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$99

16 BR / 16 BA / Sleeps 32

2 Reviews

$99

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Sea View Heights Villa Montego Bay

Montego Bay villa
16 BR / 16 BA / Sleeps 32 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and comfortable furniture …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

A Charming Home From Home in Rose Hall Jamaica

Left on Dec 12, 2011 for a stay in November 2011

Having spent a week at an all-inclusive we really wanted to experience something more authentic, the real Jamaica, and you cannot find more authentic a home than Sea View Heights in the charming little rural village of Barrette Town, Rose Hall, close to Montego Bay.

We had tired of the bland food and decor  of our all inclusive hotel. Tired of the constant flow of hustlers on the beach and …

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$135

1 BR / 1 BA / Sleeps 4

11 Reviews

$135

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Luxurious 1 BdRm Ocean Front Condo in Montego Bay

Montego Bay condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent11 Reviews

Details

Reviews

(11)

This luxurious well appointed one bedroom condominium is located at the Palmyra in an exclusive part of Montego Bay. It has its own private beach. It's located 15 minutes from the airport. It has breathtaking view from balconies of the caribbean sea/pool area. Guests have full access to the Palmyra grounds with …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

Great Place To Stay

Left on Feb 20, 2012 for a stay in February 2012

We had a wonderful time and experience. The staff was very friendly and helpful, everything was clean and well kept. The beach and location were great . I would come back in a heart beat.

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$1,010

7 BR / 8 BA / Sleeps 14

4 Reviews

$1,010

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Fairway Manor

Montego Bay villa
7 BR / 8 BA / Sleeps 14 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

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 less than a five …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

Great Family Vacation

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

Our family vacation at Fairway Manor was the most enjoyable and enriching experience of a lifetime. Our children were enveloped by the friendly and attentive service of your staff throughout our stay, providing them with a cultural, safe and culinary experience that I\'m certain they will never forget. The property was maintained at a level beyond our expectations and the food that was served to …

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$1,371

7 BR / 7 BA / Sleeps 12

3 Reviews

$1,371

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Greatview

Montego Bay villa
7 BR / 7 BA / Sleeps 12 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

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 mountains beyond, the …
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(3)

Spring Farms Finest

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

This villa was absolutely amazing. Our compliments to the owner and architect. The view is as true as the villa name. The house was furnished impecably and the staff was outstanding. This house is a 5 star resort with the privacy of your own villa. We couldnt say enough about this villa!

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$730

4 BR / 4 BA / Sleeps 8

1 Reviews

$730

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Calypso Shores on the Beach

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view
Excellent1 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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$485

5 BR / 7 BA / Sleeps 10

1 Reviews

$485

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Datura Villa

Montego Bay villa
5 BR / 7 BA / Sleeps 10 | Quick view
Very Good1 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 …

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$700

7 BR / 7 BA / Sleeps 18

2 Reviews

$700

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Celebrity Villa Jamaica

Montego Bay villa
7 BR / 7 BA / Sleeps 18 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Come to Celebrity Villa Jamaica where the luxurious accommodations and impeccable service are fit for a STAR celebrity! The beautiful mansion is a NEW CONSTRUCTION 6,000 sq ft 7 BR/ 7 BA plush estate home nestled on an ocean view mountain in the prestigious Iron Shore resort community in Montego Bay, Jamaica. The …
  • Ocean or water views
  • Mountain Views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

A Gem from all aspects of vacation travel and needs!

Left on Mar 22, 2015 for a stay in March 2015

The layout and condition of the Villa was perfect! The staff were great; Chef Michael always had a wonderful meal primed and ready! Richard drive us to the best spots on the island and served as a personal Concierge telling us what was good and the price we should pay. Jason and Nick was always around, like a personal body guard! When we went to dancing, they were right there with extra eyes…

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$643

4 BR / 4 BA / Sleeps 8

1 Reviews

$643

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None VL TTC

Montego Bay house
4 BR / 4 BA / Sleeps 8 | Quick view
Excellent1 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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$1,299

