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$1,275

7 BR / 7 BA / Sleeps 14

BEACH MEMBERSHIP! CHEF! BUTLER! POOL! Greatview - Montego Bay vacation rentals
1 / 31

$1,275

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BEACH MEMBERSHIP! CHEF! BUTLER! POOL! Greatview

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

Details

Greatview is one of Jamaica's most luxurious villas, set high above the Half Moon golf course to the East of Montego Bay. This spectacular modern villa uses the best of traditional Caribbean style to create a grand yet very comfortable vacation home with stunning 180 degree Caribbean seaviews. ***Half Moon Resort and …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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
“ 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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$1,215

4 BR / 4 BA / Sleeps 8

Destiny - Montego Bay vacation rentals
1 / 15

$1,215

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Destiny

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

Details

Destiny Villa is the perfect union of dramatic architecture and spectacular setting. Located in the prestigious Great River Private, Destiny affords dramatic views of both sea and mountains. The 10,000 sq. ft. house sits on 7 acres of spectacularly landscaped gardens and fruit trees.-Bedroom 1 (Master Bedroom) has a …
  • Ocean or water views
  • Patio
  • Fitness Room
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$642

3 BR / 0 BA / Sleeps 6

2 Reviews

$642

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RESORT MEMBERSHIP! STAFF! POOL! Almond Hill

Montego Bay house
3 BR / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

This wonderful home was designed by Prince Kasimir Korybut in 1993. One of the most spectacular views from this home of the Caribbean sea and wonderful lawn areas which lead to a sparkling blue swimming pool. There are 3 bedrooms with lovely interiors and another private bedroom with a twin bed located conveniently …
  • Waterfront
  • Wireless Internet
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Just Right

Left on Dec 16, 2012 for a stay in December 2012

Over the years, I have booked a dozen or so villas in and around Montego Bay. Each was idiosynchratic in both good and somewhat annoying ways. If you are a believer, though, sooner or later your Diogenesian search will lead you to the the right place. Almond Hill is that place.

It doesn't have the geatest view over Montego Bay, but it has a really nice view. It isn't within the gates of …

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$715

5 BR / 5 BA / Sleeps 10

Cliffside Cottage - Montego Bay vacation rentals
1 / 16

$715

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Cliffside Cottage

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

Details

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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$350

4 BR / 4 BA / Sleeps 1

Skylark - Montego Bay vacation rentals
1 / 15

$350

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Skylark

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

Details

Skylark Villa is a beautiful 4 bedroom, 4 bathroom villa located in the exclusive Spring Farm neighborhood of Montego Bay on two acres of lush tropical gardens with flowering plants, palms and fruit trees. The property is very private and secure. The villa overlooks the Half Moon golf course and offers beautiful views…
  • Ocean or water views
  • Mountain Views
  • Outdoor Dining Area
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - 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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$2,013

9 BR / 11 BA / Sleeps 18

6 Reviews

$2,013

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Ocean view Hanover Grange at Tryall Club- golf & amenities, pool, near beach

Montego Bay villa
9 BR / 11 BA / Sleeps 18 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this villa is set …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Left on Apr 28, 2013 for a stay in April 2013

The villa was absolutely amazing, the staff was fabulous, The overall experience exceed my expectation.. - Simone V., Florida, USA

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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

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$865

5 BR / 6 BA / Sleeps 10

1 / 21

Details

No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside gazebo as you cast…
  • Shared outdoor pool (unheated)
  • Satellite or cable TV
  • DVD Player
  • Stereo or CD player
  • VCR
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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
“ Excellent ” 4 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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$1,559

6 BR / 8 BA / Sleeps 14

1 / 21

$1,559

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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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$1,010

7 BR / 8 BA / Sleeps 14

1 / 14

$1,010

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Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

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

Details

Fairway Manor is a private luxury getaway well suited for the avid golfer. The villa is located close to Montego Bay and within minutes of four championship golf courses: the Ritz-Carlton, Half Moon Bay, Wyndham and Ironshore. Perched on a verdant Jamaican hillside, the estate occupies a prestigious location …
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$708

