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$928

5 BR / 5 BA / Sleeps 10

8 Reviews

$928

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Ocean view Nutmeg South- near beach & 3 golf courses, pool, full staff

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world-class golf courses, you will have no shortage of options during your stay. This five acre playground is lush with flowers, oranges, limes, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Books
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Our Stay at Nutmeg South

Left on May 07, 2010 for a stay in January 2010

So accommodating and personal in the approach, going the distance to meet specific needs. All questions answered promptly and thoroughly. We would definitely use LR again and again.

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$715

5 BR / 5 BA / Sleeps 10

Cliffside Cottage - Hope Well vacation rentals
1 / 16

$715

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Cliffside Cottage

5 BR / 5 BA / Sleeps 10 | Quick view

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Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities include: available for …
  • 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

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$643

5 BR / 6 BA / Sleeps 12

1 Reviews

$643

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Coconut Cottage

5 BR / 6 BA / Sleeps 12 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

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…
  • 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

(1)

Beautiful views, but needs some work

Left on Jul 22, 2014 for a stay in July 2014

We just returned from a 6 night stay at Coconut cottage. While the house was nice and the view was beautiful, our group had several issues. There was no hot water in 4 of the 5 rooms the first 2 days we were there. We all had an invasion of ants in the bathrooms. The wifi only worked 2 out of 6 days and only in the main living area, not in your room. The house needs a GOOD cleaning, it was very …

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$958

2 BR / 2 BA / Sleeps 4

2 Bedroom Villa with Private Garden & Terrace in Round Hill - Hope Well vacation rentals
1 / 3

$958

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2 Bedroom Villa with Private Garden & Terrace in Round Hill

2 BR / 2 BA / Sleeps 4 | Quick view

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Cottage 2 is a two bedroom villa with a beautiful view and an extended garden/terrace area overlooking the Caribbean Sea. Perfect for a small family, or just as a hideaway for two! One suite with a king bed, the other suite with two twins (may be converted to king). Classic Villas feature many of the original …
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,200

7 BR / 8 BA / Sleeps 14

Phoenix - Hope Well vacation rentals
1 / 13

$2,200

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Phoenix

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Phoenix is a private, luxury, fully staffed villa located directly on the Caribbean Sea in Jamaica, West Indies. Located in Sandy Bay, Phoenix is part of the exclusive Tryall Club, giving guests all the amnesties of a First Class Resort, while offering the privacy and spaciousness of a personal residence. With a …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,285

5 BR / 6 BA / Sleeps 13

2 Reviews

$1,285

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Knockando on Round Hill

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a renowned resort for …
  • 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

(2)

Knockando villa is delightful with a spectacular view and a warm

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

This was our 10th stay in Linda Smith's villas and 5th time at Knockando which is our favorite. Trip #11 is already reserved at Knockando in 2014. The view is magnificent down the coastline and changes as the sun moves across the sky each day. The villa is perfect for our group of 8 women with lots of spots to gather or just relax and read a book. And the Staff!!! They're the best!! After 5 …

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$1,949

6 BR / 8 BA / Sleeps 12

1 / 25

$1,949

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None VL VVT

6 BR / 8 BA / Sleeps 12 | Quick view

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Villa VL VVT has a quarter-mile driveway with brilliant bougainvillea on all sides and leads to a Travertine-paved Italianate courtyard, and dramatic entrance. On a remarkable six private acres at the prestigious Tryall Club, VL VVT is uniquely private, wonderfully quiet, and tranquil while just minutes away by …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • 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

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$928

6 BR / 6 BA / Sleeps 12

22 Reviews

$928

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6bd/6ba Luxury Estate,17 acres,spec views of Mobay

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 22 Reviews

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Reviews

(22)

Hammerstein Highland House is a spectacular estate on 17 acres on the hillside in Montego Bay, Jamaica. Oscar Hammerstein wrote "The Sound of Music" from the terrace, overlooking the beautiful hillside. The home is very private and located about 5 minutes from the beach and 20 minutes from the airport. The home is …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(22)

Best Wedding Ever!! Literally.