6 BR / 8 BA / Sleeps 12

1 Reviews

$1,299

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Viviana at the Tryall Club

Montego Bay villa
6 BR / 8 BA / Sleeps 12 | Quick view
Excellent1 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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$1,285

5 BR / 6 BA / Sleeps 13

2 Reviews

$1,285

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Knockando on Round Hill

Montego Bay villa
5 BR / 6 BA / Sleeps 13 | Quick view
Excellent2 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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$1,075

6 BR / 5 BA / Sleeps 12

2 Reviews

$1,075

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Pavilion Villa

Montego Bay villa
6 BR / 5 BA / Sleeps 12 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

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 wings. All five bedrooms…
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Pavilion - Our Dream Vacation

Left on Aug 29, 2013 for a stay in August 2013

Pavilion – Half Moon

Aug 17-24, 2013. After much anticipation, our one year of planning this dream vacation was finally arriving! My husband and I went on this vacation with three other couples. We chose this villa because of the master bedrooms, the unlimited golfing, the pool, and access to Half Moon Resort. And, it did not disappoint us at all.

Once getting through customs, some of…

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$151

1 BR / 1 BA / Sleeps 2

1 Reviews

$151

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PARADISE PCV - 43469 - AMAZING VALUE | MASTERSUITE | FANTASTIC SEAVIEWS & POOL - MONTEGO BAY

Montego Bay house
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

INCREDIBLE VIEWS | PERFECT FOR COUPLES | FAMILIES | GROUPS | WEDDINGS | HONEYMOONS | ROMANTIC GETAWAYS RESERVE YOUR DATES NOW!!! This is an option to rent the Master-suite of an extremely affordable 5-Bedroom Guest House in Montego Bay that has a welcoming atmosphere and incredible architecture. The property features …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Romantic Stay In Paradise

Left on Mar 26, 2014 for a stay in March 2014

This is a quiet, intimate, and romantic atmosphere.

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$200

4 BR / 3 BA / Sleeps 8

2 Reviews

$200

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Luxury villa in gorgeous Jamaica. Sleeps up to 8!!

Montego Bay villa
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Enjoy a Luxury vacation home in a private gated community in the middle of paradise. Centrally located 5 minutes from the most beautiful beach in Jamaica and only 10 min from the Montego Bay airport, Our two story luxury vacation villa offers 5 spacious bedrooms and 4 full bathrooms to accommodate your every…
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Best Vacation Ever!!

Left on Aug 27, 2013 for a stay in June 2013

I didnt want to stay at a cookie cuter resort, so I researched different vacation homes that were affordable and still close to the beach. I ran across this home and the pictures does it no justice. It is gorgeous!! Vincent is the best cook and made sure everyone had a drunk in there hand at all times. The hot tub is amazing!! I met the head of Jamican customs. He lives next door and him and his…

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$120

1 BR / 1 BA / Sleeps 2

1 Reviews

$120

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PARADISE PCV - 111826 - AMAZING VALUE | KINGSUITE | FANTASTIC SEAVIEWS & POOL - MONTEGO BAY

Montego Bay house
1 BR / 1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

mso-bidi-font-weight:bold'>INCREDIBLE VIEWS | PERFECT FOR FAMILY | GROUPS | COUPLES | HONEYMOONS | ROMANTIC GET AWAYS | WEDDINGS RESERVE YOUR DATES NOW!!! This extremely affordable 5-Bedroom Guest House in Montego Bay has a welcoming atmosphere and incredible architecture. The property features a private pool, Jacuzzi…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Paradise Villas - Claridge Hall Reading

Left on Aug 08, 2013 for a stay in July 2013

What a delightful find, we booked for 4 nights and stayed for 6 nights.
A beautifully constructed villa way up in the hills overlooking Montego Bay.
This villa has everything you need for a peaceful holiday; a great infinity pool which caters for adults as well as children, a barbeque area with garden and a games room.
Our room Ocean view King suite was spacious, clean and airy.
If you want …

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$115

7 BR / 2 BA / Sleeps 4

1 Reviews

$115

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Waters Edge Guest House

Montego Bay villa
7 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by Thomasville Furniture …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children

Details

Reviews

(1)

AMAZING

Left on Mar 05, 2015 for a stay in February 2015

me and my girlfriend stayed at the Waters Edge guest house for 4 days, and honestly it is one of the best places places I have ever stayed, the location is perfect the view is beyond beautiful and the rooms are extremely clean, l love this place.