4 BR / 4 BA / Sleeps 1

1 / 18

$708

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Fairwinds

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

Details

Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy and personalized attention of villa living, and the amenities of the Tryall resort. With its spectacular views, lush gardens with waterfall, fountains and lily ponds, this beautiful villa is truly the place at which …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • 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

Montego Bay house
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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$197

3 BR / 3 BA / Sleeps 8

1 / 22

$197

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Villa Swarm, Montego Bay, Jamaica. Welcome Home

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

Details

Swarm villa is a gorgeous one storey villa. Why not come home to swarm villa and relax by your private pool or check out the tropical plants and birds in our well kept gardens. Remember, this is a sea view property so your sure to see a luxury cruise ship pull into harbour in the distance. Swarm villa is situated …
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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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 Good ” 1 Reviews

Details

Reviews

(1)

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

Details

Reviews

(1)

Beautiful home with excellent views

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

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

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

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$1,298

5 BR / 6 BA / Sleeps 10

1 / 14

$1,298

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Sea Salt at Tryall offers magnificent grounds private chef and infinity pool

Montego Bay villa
5 BR / 6 BA / Sleeps 10 | Quick view

Details

A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of the best eighteen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Television
  • DVD Player
  • 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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$1,070

6 BR / 0 BA / Sleeps 12

1 Reviews

$1,070

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BEACH MEMBERSHIP! BUTLER! STAFF! POOL -Highland

Montego Bay house
6 BR / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Deluxe 6 bedrooms, 6 bathrooms, with brand new refurbishments. Highland House has got new bathrooms and soft furnishings to show off! It has also been an absolute pleasure to experience the top service and the warm welcome and friendliness from the staff at Highland House. Vincent the butler is most accommodating, …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Our family and friend retreat.

Left on May 10, 2014 for a stay in May 2014

I can't say enough positive things about our recent vacation to Montego Bay. The Highland House was so beautiful. The staff was very welcoming and efficient. We chose the meal plan and the food was beyond delicious. Our driver was very friendly and knowledgeable about the area and was there at our beckon call. The resort that is part of the house rental was not far away and has a beautiful …

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$714

8 BR / 7 BA / Sleeps 16

1 / 9

$714

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Spyglass Hill - Jamaica

Montego Bay villa
8 BR / 7 BA / Sleeps 16 | Quick view

Details

Located on twenty lush acres of abundant tropical gardens, the Spyglass Hill villa offers panoramic ocean views as well as views of nearby Montego Bay. Cool and contemporary furnishings mix with brightly colored artwork and dramatic touches.</p> The main plantation house consists of four bedrooms, four baths, a …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$140

2 BR / 2 BA / Sleeps 4

1 / 15

$140

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Mango Walk Country Club Townhouse Rental

Montego Bay house
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Brand new furnished two bedroom townhouse with central air/cable internet,hot water available for weekly monthly rental. five minutes from airport, entertainment, beach, and shopping/ business area.Gated community, 24hour security with pool on site. Housekeeper,chauffeur,babysitter,internet and phone service …
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$428

3 BR / 3 BA / Sleeps 6

1 / 15

$428

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Star Apple

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

Details

Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully landscaped, private, secluded 6 acre grounds. The house offers superior accommodation and service for up to six guests and is a 25 minute drive west of Montego Bay and 7 miles…
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$730

4 BR / 4 BA / Sleeps 8

3 Reviews

$730

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Calypso Shores

Montego Bay villa
4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities, and an Oversized Lap …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(3)

This villa is a MUST for anyone.