Left on Feb 01, 2012 for a stay in November 2011

We got married at the Highland House on November 7th, 2011 and rented it from Nov. 4 - 9th. It was a dream come true in large part, because of the villa. We felt like celebities and so did our guests. The day we arrived to see the villa..it blew our minds and it blew our guests minds too. Many wondered why we wanted to go off site to get married and everyone understood once they arrived. …

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$461

4 BR / 4 BA / Sleeps 8

7 Reviews

$461

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4 Bedroom Luxury Villa at Jamaica's Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

This island retreat in Jamaica comes with your own private pool and staff. Just step outside the living room of the Seafore Villa at the Tryall Club,(Jamaica's premier golf and tennis club), and take a cool afternoon plunge in the bright Caribbean sunshine. Steps away from the 16th hole, Seafore Villa is optimally …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(7)

Best Vacation

Left on Feb 14, 2013 for a stay in April 2011

This house is absolutely above and beyond! The chefs are incredible and prepare the most delicious meals ever. The house is a perfect layout, with private rooms on different sides of the house, but with the pool and wraparound layout to provide for a great central hangout spot. The private club where it is located is very posh, and has tennis courts, a gold course, and tons of additional …

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$500

5 BR / 5 BA / Sleeps 10

2 Reviews

$500

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Jupiter Villa

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

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Reviews

(2)

Jupiter is a fun, comfortable, safe, colorful, 5 bedroom vacation getaway with a great staff. You will enjoy the spectacular view of the ocean, the ship port, Montego Bay Yacht Club. the hills, and Montego Bay from the bedrooms, the dining room, roof, pool, and hot tub. This lovely villa has 2 bedrooms, a full bath, a…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Vickie saved us and our vacation!

Left on Mar 16, 2014 for a stay in March 2014

As my partner and I were on the pier of Montego Bay watching our cruise ship (Carnival...horrible, horrible horrible) sail away without us, you could only imagine the sinking feeling we had. Thank god we had our passports but all of our luggage, medication, and toiletries were on the ship. We had no where to stay, no way to contact Carnival, and no clue what to do next.

Thank god I had heard…

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$140

2 BR / 2 BA / Sleeps 4

21 Reviews

$140

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Montego Bay Mango Walk Country Club Townhouse

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 21 Reviews

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Reviews

(21)

Great Value , Family Friendly Air-conditioned split level Two Bedroom Townhouse in gated community with 24 hour security, five minutes from airport, city centre , Doctors Cave Beach and Hip Strip .Perfect Home away from Home in relaxed quiet area .Comfortably furnished living and dining area , Television ,washer …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(21)

Excellent rental property

Left on Dec 14, 2010 for a stay in January 2010

I strongly recommend this property , for it's location , safety, and it's amentities.
The service is prompt and professional ,no long wait to address any concerns you may have.
The rooms are large with lots of natural light, kitchen is very functionable and easy to work in to serve your family and or friends.
This property is great value for your money , you will not be disappointed.
You will …

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$893

5 BR / 7 BA / Sleeps 10

2 Reviews

$893

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Noble House on the Beach

5 BR / 7 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

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 amenities include: poolside…
  • 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)

Fairy Tales Do Come True

Left on Nov 14, 2013 for a stay in November 2013

After a short 3-1/2 hour non-stop flight from Philadelphia though an annoyingly long wait to get through customs, we arrived at Noble House. Upon entering the beautiful arched and gated drive, we were met by the entire staff of 9 offering ice cold washcloths and rum punch for the adults and fruit punch for the kids and the vibes of the Island playing on the stereo. Our worries, concerns, and …

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$70

2 BR / 1 BA / Sleeps 4

15 Reviews

$70

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Montego Bay - Private Getaway

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

This 800sq ft secure air conditioned 2 bedroom house is perfect for travelers looking to enjoy the local culture away from the resort. Your home away from home is approximately 15 minutes from Sangster International Airport & 10 minutes away from the famous Hip Strip in Montego Bay. Enjoy such amenities of home with…
  • Washing Machine
  • A/C or climate control
  • Patio
  • Parking
  • Books
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(15)

Great Weekend Escape

Left on Jun 06, 2010 for a stay in April 2010

Perfect for the weekend getaway, only 15min from the airport, with reasonable taxis, information and contact info provided by owner. A great base to hang out in Mobay for the weekend. Could walk to a nearby store for forgotten items, and only 5min ride to local beaches and downtown Mobay.