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$131

1 BR / 1 BA / Sleeps 2

1 Reviews

$131

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PARADISE PGG - 43558 - TIMELESS 5 * LUXURY SUITES WITH POOL - MONTEGO BAY

Montego Bay house
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

BRAND NEW | BEAUTIFULLY PRESENTED | LUXURY | 5 STAR SUITES RESERVE YOUR DATES NOW!!! This magnificent 5-star luxury property located in the heart of Ironshore, Montego Bay features 10 stunning suites and a luxury pool-side studio apartment. All rooms feature plasma televisions, cable TV and free wireless internet, …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Fantastic

Left on Aug 17, 2012 for a stay in June 2012

Everything you need is on site. The Staff are really helpful and friendly. We were spoilt for choice when it came to eating out as there are Chinese, Indian, Spanish, Italian and sea food restuarants. Even the burgers are great, every taste is catered for. We loved The Cricketers which is lovely and cool inside with good food and beer, the service was fantastic too. Superb beach hosts a good …

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$150

11 BR / 16 BA / Sleeps 24

9 Reviews

$150

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The Royal Kensington

Montego Bay villa
11 BR / 16 BA / Sleeps 24 | Quick view
Very Good9 Reviews

Details

Reviews

(9)

THE ROYAL KENSINGTON (TRK) is located in the upscale enclave of Ironshore Estates and overlooks the north coast shoreline of Montego Bay, Jamaica. The Royal Kensingston is located 10 minutes from the airport, the beaches and night life . Your hosts are both long time residents of both Jamaica and the United States. …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(9)

Elegance and Hospitality at its Finest

Left on Nov 15, 2013 for a stay in May 2013

Set in the beautiful hills of Montego Bay with a 180 degree view of the stunning ocean The Royal Kensington is a one-of-a-kind getaway. A home away from home with all the comforts of a 5-star resort in a tastefully intimate setting. My family chooses The Royal Kensington every time and we are welcomed back like family. If you truly want to experience Jamaica in luxurious style with a local flair…

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$150

1 BR / 1 BA / Sleeps 2

1 Reviews

$150

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PARADISE PGH - 138437 - HILLSIDE ROOM

Montego Bay house
1 BR / 1 BA / Sleeps 2 | Quick view
Average1 Reviews

Details

Reviews

(1)

GREAT HOTEL | ROOMS AND JUNIOR SUITES | RESTAURANT | POOL | ATTRACTIONS AND NIGHTLIFE NEARBY RESERVE YOUR DATES NOW!!! This is, arguably, Montego Bay’s finest European-Plan hotel, boasting 85 rooms comprised of Standard-rooms, Deluxe-rooms and Junior Suites. The hotel also features a Jacuzzi whirlpool, gym, …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect for Sumfest goers! Not for luxury thou.

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

1st let me preface this by saying I'm no newbie to Jamaica.... so I've stayed at a few big resorts on past trips and if you're looking for something different this is a decent place to find it. We did not have a meal plan during our stay here but did eat at the hotel restaurant which served good food, a little slow it is Jamaica, but good.

Our room was pretty clean and the AC was on point. We…

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$1,286

7 BR / 9 BA / Sleeps 14

1 Reviews
1 / 17

(1)

Poor

$1,286

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Belle Abri

Montego Bay house
7 BR / 9 BA / Sleeps 14 | Quick view
Poor1 Reviews

Details

Reviews

(1)

Belle Abri (a beautiful sanctuary) is a spectacular and luxurious new villa in the gorgeous Spring Farm section of Montego Bay. This 7-bedroom, 9 bathroom villa with infinity pool and separate spa, private tennis court, game room with billiards table, and magnificient views of the Caribbean Sea and Half Moon golf …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Patio
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Outdated poorly maintained property for luxury price