Left on Mar 20, 2013 for a stay in May 2008

It is extremely clean and decorated beautifully. The staff is excellent and the cook should be given a 10+. We had two little ones in the group and it was so safe and convenient for the parents. The grounds are very nice and secure. The villa is away from the city which gives you a lot of privacy. The scenery from the lanai is just magnificent. It was like being at home with all the pampering. We…

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$1,371

6 BR / 6 BA / Sleeps 12

1 / 34

$1,371

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Greatview

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

Details

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 …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Outdoor Dining Area
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,298

6 BR / 6 BA / Sleeps 12

1 / 30

$1,298

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Following Seas at Tryall Club- manicured acres with majestic sea views & staff

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

Details

Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise. Feel free to ask our concierge …
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Patio
  • Grill
  • 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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$78

2 BR / 1 BA / Sleeps 4

1 / 28

$78

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Sleep well. Stay connected. See more.

Montego Bay cottage
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience. A newly built two-bedroom bungalow on the oversubscribed Bogue Village, in the St James Parish, Montego Bay. It has eco friendly solar powered hot water supplying a bath and shower plumbed to a modern …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,949

6 BR / 8 BA / Sleeps 12

1 / 25

$1,949

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None VL VVT

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

Details

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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$1,178

6 BR / 7 BA / Sleeps 14

6 Reviews

$1,178

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Bambu Villa

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

Details

Reviews

(6)

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

Details

Reviews

(6)

A beautiful home w/ a top notch staff!

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

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

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$1,857

7 BR / 8 BA / Sleeps 14

1 Reviews

$1,857

Inquire

Ocean view Hanover Grange at Tryall Club is fully staffed with infinity edge pool

Montego Bay villa
7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by Condé Nast as one…
  • Internet Access
  • A/C or climate control
  • Television
  • DVD Player
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The Most Amazing and Wonderful Trip Ever!!

Left on Jun 29, 2013 for a stay in June 2013

OMG!! is what it was! I went in with some very high expectation. I must say that all of my expectation was met and they were exceeded. When going with a group, you cant please everyone. But I must say that EVERYONE" was extremely satisfied. It was 12 in our group, and we have already started planing our next Vacation back to Harmony Hill. The staff was unbelievable. They made us feel so welcome …

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$1,000

5 BR / 0 BA / Sleeps 10

1 / 30

$1,000

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FANTASTIC VIEWS! BEACH ACCESS! Drambuie Estate

Montego Bay house
5 BR / Sleeps 10 | Quick view

Details

Drambuie Estate is one of Jamaica's more charming and gracious private residences, surrounded by an extraordinary private gardens and spectacular views of the Caribbean Sea and Montego Bays district views. The driveway is a long and impressive introduction into this estate which was originally built in the 1940s by …
  • Internet Access
  • Washing Machine
  • Pool Table
  • Linens Provided
  • Towels Provided
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$786

3 BR / 3 BA / Sleeps 1

1 / 14

$786

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Reveille

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

Details

Reveille By The Sea was totally renovated in 2009 and sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the …
  • Waterfront
  • Ocean or water views
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$700

7 BR / 7 BA / Sleeps 18

1 Reviews

$700

Book

Celebrity Villa Jamaica

Montego Bay villa
7 BR / 7 BA / Sleeps 18 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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

(1)

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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$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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$642

5 BR / 6 BA / Sleeps 10

1 / 31

$642

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Drambuie

Montego Bay villa
5 BR / 6 BA / Sleeps 10 | Quick view

Details

lt;p class="VLSMain">Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Books
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$75

2 BR / 1 BA / Sleeps 5

2 Reviews

$75

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Nautical Place

Montego Bay house
2 BR / 1 BA / Sleeps 5 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Charming and quiet property located on a cul de sac in Bogue Village, Montego Bay, conveniently located in the heart of Montego bay, ten minutes away from Donald Sanster Airport and and numerous beaches including Doctor's Cave beach, property has internet access (WiFi), free parking, maid services if needed for an …
  • Mountain Views
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Holiday Home