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$643

4 BR / 4 BA / Sleeps 8

1 Reviews

$643

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None VL TTC

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

Details

Reviews

(1)

Villa VL TTC sits on two acres in the famous gated community of The Tryall Club, directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass, and other times its waves break dramatically…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The best vacation ever.

Left on Jun 06, 2014 for a stay in May 2014

The tradewinds is perfect, from location to amities. We went for a girls trip and loved being pampered by the staff and enjoying the grounds of the tryall country club. We could have stayed at our location for the whole week and been happy. Can't wait to come back. This would also be a great vacation property for families.

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$135

4 BR / 4 BA / Sleeps 10

26 Reviews

$135

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Bogue Villa

4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 26 Reviews

Details

Reviews

(26)

Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history, music, and beauty. …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(26)

Paradise!

Left on Apr 12, 2011 for a stay in April 2011

This was the most amazing villa. The home was tastefully decorated and welcoming. The staff was more like family. I will never vacation in a resort again as long as the Bogue Villa is available.

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$178

2 BR / 2 BA / Sleeps 6

3 Reviews

$178

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Beautiful 2 bedroom home, Mango Walk Montego Bay!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

This furnished 2 bedroom townhouse is available in gated community in Montego Bay Jamaica, with 24 hour security! It is available for short term or long term rental. It boasts central air, hot water, internet/cable, washing machine & dryer, and pool and best of all, the nicest neighbours! Only 5 minutes from …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Just what I was looking for!

Left on Oct 13, 2011 for a stay in August 2011

I stayed in the Johnson's home for 2.5 weeks in the month of august and it was just what I was looking for. I was looking for a place where I was able to do my own thing and relax.
Linens, dishes and utensils were provided which made it easy to do your own thing. A phone was left so we were able to buy credit and use it to make local calls and take on trips with us in case of an emergency. The …

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$378

3 BR / 2 BA / Sleeps 6

1 / 11

$378

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Pleasant View Villa

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal hideaway offering …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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$800

4 BR / 4 BA / Sleeps 8

1 / 23

$800

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Summerland on Roundhill, Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambience of Jamaica with comfortable, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$2,858

6 BR / 6 BA / Sleeps 12

1 / 21

$2,858

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Luxury 6 bedroom Montego Bay villa. Extraordinary comfort and exquisite style!

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design have created one of …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Patio
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$358

1 BR / 2 BA / Sleeps 4

1 / 36

$358

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Mirador at the Tryall Club ~ A Great House Villa Suite

1 BR / 2 BA / Sleeps 4 | Quick view

Details

Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available, beach club, …
  • 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 - ask

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$858

5 BR / 7 BA / Sleeps 10

1 / 16

$858

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Sensational 5 Bedroom Villa with Ocean View in Montego Bay

5 BR / 7 BA / Sleeps 10 | Quick view

Details

Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered one of the most …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,428

6 BR / 6 BA / Sleeps 12

1 / 30

$1,428

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Anticipation

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Anticipation is privately nestled on the hillside of the world renowned Tryall Club with an uninterrupted 180 degree panoramic view of the Caribbean Ocean. It is arguably one of the best positioned locations at Tryall Club. The six bedroom contemporary villa is an elegant merger of Caribbean architecture and European …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$90

1 BR / 1 BA / Sleeps 3

10 Reviews

$90

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Studio Apartment

1 BR / 1 BA / Sleeps 3 | Quick view
“ Very Good ” 10 Reviews

Details

Reviews

(10)

PRIVATE STUDIO APT. 2 MINS, DOCTORS CAVE BEACH, MONTEGO BAY, JAMAICA This beautiful garden studio Apartment is on the 1st floor of a small pretty block perched in the middle of a tropical garden with parasonic views of the big Ocean Montego Bay. Two minutes (by elevator) to Doctors Cave Beach. The studio …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(10)

