Montego Bay Vacation Rentals, Villas, & More

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Montego Bay Jamaica Vacation Rentals - Apartment
1 / 30

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$140

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$140 - $180
Per week:$1,000
Pets allowed:No
Internet:Yes

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. Imagine the pristine white sand beaches of the Caribbean, cradled by lush tropical mountains and the warm ocean air, and you will...

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1 / 15

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 4
Townhouse / 2 Bedrooms / Sleeps 4

(9)“ Excellent ”9 Reviews

from

$140

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:4
Type:Townhouse
Per night:$140 - $150
Per week:$1,000
Pets allowed:No
Internet:No

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,...

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Great vacay spot

“ Excellent ”
August 1, 2012
It's was beautiful the house was very roomy and clean... The security was very good at lettin us know wen visitor came...the pool was open 24 hours so we went for a a lot of late night swims. The neighbors r friendly..it's very close to the hip strip and beaches and very easy to get a cab. The house is beautiful and can sleep up to five..I would definitely stay there again
Tiana White, Philadelphia pa

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1 / 12

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 2
Apartment / 1 Bedroom / Sleeps 2

(1)“ Excellent ”1 Review

from

$78

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$78
Per week:$546
Pets allowed:No
Internet:No

Beautiful , quiet and very close to the water front , studio- apartment which is located about just 4 miles to Inter- National Airport . Luxurious apartment offers refrigerator, new micro- wave, iron with board, cooking utensils and facilities , well appointed bath with full...

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Je recommande

“ Excellent ”
February 9, 2015
5 minutes de l'aéroport.Face à la plage... mais il faut déboursé 6$.Près de toutes commodités. Propre. Vaisselle et accessoires inclus... y'avait même un extracteur à jus.Climatisation un peu bruyante, mais Un bel hôtel... je recommande !
Caro Côté, Québec, Canada

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Montego Bay Jamaica Vacation Rentals - Home
1 / 31

Montego Bay Home
7 Bedrooms / 7 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Cottage
1 / 28

Montego Bay Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$78

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$78
Per week:$546
Pets allowed:No
Internet:Yes

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 ...

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Nice property for a getaway!

“ Excellent ”
January 1, 2011
We stayed in this property for 5 days, it's a nice little house in Bogue village, close to the airport and the hip street. The neighborhood is safe and quiet. The property managers were very helpful and accommodating. They picked up and dropped us off on time at the airport. We had a good time
Neha, Austin, TX

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Montego Bay Jamaica Vacation Rentals - Home
1 / 30

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 46

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$429 - $572
Per week:$3,000 - $4,000
Pets allowed:No
Internet:Yes

Star Apple House is a luxurious private villa, a comfortable retreat on a hill overlooking the Caribbean Sea and Montego Bay on the Jamaican north coast. The Villa comes fully staffed, ( Cook, housekeeper and a butler) We offer superior accommodation and service for up to 6 guests....

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Star Apple is a sublime, relaxing villa.. love it!

“ Excellent ”
January 23, 2015
I have stayed at Star Apple three times so far, it's a villa I hope to holiday in again (and again). From the minute you arrive and see the setting- lush tropical ondulating gardens, a lovely pool, fantastic sea views across Montego Bay- you will be smitten by this special place! The staff are charming, humble, accomodating people who tend to your every need. A pot of coffee arrives secretly on the terrace the minute you rise. Then effortlessly, you'll be told by Michael that breakfast is served on tbe spacious terrace, surrounded by lush tropical plants. A day relaxing by the pool, afternoon tea will be srved around 4pm. Then out comes the ice bucket as a G&T will be served as a sundowner as you laze on the comfy sunbeds as the sun sets on the horizon. Not far away is Roundhill if you fancy a day at their beach or an evening cocktail. Not far are interesting villages, lovely beaches, places to explore. It's nice to venture oit but nicer sill to return to Star Apple and be cocooned in this special villa. It's just lovely. It's a place you'll leave feeling totally chilled after a week or two in such a great place.
Ann Cunliffe, Manchester, England

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Montego Bay Jamaica Vacation Rentals - Condo
1 / 21

Montego Bay Condo
1 Bedroom / 1 Bathroom / Sleeps 5
Condo / 1 Bedroom / Sleeps 5

(1)“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:5
Type:Condo
Per night:$145 - $170
Per week:$1,015 - $1,190
Pets allowed:No
Internet:Yes

SEE PHOTOS - THIS IS A Front Facing Beach View ONE BEDROOM SUITE ( not a Studio or side view and perfectly positioned as not too high or too low ) . I waited many years to be able to purchase "this" Condo " ! Email me - for photos and details for both condos to Henry Clemons ...

