, this dramatic seaside villa has a large covered terrace as well as an open circular pool deck. the dining area, living room and all four bedrooms open onto the pool deck. the master suite features a walk-in shower and magnificent mirrored bath with tub for two inside a walled garden. The master …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Worst vacation of our life

Left on Sep 27, 2014 for a stay in August 2014

This is the first time I've listed a review on Trip Advisor because I want to make sure that no one else has the same experience that we did at the Phoenix on the Beach at the Tryall Club. I knew I had reason to be suspicious when I couldn't find another review of this property on Trip Advisor (or anywhere else). Having stayed there for a week in August, now I know why. We had such high hopes …

PreviousNext property

$786

5 BR / 5 BA / Sleeps 10

1 / 17

$786

Inquire

Seagrapes at Discovery Bay, Jamaica - Pool, Private Beach Cove

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Harmony lives here…the house keeps you in touch with the surrounding elements in such subtle ways that you wonder why you feel so good . A spacious verandah waits to accommodate your drifting moods and a large green cushion of a lawn extends down to your own private beach cove. Here, you can decide whether to …
  • Waterfront
  • Private Pool
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$585

5 BR / 5 BA / Sleeps 10

1 Reviews

$585

Inquire

Bay Watch

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Bay Watch is a new 5 bedroom beach front home located in Runaway Bay on Jamaica's beautiful North Coast. It is situated 100 feet of white sugary sands and only a 5 minute walk to the famous Breezes SuperClubs Hotel. The Breezes Championship Golf Course is located just a one minute drive from the villa. <br /><…
  • Dishwasher
  • Microwave
  • Television
  • DVD Player
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

What more could I ask for?

Left on Mar 20, 2013 for a stay in March 2005

I have been to Jamaica before and stayed in Ocho Rios and Montego Bay and I have always enjoyed myself. However, words cannot adequately express the feelings I had (and still have) regarding my stay at Bay Watch.Upon our arrival, we walked through the house ohhhing and ahhing. But it wasn\'t until I saw the beach, that I was in heaven. The house was airy and comfortable, the beds were comfortable…

PreviousNext property

$1,178

6 BR / 7 BA / Sleeps 14

6 Reviews

$1,178

Inquire

Bambu Villa

6 BR / 7 BA / Sleeps 14 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Bambu Villa, a Montego Bay luxury property, is located at Tamarind Hill on the lush west side of Montego Bay. Bambu is located approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(6)

A beautiful home w/ a top notch staff!

Left on Jul 23, 2013 for a stay in November 2012

My husband and I lead very hectic lives, and we needed a convenient place for a quick, relaxing get away. The moment we arrived at Bambu House and were greeted by the warm friendly staff, we began to relax. Every need was met from the dry martini's in the afternoon to the fresh juice and traditional breakfast in the morning. We were made to feel right at home with an attentive but non-intrusive …

PreviousNext property

$643

4 BR / 4 BA / Sleeps 8

1 / 10

$643

Inquire

Cozy 4 Bedroom Villa in Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea and Manager's Cocktail Party. For …
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

4 BR / 4 BA / Sleeps 8

1 / 28

$643

Inquire

Exotic 4 Bedroom Villa in Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars and restaurants, gift shops, water sports, Internet room, beach parties Mon-Wed-…
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$2,000

7 BR / 7 BA / Sleeps 14

9 Reviews

$2,000

Inquire

Whispering Waters on Discovery Bay, with private beach, tennis, kayaks & full staff

7 BR / 7 BA / Sleeps 14 | Quick view
“ Excellent ” 9 Reviews

Details

Reviews

(9)

Your own brilliant piece of white sand beach awaits you at Whispering Waters. This villa is located along Discovery Bay, where it is generally believed that Columbus first arrived to Jamaica’s wondrous shores. During your stay at Whispering Waters, you will also experience the beauty that so mystified the first …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(9)

Our Stay at Whispering Waters on Discovery Bay

Left on Apr 14, 2010 for a stay in February 2009

Shampoo in the bathrooms and chocolate on the pillow would have been nice

PreviousNext property

$500

4 BR / 4 BA / Sleeps 8

1 / 21

$500

Inquire

Windsong

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$790

5 BR / 5 BA / Sleeps 12

1 / 22

$790

Inquire

5 Bedroom Villa overlooking the Caribbean Sea in Ocho Rios

5 BR / 5 BA / Sleeps 12 | Quick view

Details

SCOTCH ON THE ROCKS is a charming turquoise villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of Jamaica's most prestigious hotels: Royal Plantation five star boutique hotel and the legendary Jamaica Inn. While completely private, Scotch on the Rocks is just minutes from …
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,284

5 BR / 6 BA / Sleeps 13

1 / 26

$1,284

Inquire

Knockando

5 BR / 6 BA / Sleeps 13 | Quick view

Details

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which is renowned as the home of the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

PreviousNext property

$1,072

9 BR / 9 BA / Sleeps 18

1 / 20

$1,072

Inquire

Summerhill at Montego Bay, Jamaica - Fully Staffed, Pool, Hillside

9 BR / 9 BA / Sleeps 18 | Quick view

Details

Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9 spacious bedrooms. …
  • Ocean or water views
  • Private Pool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,858

6 BR / 7 BA / Sleeps 12

1 Reviews

$1,858

Inquire

Makana on the Beach

6 BR / 7 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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. Additional amenities include: …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Beautiful home, excellent staff and perfect setting for a wonder

Left on Jun 27, 2013 for a stay in March 2013

From the moment we arrived in Jamaica and were greeted by our driver for our ride to the villa to the moment we were driven back to our departing planes it was evident that all details were taken care of so as to insure us a wonderful vacation. It is hard to single out one staff member who was the "best"- all were excellent at their jobs. They were friendly and accomodating.
The home and its …

PreviousNext property

$1,072

9 BR / 9 BA / Sleeps 18

1 / 47

$1,072

Inquire

Golden%20Clouds

9 BR / 9 BA / Sleeps 18 | Quick view

Details

Golden Clouds Country Estate is a spectacular waterfront villa located in the picturesque village of Oracabessa. Fifteen minutes from Ocho Rios, on Jamaica's fabled North Coast and neighboring Ian Fleming's "Golden Eye", this 6 acre gated estate luxuriously accommodates small and large groups and is our most…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$500

5 BR / 7 BA / Sleeps 10

1 / 27

$500

Inquire

Blow%20Hole

5 BR / 7 BA / Sleeps 10 | Quick view

Details

Blow Hole Villa, is a charming 5 bedroom, 7.5 bathroom seaside villa located on the east side of Ocho Rios on the Jamaican north coast. The 110 ft. veranda of the main house runs the entire length of the building facing the sea, and connects the bedrooms and public spaces. Original terrazzo tiles, Jamaican mahoe …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$1,072

9 BR / 9 BA / Sleeps 18

1 / 29

$1,072

Inquire

Golden Clouds at Oracabessa, Jamaica - Beachfront, Pool, 15 Minute Drive To Ochos Rios

9 BR / 9 BA / Sleeps 18 | Quick view

Details

Golden Clouds is located in the banana port village of Oracabessa, 15 minute drive from Ocho Rios. This villa overlooks its own palm fringed beach and the Caribbean sea. This 2 level villa offers spacious rooms and multi-level terraces that run the length of the waterfront side of the estate. There is an indoor dining…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 23456
page 1 of 18
Load more