Excellent Spot

Left on Mar 21, 2013 for a stay in September 2012

"A well spent 10 days at the Garden Studio apartment, Montego Bay. My partner and I had decided that we would stay at the Studio apartment and Pool Deck and relax for a week and chill-out since we were tired. The swimming pool area was great to relax and sunbathe, but what was most amazing was the views of Montego Bay and it's ocean. You could lay there all day taking in the views and you do not …

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$1,559

6 BR / 8 BA / Sleeps 14

1 / 21

$1,559

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Rose Cottage at the Tryall Club

6 BR / 8 BA / Sleeps 14 | Quick view

Details

Rose Cottage is a large and lavish new 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. Additional amenities include: ping pong table, piano, snorkel gear, golf on …
  • Heated Pool
  • 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

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$1,179

6 BR / 6 BA / Sleeps 14

1 / 46

$1,179

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Wondrous 6 Bedroom Villa in Montego Bay

6 BR / 6 BA / Sleeps 14 | Quick view

Details

Six bedroom glamorous villa magnificently renovated in 2011. 10,000 sq ft home on eight and a half acres overlooking breathtaking panorama of Caribbean Sea. Onsite staff includes a butler, cook, housekeeper, gardeners and a laundress. 45' diameter round pool with special section for toddlers. Complimentary …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$730

4 BR / 4 BA / Sleeps 8

1 Reviews

$730

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Calypso Shores on the Beach

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

Details

Reviews

(1)

Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores is one of the newest homes in this collection. Its prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location. Additional amenities include: poolside shower, golf available, beach …
  • 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)

The best vacation trip yet!

Left on May 28, 2014 for a stay in May 2014

Everything about this trip was fabulous!!! From the time we got off the plane and had VIP treatment thru customs, till the time we arrived at the house all the way up to the time we had to depart and go home!!!

The house is wonderful, the staff was very professional, friendly, and catered to all of our needs. No matter what we needed it was "no problem". The food was great and the service was …

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$2,116

4 BR / 4 BA / Sleeps 8

1 / 4

$2,116

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4 Bedroom Villa with Private Pool in Round Hill

4 BR / 4 BA / Sleeps 8 | Quick view

Details

This cottage is situated at the highest point of Round Hill and is the only villa with pool that has a view of the night lights of Montego Bay as well as Round Hill Bay. This cottage was recently expanded with the addition of a beautiful large separate suite and outdoor living area.A large lawn extending from the …
  • Balcony or terrace
  • Fitness Room
  • Books
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$808

2 BR / 2 BA / Sleeps 4

1 / 10

$808

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2 Bedroom Villa with View in Round Hill

2 BR / 2 BA / Sleeps 4 | Quick view

Details

A two bedroom cottage without pool in typical Round Hill cottage style, a lovely lawn with a beautiful view to watch that sunset! From this cottage it is just a short stroll through the gardens to our private beach and the main swimming pool. One bedroom suite features a king bed the other two have twin beds, a …
  • Wireless Internet
  • Balcony or terrace
  • Fitness Room
  • Books
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$2,116

4 BR / 4 BA / Sleeps 5

1 / 24

$2,116

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Excellent 4 Bedroom Villa in Round Hill

4 BR / 4 BA / Sleeps 5 | Quick view

Details

Cottage # 17 is a stunning four bedroom villa with beautiful furnishings and a nautical theme throughout. This villa is perfect for your family gathering and a impressive setting. One king four poster bed, one suite with two queen-size beds and two rooms downstairs with queen beds. Luxury Villas are the most …
  • 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

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$708

4 BR / 4 BA / Sleeps 8

3 Reviews

$708

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Serenity on the Beach

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

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 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

Details

Reviews

(3)

The Best Vacation Ever

Left on May 14, 2014 for a stay in May 2014

We are 2 couples in our 40's and 50's Previously we have stayed in mid to luxury hotels in Jamaica. For similar costs, we decided to try a vacation villa. We had a wonderful time and I am now spoiled for villas. Upon arrival we were shown the whole property and picked which bedroom we wanted. Two rooms are very large and two are smaller but perfectly fine as each room has a sitting area.I would …

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$858

7 BR / 6 BA / Sleeps 14

2 Reviews

$858

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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.