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Jamaica Paradise

“ Excellent ”
December 13, 2013
I can't say enough great things about this property. The location is perfect. Right on the hip strip and across the street from the warm water of the Caribbean. The view from the condo is spectacular. The condo is clean and equipped with all the necessary items one might need. I only stayed a couple of nights, but I will definitely stay longer next time. Henry had a wealth of information to make my stay more enjoyable. Not only that, but he called me shortly after we arrived to make sure all was well.
Jennie Wright, Hillsboro, OR

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 13

Montego Bay Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

from

$118

/ night

Email Owner
Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$118 - $141
Per week:$825
Pets allowed:Yes
Internet:Yes

"Soon Come" Villa has 6 air- conditioned bedrooms with Cable TV, private bathrooms and ceiling fan, Living Room with Stereo, Cable TV, DVD and CD players. High speed internet . Formal Dining Room, Kitchen, private swimming pool, sun porch accented with beautiful tropical flowers,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

from

$800

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$800 - $1,300
Per week:$5,600 - $9,100
Pets allowed:No
Internet:Yes

Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambiance...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 22

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

(2)“ Excellent ”2 Reviews

from

$192

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$192 - $203
Per week:$1,340 - $1,415
Pets allowed:No
Internet:No

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...

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New Divine Camp 2011,camper

“ Excellent ”
August 29, 2011
Well lets say our stay at Villa Swarm was DIVINE,we were welcome with of course great island greeting, the hospitality was excellent.The property is well maintained and the pool was very relaxing,if your planning a get away make Villa Swarm your place of choice and it will truly be your home away from home.
Eunice Williams, USA

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Street & Ocean View from Pvt Blcony
1 / 21

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 3
Apartment / 1 Bedroom / Sleeps 3

(37)“ Excellent ”37 Reviews

from

$85

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
Type:Apartment
Per night:$85
Per week:$560
Pets allowed:No
Internet:Yes

Within 5 minutes of the airport, and right next to the finest beaches, entertainment, and the area's commerce, this accommodation is suitable for a relaxing vacation getaway, or for business travel. The apartment featured here is optimized for a quiet restful vacation just steps...

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awesome place to stay!!

“ Excellent ”
April 3, 2015
I stayed at the montego bay club in March for 9 nights and it was amazing! it was clean, air conditioning worked, the view from the balcony was unforgettable and to make things even better we were right across the street from the famous doctors cave beach. Glover and Mrs. James were very hospitable from day 1. I was even given some Helpful tips on where to eat and what to do around the area. I will definitely be staying here again!!!!
Monique Diimplez, toronto, on

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Montego Bay Jamaica Vacation Rentals - Townhouse
1 / 11

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6

Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Thiis absolutely Montego Bay home provides the comfort of home for total relaxation, yet it has exquisite amenities of a hotel suite. It has all the state- of- the- art appliances. It is an mere 5- minute drive to all that Montego Bay offers: the beaches, them airport, shopping...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 16

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$715 - $1,000
Per week:$5,000 - $7,000
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 1

Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 3 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$715

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$715 - $1,858
Per week:$5,000 - $13,000
Pets allowed:No
Internet:Yes

Pinnacle is a casual open- air Caribbean- style villa overlooking the historic Tryall Great House, golf course and the sea. Nine tennis courts (with pro’s standing by) are within walking distance. The golf pro shop is four minutes down the hill in Pinnacle's complimentary golf ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 34

Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

from

$715

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 36

Montego Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 4
Villa / 1 Bedroom / Sleeps 4

from

$358

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$358 - $929
Per week:$2,500 - $6,500
Pets allowed:No
Internet:Yes

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:...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 26

Montego Bay Villa
7 Bedrooms / 8 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,689 - $2,468
Per week:$11,818 - $17,273
Pets allowed:No
Internet:Yes

One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. Additional amenities include: ping pong table,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 23

Montego Bay Villa
6 Bedrooms / 6 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,143 - $1,429
Per week:$8,000 - $10,000
Pets allowed:No
Internet:Yes

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 52

Montego Bay Villa
6 Bedrooms / 14 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:14
Sleeps:12
Type:Villa
Per night:$2,572 - $3,143
Per week:$18,000 - $22,000
Pets allowed:No
Internet:Yes

Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19, 000- sq- ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club. Additional amenities include: foosball, pool table, ping pong table,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 40

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,299 - $1,559
Per week:$9,091 - $10,909
Pets allowed:No
Internet:Yes

Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7, 700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants. Additional ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 29

Montego Bay Villa
7 Bedrooms / 8 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

(1)“ Excellent ”1 Review

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,857 - $5,071
Per week:$13,000 - $35,500
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