Left on Feb 02, 2015 for a stay in December 2014

“This property has not been well-maintained and has dated furnishings and fixtures that are not close to the quality expected for the price being charged nor shown in photos or described online. Overall, this villa was not very clean. There was mildew on some curtains, bathroom walls and veranda furniture cushions The bathrooms and bedrooms have cheap and tattered bath towels, mats and …

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$786

5 BR / 6 BA / Sleeps 10

1 / 18

$786

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Marvelous 5 Bedroom Villa with View in Montego Bay

Montego Bay villa
5 BR / 6 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)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

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$1,371

6 BR / 8 BA / Sleeps 14

8 Reviews

$1,371

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Greatview Villa - Fully Staffed, Treehouse, Kids Club, Golf Course

Montego Bay villa
6 BR / 8 BA / Sleeps 14 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

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 are evident in the …
  • Hot Tub/Jacuzzi
  • 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

(8)

Our Stay at Greatview

Left on Oct 27, 2010 for a stay in August 2010

great time at greatview, lovely family vacation

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$1,299

5 BR / 5 BA / Sleeps 10

1 / 33

$1,299

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Lolita at the Tryall Club

Ironshore house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Lolita is a remarkable new architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea! In textures of rich mahogany, Italian Travertine and handsome granite, Lolita was designed by noted Chicago architect Tom Reed (see also Silent …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,000

7 BR / 7 BA / Sleeps 14

1 / 31

$2,000

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Whispering Waters

Montego Bay house
7 BR / 7 BA / Sleeps 14 | Quick view

Details

From the homeowner who created the wonderful villa Keely Villa comes its new sister house, Whispering Waters Villa. Located side by side, these neighboring villas combine to offer 13 bedrooms, 2 swimming pools, 2 private beaches and 2 tennis courts lit for night play. Each villa has its own private coral cove and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,624

6 BR / 8 BA / Sleeps 12

1 / 26

$1,624

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None VL WWT

Montego Bay house
6 BR / 8 BA / Sleeps 12 | Quick view

Details

Villa VL WWT is among the newest and most stylish villas in the award-winning, gated community, The Tryall Club. Its has been meticulously designed for a family lifestyle in a healthy indoor-outdoor environment. Generously furnished with multiple sitting areas make for easy living throughout the villa. Tryall is a …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • 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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$358

1 BR / 2 BA / Sleeps 4

1 / 36

$358

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Mirador at the Tryall Club ~ A Great House Villa Suite

Montego Bay villa
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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$786

3 BR / 3 BA / Sleeps 6

1 / 19

$786

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Goat Hill

Montego Bay house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable tradewinds day and night. The east view captures the sunrise, Montego Bay and the Great River - the west view is an equally lovely vista toward Round Hill, the Caribbean Sea and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$200

1 BR / 1 BA / Sleeps 3

1 / 22

$200

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Caribbean Soul Guest House with Private Driver

Montego Bay condo
1 BR / 1 BA / Sleeps 3 | Quick view

Details

Caribbean Soul is located in the newly built gated community of Miramar in Unity Hall, Montego Bay. The location is 5 minutes from downtown Montego Bay with ample shopping and dining experiences to choose from. Our property has a state of the art swimming pool and thermal controlled hot tub with sea and mountain view…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Wheelchair accessible - ask

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$786

5 BR / 5 BA / Sleeps 10

1 / 25

$786

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Cielo at the Tryall Club

Ironshore house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

The villa's layout in three wings and a separate cottage is marvelous for two and three generation families. Cielo is notable for not only its breathtaking views but also for its spacious bedrooms, very large lawns for kids to play and its marvelous, much-lauded Chef Valrie who knows her stuff brilliantly when it …
  • 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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$1,000

8 BR / 9 BA / Sleeps 16

1 / 24

$1,000

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PARADISE PEN - 268816 - GRAND DESIGN | GREAT VALUE 8 BED VILLA WITH POOL - MONTEGO BAY | GREAT NIGHTLIFE NEARBY