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$2,670

5 BR / 5 BA / Sleeps 14

1 / 11

$2,670

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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

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$643

4 BR / 4 BA / Sleeps 8

1 / 28

$643

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Almond Hill

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership. Additional amenities include: …
  • 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

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$929

5 BR / 6 BA / Sleeps 10

1 / 12

$929

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None VL PAV

5 BR / 6 BA / Sleeps 10 | Quick view

Details

VL PAV is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful, and beautiful. A complimentary Half Moon Golf, Tennis & Beach Club Membership make villa VL …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,689

7 BR / 8 BA / Sleeps 14

1 / 26

$1,689

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Harmony Hill at the Tryall Club

7 BR / 8 BA / Sleeps 14 | Quick view

Details

One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. Additional amenities include: ping pong table, golf on site or nearby, linda …
  • Heated Pool
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$2,078

7 BR / 8 BA / Sleeps 14

1 / 15

$2,078

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None VL PTC

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Villa VL PTC sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee, and driving range are within walking distance of the villas front door. Nine Laykold tennis courts are just a golf cart ride up the hill. Tryall …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,299

6 BR / 8 BA / Sleeps 12

1 Reviews

$1,299

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Viviana at the Tryall Club

6 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. 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 …
  • 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)

Completely Wonderful Experience

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

If anyone asks me to recommend a villa expert in the Caribbean, Villas By Linda Smith is where I would send them. And my entire family would do the same. Our representatives (we have had more than one over the years) have always exceeded our expectations in service, timeliness, and advice. We are lucky to have a group with both a professional and friendly approach. The home we stayed in, …

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$1,766

4 BR / 4 BA / Sleeps 8

1 / 15

$1,766

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4 Bedroom Villa with Private Jacuzzi in Round Hill

4 BR / 4 BA / Sleeps 8 | Quick view

Details

White floors, white sofas and the accents of color - a beautiful retreat with a breathtaking view! Four bedrooms with pool (plus a large pool deck with a whirlpool/Jacuzzi) - Two main suites have king size beds and a connecting door - The top level suite has a four post king-size bed and one can view the …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Balcony or terrace
  • Fitness Room
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$35

2 BR / 2 BA / Sleeps 3

3 Reviews

$35

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Mobayrental

2 BR / 2 BA / Sleeps 3 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

Residential rental, in the upscale community of West gate Hills. Two floor dwelling, parking available, quiet with privacy. Located 15 mins away from the beach and resort area including Doctors cave Beach, Maugarettaville and the Sangster,'s Intl. Air Port. . Close to shopping and restaurants. Burger King, Dominoes…
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

MoBay Rental

Left on Sep 12, 2013 for a stay in September 2013

Safe location, Westgate Hills is an upscale (For Jamaica) community.

Helpful & friendly host. She arrange a taxis and came to the airport herself.

The room has small kitchen with most things you need (No toaster). Large bedroom with en-suite.

TV (Basic cable), WIFI (request).

The house has 2 apartments, the upstairs (B), I used is the larger.

If your not hiring a car, you need a local SIM …

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$160

2 BR / 2 BA / Sleeps 4

16 Reviews

$160

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Mango Walk Country Club

2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

Brand new fully furnished 2 bedroom townhouse available in gated communty with 24 hour security for weekly monthly rental. Central air, hot water, internet/cable and washing machine with pool on site. 5 minutes from Sangsters airport, entertainment, shopping area and beach. Additional cost for 3 or more guest …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(16)

A breath of fresh Caribbean sea air!!!