Left on Aug 26, 2014 for a stay in June 2014

My daughter and I rented this really beautiful villa. Angie collected us from the airport and kindly took us shopping to get some food to tide us over until we picked up our rented car. The house smelled fresh as we walked in. The lounge is spacious with three and two seater settees, coffee table and a large smart TV on the wall. The villa has air-conditioning in the lounge and both bedrooms that…

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$1,428

6 BR / 6 BA / Sleeps 12

1 / 30

$1,428

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Anticipation

Montego Bay house
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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$643

5 BR / 6 BA / Sleeps 12

1 Reviews

$643

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Coconut Cottage

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

Details

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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$1,000

5 BR / 5 BA / Sleeps 12

1 / 18

$1,000

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Wild Orchid - Jamaica

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

Details

Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably furnished with …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$785

3 BR / 3 BA / Sleeps 9

1 / 55

$785

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Goat Hill

Montego Bay villa
3 BR / 3 BA / Sleeps 9 | 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 trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward the Round Hill …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$90

0 BR / 1 BA / Sleeps 3

2 Reviews

$90

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Gorgeous 14 Flr Ocean Front Studio

Montego Bay condo
0 BR / 1 BA / Sleeps 3 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Renovated Ocean Front Studio, amazing views and right across the street from Doctors Cave Beach in Montego Bay, right on the 'Hip Strip'. ******************************************** Imagine sitting on your balcony watching the sun set. Unobstructed view of the strip, downtown, all of montego bay. Million dollar view…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Awesome

Left on Apr 11, 2014 for a stay in April 2014

What an amazing place the condo has the best view in Montego bay it was better then we thought, the shop down in the building is very handy. The condo has everything one needs. Jacque was very helpful with all the info. We would have stayed longer if the condo would have been available ,next time.

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$110

3 BR / 4 BA / Sleeps 6

7 Reviews

$110

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Tropical escape 3 bedroom townhouse with pool!

Ironshore villa
3 BR / 4 BA / Sleeps 6 | Quick view
“ Very Good ” 7 Reviews

Details

Reviews

(7)

Sunny side of Montego Bay a stone's throw from the ocean and within walking distance of a large shopping complex (with grocery store, restaurants, sports bar, souvenir shops, and casinos). High speed WIFI, cable, DVD/CD player, fully equipped kitchen, dining room, large BBQ, 3 bedrooms (all with queen beds)*, 2 full …
    • Smoking allowed - ask
    • Suitable for children

    Details

    Reviews

    (7)

    Fantastic location, secure and beautiful townhouse

    Left on Feb 17, 2014 for a stay in December 2013

    The location was in proximity to downtown MoBay- transportation required, or you can walk out to the highway (about a 5-mins walk) to get a local taxi. You can also ask Dr. Menzies-Toman about transport- she can recommend someone.The mall is about a 5-mins walk and there is also a supermarket at the mall. The property was very clean and spacious and secure. We had the pool to ourselves during …

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    $671

    2 BR / 2 BA / Sleeps 4

    1 / 23

    $671

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    Round Hill 2br

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

    Details

    Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living rooms convey a very …
    • Fitness Room
    • Safe
    • Stereo or CD player
    • Ceiling Fans
    • Suitable for children
    • Suitable for the elderly - ask

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    $110

    0 BR / 1 BA / Sleeps 4

    1 Reviews

    $110

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    GorgeousTheBestBeachCondo @ DoctorsCaveBeachPhotos

    Montego Bay condo
    0 BR / 1 BA / Sleeps 4 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    The Best Condo (front -beach view) 8th Floor ( other condos listed on Flipkey are too high or too low and not nearly as nice as this one !! ) this condo is quality and worth the difference by far - see our photos and compare the difference in our photos with the others / those on the 14th floor are much too high and …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Shared outdoor pool (unheated)
    • Wireless Internet
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Super Perfect Condo - Wonderful Place with Fantastic Views

    Left on Jan 14, 2015 for a stay in January 2015

    New TV with Cable - Very Clean and organized , Plenty Towels , everything we could want / super convenient on the Hip Strip at Doctors Cave Beach - Pool - Convenience Store - Restaurant on property and many restaurants and shopping all around - Micheal , Crystal and Noel were so helpful and kind to us .