Montego Bay villa
8 BR / 9 BA / Sleeps 16 | Quick view

Details

PERFECT FOR FAMILY’S | COUPLES | GROUPS | FRIENDS | REUNIONS RESERVE YOUR DATES NOW!!! This luxury 8-bedroom, 9-bathroom villa is situated on the exclusive Ironshore Estate in Montego Bay and features great architecture and a private pool, whilst it is only 15 minutes drive from the renowned Hip Strip and …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,071

5 BR / 7 BA / Sleeps 10

1 / 15

$2,071

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Ocean view Trinity Villa at Tryall- infinity pool, near beach- award-winning golf

Montego Bay villa
5 BR / 7 BA / Sleeps 10 | Quick view

Details

Located at the famed Tryall Club, Trinity Villa is a deluxe luxury destination situated high above the Caribbean Sea that boasts breathtaking views of the ocean, tropical forests and a championship eighteen hole golf course. The infinity pool itself is a feat of architecture with the stairs from the balcony above …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,428

5 BR / 5 BA / Sleeps 10

1 / 24

Details

With a sweeping view of the Caribbean Sea, Pineapple House is a spacious villa located on Copper Ridge, along Jamaicas exclusive North Shore. Distinctive in its architecture, Pineapple Houses extensive fret-work and Oliver Messel design is defined by its Messel-green shutters, coral stone exterior, authentic Saltillo …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$630

5 BR / 5 BA / Sleeps 10

1 / 20

$630

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PARADISE PDU - 43457 - GREAT VIEWS | 5 BED VILLA WITH GYM | TENNIS COURT | POOL - MONTEGO BAY

Montego Bay villa
5 BR / 5 BA / Sleeps 10 | Quick view

Details

--> PERFECT FOR FAMILY | COUPLES | GROUPS | FRIENDS | REUNIONS | FITNESS CENTRE | TENNIS COURT | PRIVATE POOL RESERVE YOUR DATES NOW!!! This popular private villa has 5 en-suite bedrooms, and sits high on the hill overlooking Montego Bay. The property features a private pool, fantastic tropical sea-views, a new …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

6 BR / 6 BA / Sleeps 15

1 / 29

$643

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Pimento Hill

Montego Bay house
6 BR / 6 BA / Sleeps 15 | Quick view

Details

Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership.It was originally built in the late 1950’s for French Count and Countess Jacques and Vera di Sibour in the period …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,169

5 BR / 5 BA / Sleeps 12

1 / 22

$1,169

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Modern 5 Bedroom Villa with Private Terrace & Pool in Montego Bay

Montego Bay villa
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Highest Premier rating named villa of the year 2009. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Excellent multi-speaker sound system and Sirius radio. Private air conditioned gym and steam room. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club …
  • 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

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$730

4 BR / 4 BA / Sleeps 8

1 / 13

$730

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Beautiful Beachfront Villa with Private Pool

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work out facilities, and…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Clothes Dryer
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,299

6 BR / 6 BA / Sleeps 0

1 / 22

$1,299

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6 Bedroom Villa with Panoramic View of the Caribbean Sea in Montego Bay

Montego Bay villa
6 BR / 6 BA / | Quick view

Details

8,000-square-foot, 6-bedroom villa on 7 acres at the prestigious Tryall Clubhighest Premier ratinglarge private poolstaff of 7: chef, butler, housekeepers, gardeners, laundressocean and mountain views from one of the highest points at the Tryall Clubindoor and outdoor diningcable television in all bedrooms and …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • 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

1 / 12

$708

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Sunrise Villa

Montego Bay house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

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 fairways of Tryall Club's…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$700

5 BR / 5 BA / Sleeps 10

1 / 30

$700

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PARADISE ELEGANCE 5 BED VILLA

Montego Bay villa
5 BR / 5 BA / Sleeps 10 | Quick view

Details

PARADISE RESORTS JAMAICA VILLAS PRESENTS - PARADISE ELEGANCE - 5 BEDROOM VILLA - JAMAICA VILLA LOCATION - MONTEGO BAY Paradise Elegance is a luxury Villa conveniently located in the exclusive Ironshore Estate, Montego Bay. This tri-level Villa has 3 bedrooms, 2 bathrooms and balconies on the third floor. The Villa …
  • Ocean Views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Housekeeping Included
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