Left on Jun 08, 2010 for a stay in May 2010

I have stayed in several places in Jamaica over the years, but nothing compares to staying at Mango Walk in unit 64. It felt like I was in my own home. It was very clean, peaceful, comfortable and I felt safe. The owner (Jacqueline), has a heart as soothing as the Jamaican sun massaging your skin while laying on the beach at doctors cave in Montego Bay. Audrey(the house keeper, cook, chauffer) is…

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$643

4 BR / 4 BA / Sleeps 8

1 / 25

$643

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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-…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$558

3 BR / 3 BA / Sleeps 6

1 / 6

$558

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None VL BLU

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Villa VL BLU is a simply beautiful three-bedroom private villa with a breathtaking panorama of sea and sky. Wide glass doors and cedar louvers open to the wrap-around verandah and spectacular view. The pretty living room has extraordinarily comfortable overstuffed sofas and chairs and a hand-painted armoire, which …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • DVD Player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,215

4 BR / 5 BA / Sleeps 8

1 Reviews

$1,215

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Destiny

4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10,000 square feet of indoor-outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, private tennis court, cook or chef vetted as gourmet, fully staffed villa, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Amazing villa, amazing staff, amazing vacation!

Left on Jun 13, 2013 for a stay in November 2012

This is as close to perfection as you can get! The villa is simply gorgeous, the chef cooked the most delicious food, and Donald, the butler, took care of everything- we wanted for nothing!! We were incredibly sad to leave and hope to be able to go there again sometime. The best vacation choice we have ever made!!

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$80

1 BR / 1 BA / Sleeps 2

14 Reviews

$80

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Montego Bay Studio, great ocean views, near beach

1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 14 Reviews

Details

Reviews

(14)

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 in a quiet …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(14)

Affordable With a Beautiful View

Left on May 22, 2012 for a stay in May 2012

This condo stay started out as a disaster with air condition problems the 1st 2 nights and hot. My plan was to move after the 3 paid days were up. However, as soon as Doreen McKenzie, the property manager, saw the problem, it was taken care of and the stay improved. Doreen was great at providing a blender and coffee pot and being responsive. The studio/condo is affordable, clean, simple, …

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$458

3 BR / 3 BA / Sleeps 7

1 / 10

$458

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Elegant 3 Bedroom Villa with Private Pool in Montego Bay

3 BR / 3 BA / Sleeps 7 | Quick view

Details

Deluxe private villa with a sweeping view of the blue Caribbean Sea and Montego Bay. Three bedrooms, two and a half bathrooms, there is also one daybed in children's play room. 16' x 32' private pool. Onsite staff includes a cook, housekeeper/laundress, gardener and butler. Digital satellite system, televisions, …
  • 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 - ask

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$715

3 BR / 4 BA / Sleeps 6

1 / 28

$715

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None VL SBT

3 BR / 4 BA / Sleeps 6 | Quick view

Details

VL SBT is a charming three-bedroom beach house on a fabulous site, a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea. Tryall is a private club…
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,948

8 BR / 8 BA / Sleeps 16

1 / 11

$1,948

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Fabulous Haystack at Tryall Club with full staff, ocean views and jacuzzi

8 BR / 8 BA / Sleeps 16 | Quick view

Details

Brilliant views of the Caribbean Sea set the backdrop for the largest private villa at the world-famous Tryall Club. In honor of the top tier golfing and amenities present at Tryall Club, this prestigious Montego Bay destination has been ranked by Cond Nast as one of the best in the world. At Haystack villa, you will …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Books
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

3 BR / 4 BA / Sleeps 10

1 / 16

$715

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3 Bedroom Villa with Ocean View in Montego Bay

3 BR / 4 BA / Sleeps 10 | 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 and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$929

5 BR / 5 BA / Sleeps 11

1 / 20

$929

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5 Bedroom Villa with Private Terrace in Montego Bay

5 BR / 5 BA / Sleeps 11 | Quick view

Details

A massive whole-house vacation villa in the upscale residential neighborhood of Spring Farm just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the magnificent view is immediately apparent. The view becomes…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,171

5 BR / 6 BA / Sleeps 10

1 / 8

$1,171

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Breathtaking 5 Bedroom Villa with View in Montego Bay

5 BR / 6 BA / Sleeps 10 | Quick view

Details

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill boasts one of the most breathtaking views day and night of all the homes at the Tryall Club. Stone steps lead from the entrance landing to a sunken living room with 27" Sony television and 24' window wall that opens to the upper …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Fitness Room
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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