Montego Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 12
Villa / 7 Bedrooms / Sleeps 12

(4)“ Excellent ”4 Reviews

Bedrooms:7
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,948 - $4,610
Per week:$13,637 - $32,273
Pets allowed:No
Internet:No

Sugar Hill is an archetypal Jamaican villa that captures spectacular views of the shimmering Caribbean Sea, the edges of the northwest coastline and the lush surrounding hillside. Beautiful flowers and exotic birds inhabit the manicured tropical gardens. This golfer’s paradise ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 11

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(4)“ Excellent ”4 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,928 - $3,928
Per week:$13,500 - $27,500
Pets allowed:No
Internet:Yes

Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfers paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 13

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,428 - $3,571
Per week:$10,000 - $25,000
Pets allowed:No
Internet:Yes

Built on one of the prime sites at Tryall Club, Overlook villa is a golfer’s paradise designed with 180 degree views of the golf course and Caribbean Sea—from indoors, to its pool deck and one hundred foot long verandah. While providing a setting of classic elegance, Overlook...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 22

Montego Bay Villa
9 Bedrooms / 9 Bathrooms / Sleeps 18
Villa / 9 Bedrooms / Sleeps 18

Bedrooms:9
Bathrooms:9
Sleeps:18
Type:Villa
Per night:$1,948 - $6,493
Per week:$13,637 - $45,455
Pets allowed:No
Internet:Yes

Tucked away on a hill overlooking the majestic Tryall Golf Course and providing 360 degree panoramas, L’Dor V’Dor is a veritable tropical haven. The villa is the largest at Tryall Club, which has been rated by Condé Nast as one of the best places to stay in the world. L’Dor...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 15

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,948 - $3,246
Per week:$13,637 - $22,728
Pets allowed:No
Internet:Yes

Windrush villa offers the sophistication and elegance of true Caribbean luxury chic. Located on five acres of private gardens and nestled on a privileged vantage point of the prestigious Tryall Club, it offers privacy, yet ease of access to all the five star facilities offered by...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 34

Montego Bay Villa
7 Bedrooms / 6 Bathrooms / Sleeps 12
Villa / 7 Bedrooms / Sleeps 12

(2)“ Excellent ”2 Reviews

from

$858

/ night

Email Owner
Bedrooms:7
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$858 - $2,843
Per week:$6,000 - $19,900
Pets allowed:No
Internet:Yes

True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: available for large groups, connecting bedroom(s), golf...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 48

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

(3)“ Excellent ”3 Reviews

from

$536

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$536 - $1,240
Per week:$3,750 - $8,675
Pets allowed:No
Internet:Yes

SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 30

Montego Bay Villa
7 Bedrooms / 9 Bathrooms / Sleeps 16
Villa / 7 Bedrooms / Sleeps 16

Bedrooms:7
Bathrooms:9
Sleeps:16
Type:Villa
Per night:$1,010 - $2,915
Per week:$7,070 - $20,400
Pets allowed:No
Internet:Yes

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi- faceted 10, 000- square- foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18- hole Robert Trent Jones golf course and a dramatic ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

(1)“ Excellent ”1 Review

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,299 - $3,897
Per week:$9,091 - $27,273
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 14
Villa / 6 Bedrooms / Sleeps 14

Bedrooms:6
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,559 - $1,948
Per week:$10,909 - $13,636
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,286 - $3,000
Per week:$9,000 - $21,000
Pets allowed:No
Internet:Yes

ALLAMANDA is a brilliant new contemporary private villa with large heated pool, an excellent staff including top- rated chef, and nearby memberships at Round Hill and the Tryall Golf, TennisAdditional amenities include: pool table, ping pong table, connecting bedroom(s), golf...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 19

Montego Bay Home
Studio / 0 Bathroom / Sleeps 8
Home / Studio / Sleeps 8

Bedrooms:Studio
Sleeps:8
Type:Home
Per night:$1,136
Per week:$7,950
Pets allowed:No
Internet:Yes

Sleeps 1- 8 guests VILLA CALYPSO at Tryall is in one of the most exclusive gated villa resorts located among the world’s most beautiful golf courses and on the shores of the Caribbean Sea, twelve miles west of Montego Bay. Just a 5 minutes golf cart ride to the beach club and ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 44

Montego Bay Villa
6 Bedrooms / 14 Bathrooms / Sleeps 17
Villa / 6 Bedrooms / Sleeps 17

(7)“ Excellent ”7 Reviews

Bedrooms:6
Bathrooms:14
Sleeps:17
Type:Villa
Per night:$2,571 - $4,285
Per week:$18,000 - $30,000
Pets allowed:No
Internet:Yes