5 BR / 5 BA / Sleeps 14

1 / 8

$715

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Pavilion

Montego Bay house
5 BR / 5 BA / Sleeps 14 | Quick view

Details

Pavilion 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. Architecturally, Pavilion is designed as five 400-square-foot octagons in …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$550

7 BR / 7 BA / Sleeps 14

1 / 15

$550

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Thomas House

Montego Bay house
7 BR / 7 BA / Sleeps 14 | Quick view

Details

Thomas House is a spacious, beautiful, fully staffed 7-bedroom/71/2-bathroom private hillside villa located in the exclusive Spring Farm area. Overlooking the Caribbean Sea this villa provides the both spectacular views and privacy. Thomas House is located on the east side of Montego Bay, approximately 15 minutes from…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$2,571

6 BR / 14 BA / Sleeps 14

1 / 47

$2,571

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Extraordinary 6 Bedroom Villa in Montego Bay

Montego Bay villa
6 BR / 14 BA / Sleeps 14 | Quick view

Details

Gym: incliner trainer treadmill, double-sided half-cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, pedicure. 100"projection theater in Serengeti …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

PreviousNext property

$940

7 BR / 9 BA / Sleeps 14

1 / 30

$940

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Stylish 7 Bedroom with Private Pool in Montego Bay

Montego Bay villa
7 BR / 9 BA / Sleeps 14 | Quick view

Details

Today's Fairway Manor is a stylish multi-faceted 10,000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned rooms open onto terraces and …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,071

9 BR / 9 BA / Sleeps 18

1 / 24

$1,071

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Multi-level Summerhill Villa features Spanish architecture, freshwater pool & full staff

Montego Bay villa
9 BR / 9 BA / Sleeps 18 | Quick view

Details

Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf Course and Country Club…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,786

7 BR / 7 BA / Sleeps 14

1 / 24

$1,786

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Tremendous 7 Bedroom Villa with View in Montego Bay

Montego Bay villa
7 BR / 7 BA / Sleeps 14 | Quick view

Details

Seven bedrooms (four bedroom main house and three bedroom cottage) and seven en suite bathrooms. Onsite staff includes butler, cook, housekeeper, laundress and gardeners. Round Hill Membership: Complimentary beach, fitness room, two connecting heated pools for parents and children, jogging trail, Manager's …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • 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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$1,429

5 BR / 5 BA / Sleeps 10

1 / 16

$1,429

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Villa Lolita

Montego Bay house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

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 bedroom home is …
  • 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

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$1,429

5 BR / 3 BA / Sleeps 10

1 / 21

$1,429

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Someday Soon

Montego Bay house
5 BR / 3 BA / Sleeps 10 | Quick view

Details

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 a most charming …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$750

3 BR / 4 BA / Sleeps 1

1 / 9

$750

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Serenity

Montego Bay house
3 BR / 4 BA / Sleeps 1 | Quick view

Details

The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three bedroom hillside property located on the world’s acclaimed Tryall Club resort. Serenity, perched on Copperwood Ridge, has astounding views of the Caribbean Sea and is surrounded by beautiful lush landscaping …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Safe
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,715

7 BR / 7 BA / Sleeps 14

1 / 29

$1,715

Inquire

Sugar Hill

Montego Bay house
7 BR / 7 BA / Sleeps 14 | Quick view

Details

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 traditional Jamaican …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,169

6 BR / 8 BA / Sleeps 12

1 / 28

$1,169

Inquire

6 Bedroom Villa with View in Montego Bay

Montego Bay villa
6 BR / 8 BA / Sleeps 12 | Quick view

Details

Highest premier rating. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Personal gym. Laptop, printer, copier and scanner. Free overseas calls to United States, United Kingdom and Canada. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club Membership: …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,559

6 BR / 8 BA / Sleeps 14

1 / 21

$1,559

Inquire

Rose Cottage at the Tryall Club

Montego Bay villa
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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