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    $1,883

    10 BR / 6 BA / Sleeps 20

    2 Reviews

    $1,883

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    Silent Waters

    Montego Bay villa
    10 BR / 6 BA / Sleeps 20 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site, which consists of …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Patio
    • Safe
    • Suitable for children
    • Suitable for the elderly - ask

    Details

    Reviews

    (2)

    Absolutely remarkable villa

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

    As one of the owners of Villas Caribe, I have seen the vast majority of our villas. The result is that I am the ultimate critic. I had the opportunity to stay at this villa an it is simply amazing. The attention to detail is remarkable in all aspects of this house. From the outstanding villa suites to the stunning view, the villa is one of the finest in the Caribbean. The butler, \"Ozzie\" is as …

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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
    “ 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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    $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
    “ 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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    $225

    2 BR / 2 BA / Sleeps 5

    1 Reviews

    $225

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    Garden-Sea view walk to beach incl. housekeeping

    Montego Bay house
    2 BR / 2 BA / Sleeps 5 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Located just 15 minutes from the airport, this beautiful 2 bedroom- 2 bathroom ground floor townhome in the prestigious Bay Pointe complex has it all. Garden view provides walk out access to manicured lawns and 2 swimming pools. 24 hour security is provided in this gated community. Waterfront views of the Montego …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Everything at your finger tips

    Left on Mar 19, 2015 for a stay in March 2015

    Our recent stay at Garden/Seaview gave us everything we could want in a vacation home. The pool and grounds were beautiful and well kept and the beach a short walk away. We would spend the morning at the beach and head home for a delicious lunch prepared by the helper, Dorothy. The townhome is clean and updated with all the comforts of home. I would highly recommend this property for a couple…

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    $715

    3 BR / 4 BA / Sleeps 6

    2 Reviews

    $715

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    Sunset on the Beach at the Tryall Club

    Montego Bay villa
    3 BR / 4 BA / Sleeps 6 | Quick view
    “ Excellent ” 2 Reviews

    Details

    Reviews

    (2)

    Sunset 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. Additional amenities …
    • Waterfront
    • 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

    Details

    Reviews

    (2)

    "Outstanding Location with amazing views"

    Left on Jun 17, 2014 for a stay in May 2014

    My wife and I just recently spent time with our family in Montego Bays, Sunset on the beach Villa at Tryall club. This Villa is located right on the Ocean. It has three bedrooms with a large family room, all open air to the outdoors... amazing to say the least! The views of the Caribbean Ocean from this Villa are breathtaking. The Villa is fully staffed and the staff is second to none! The Villa …

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    $150

    1 BR / 2 BA / Sleeps 4

    3 Reviews

    $150

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    One Bedroom Luxury Condo Montego Bay Jamaica,

    Montego Bay condo
    1 BR / 2 BA / Sleeps 4 | Quick view
    “ Very Good ” 3 Reviews

    Details

    Reviews

    (3)

    These units are hardly ever put up for rent. This is one of the large one bedroom condos at the Palmyra with a more expansive kitchen. The unit has 2 full bathrooms, high ceilings, air condition throughout which is not universal to all condos now. The patio is large enough to accommodate ten persons and the view is …
    • Hot Tub/Jacuzzi
    • Sauna
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible

    Details

    Reviews

    (3)

    Great Scenery

    Left on Oct 12, 2014 for a stay in October 2014

    My husband and I visited this property for our 5th Wedding Anniversary, and though some parts of the property were going through renovation or up-keep, majority of what we saw was beautiful. The ocean views are breath-taken, and the private breach was very quiet. We were told that the property was experiencing a change of ownership - which may have been the reasons why we had some issues more …

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    $90

    1 BR / 1 BA / Sleeps 3

    10 Reviews

    $90

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    Studio Apartment

    Montego Bay condo
    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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