This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18, 000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 12

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,428 - $3,246
Per week:$10,000 - $22,728
Pets allowed:No
Internet:Yes

High above the Caribbean Sea in Montego Bay, Villa Lolita is a dream destination up in the clouds. The predominantly white decor with well chosen dreamlike accessories and accents add to the fantasy feel of this villa. The villa is located at the famed Tryall Golf Course and Club...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 31

Montego Bay Home
-1 Bedroom / 6 Bathrooms / Sleeps 2
Home / -1 Bedroom / Sleeps 2

Bedrooms:-1
Bathrooms:6
Sleeps:2
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west side of Montego Bay. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 13

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1
Home / 5 Bedrooms / Sleeps 1

(1)“ Excellent ”1 Review

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Infinity is a spectacular new 5- bedroom addition to the Tryall Club family of villas. Completed in 2009, this villa delivers the ultimate in luxury and service. Its spacious rooms and open living spaces represent the finest traditions of Jamaican architecture. All rooms feature ...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 1
Home / 3 Bedrooms / Sleeps 1

Bedrooms:3
Bathrooms:3
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

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’...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 23

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1
Home / 5 Bedrooms / Sleeps 1

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending to 6, 000 square feet and occupying a quiet two- acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
9 Bedrooms / 0 Bathroom / Sleeps 18
Home / 9 Bedrooms / Sleeps 18

Bedrooms:9
Sleeps:18
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10, 000 square feet of elegant living and 9 spacious bedrooms. Resort Membership to Half Moon Resort for all guests staying at Summerhil Villa. FAMILY...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1
Home / 5 Bedrooms / Sleeps 1

(1)“ Excellent ”1 Review

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Nutmeg Villa , is a beautiful, fully renovated 5- bedroom, 4, 600 sq ft. villa in the Spring Farm area of Montego Bay. Located on 5 acres of tropical gardens with magnificent views of the Caribbean Sea, Nutmeg is a spectacular addition to the Montego Bay luxury villa accommodations....

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
9 Bedrooms / 9 Bathrooms / Sleeps 1
Home / 9 Bedrooms / Sleeps 1

Bedrooms:9
Bathrooms:9
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Summerhill Villa , one of the newest villas in the Spring Farm area, is a 10, 000 sq. ft, 3 story elegant, yet charming, romantic and comfortable 9 bedroom private villa. Summerhill is surrounded in lush tropical flowers, walking paths and a garden sitting area designed for...

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Montego Bay Jamaica Vacation Rentals - Villa
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Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10, 000 square feet of indoor- outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, spa on site or nearby, golf available, beach club, private...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
7 Bedrooms / 7 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Fairway Manor is a seven- bedroom Jamaica villa with nine bathrooms. Each of the bedrooms offers spectacular views of beautifully landscaped gardens, the expansive golf course greens and the magnificent Caribbean Sea. Five bedrooms are located on the ground floor along with the swimming...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
6 Bedrooms / 0 Bathroom / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Resort Membership Benefits Use of Sunrise Beach, Hibiscus & Oleander Pools, Jacuzzi, tennis courts, Fitness Centre, Croquet, Miniature...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Pavilion Villa in Montego Bay is a beautiful Jamaica villa privately positioned at the end of a cul- de- sac, offering glorious views of the glittering Caribbean Sea on one side and a serene ten mile expanse of mountains on the other. Spacious, peaceful, quiet and beautiful, Pavilion...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 78

Montego Bay Home
5 Bedrooms / 0 Bathroom / Sleeps 10
Home / 5 Bedrooms / Sleeps 10

Bedrooms:5
Sleeps:10
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Over 8, 000 sq ft of new luxury villa! Absolute luxury! One of our newest villas in our villa collections with 24/7 gated security, prestigious neighbourhood. Nestled on the golf course of the prestigious Rose Hall Estate this luxurious villa offers spectacular views of the turquoise...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 13

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 1
Home / 3 Bedrooms / Sleeps 1

(3)“ Excellent ”3 Reviews

Bedrooms:3
Bathrooms:3
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Pinnacle is a charming three- bedroom villa with a superb location overlooking Tryall Club and the Caribbean Sea. The villa was recently renovated with an interest in balancing its Jamaican Old World elegance with modern decorating tastes and barefoot comfort. Pinnacle is a short ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 31

Montego Bay Home
9 Bedrooms / 0 Bathroom / Sleeps 18
Home / 9 Bedrooms / Sleeps 18

Bedrooms:9
Sleeps:18
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10, 000 square feet of elegant living and 9 spacious bedrooms. Large private white sand beach & chaises! Wonderful protected swimming water!...

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