Montego Bay Vacation Rentals, Villas, & More

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1 / 11

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

from

$79

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$79
Per month:$2,370
Pets allowed:Yes
Internet:No

Tthis is a 2 bedroom fully furnished house, most of our furniture has been imported with influence from the UK. At our home in Montego Bay, there is a good size kitchen/dining area and a bathroom. We live in a small community which is local to shops. Montego Bay is the second ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 15

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 1
Home / 4 Bedrooms / Sleeps 1

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:1
Type:Home
Per night:$350
Per month:$10,500
Pets allowed:No
Internet:No

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...

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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

Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
No rental rates available - please contact the owner
 
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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1 / 30

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

from

$140

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:3
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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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

$201

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$201 - $212
Per week:$1,406 - $1,484
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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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 - 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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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 / 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 Sangster Internation airport, entertainment, beach, and shopping/ business area. Gated community, 24hour security with pool on site. Housekeeper,...

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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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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 - 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
Per week:$1,015
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 / 23

Montego Bay Villa
18 Bedrooms / 15 Bathrooms / Sleeps 36
Villa / 18 Bedrooms / Sleeps 36

from

$100

/ night

Email Owner
Bedrooms:18
Bathrooms:15
Sleeps:36
Type:Villa
Per night:$100 - $130
Per week:$700
Pets allowed:No
Internet:No

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, satellites TV, VCR, stereo and comfortable furniture inside and outside. Te spacious bedrooms...

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1 / 29

Montego Bay Villa
18 Bedrooms / 15 Bathrooms / Sleeps 36
Villa / 18 Bedrooms / Sleeps 36

from

$130

/ night

Email Owner
Bedrooms:18
Bathrooms:15
Sleeps:36
Type:Villa
Per night:$130
Per month:$3,900
Pets allowed:No
Internet:Yes

Sea View Heights Villa Montego Bay, 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 inside and out. The ...

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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, complimentary use of the new...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$2,140 - $4,285
Per month:$64,200 - $128,550
Pets allowed:No
Internet:No

Viviana Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests. The very luxurious interiors and magnificent views offered by this villa rental in Jamaica...

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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 - $3,897
Per week:$9,091 - $27,273
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 / 16

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

from

$858

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$858 - $1,965
Per week:$6,000 - $13,750
Pets allowed:No
Internet:Yes

When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 24

Montego Bay Home
8 Bedrooms / 8 Bathrooms / Sleeps 16
Home / 8 Bedrooms / Sleeps 16

(2)“ Excellent ”2 Reviews

Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Home
Per night:$2,855 - $5,710
Per month:$85,650 - $171,300
Pets allowed:No
Internet:No

Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of...

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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 / 20

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

(2)“ Excellent ”2 Reviews

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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1 / 9

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

from

$707

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$707
Per month:$21,210
Pets allowed:No
Internet:No

Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are 300 feet of waterfront forming the north border of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 20

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

from

$857

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$857
Per month:$25,710
Pets allowed:No
Internet:No

Eureka is a very special retreat nestled in a private and pretty location at the end of a cul- de- sac. It commands spectacular views of the sparkling blue Caribbean waters, rolling Hanover hills and the eighth fairway of Tryall Club's world- renowned golf course. The villa has a...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 18

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

from

$707

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$707
Per month:$21,210
Pets allowed:No
Internet:No

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 ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 25

Montego Bay Home
9 Bedrooms / 9 Bathrooms / Sleeps 1
Home / 9 Bedrooms / Sleeps 1

Bedrooms:9
Bathrooms:9
Sleeps:1
Type:Home
Per night:$1,071
Per month:$32,130
Pets allowed:No
Internet:Yes

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
1 / 29

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
Per night:$1,215 - $2,465
Per week:$8,500 - $17,250
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, golf available, beach club, cook or chef vetted as gourmet,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 32

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 13
Villa / 5 Bedrooms / Sleeps 13

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:6
Sleeps:13
Type:Villa
Per night:$1,285 - $3,622
Per week:$8,990 - $25,350
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 24

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

Bedrooms:9
Bathrooms:9
Sleeps:18
Type:Villa
Per night:$1,071 - $2,714
Per week:$7,500 - $19,000
Pets allowed:No
Internet:Yes

Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well- manicured lawn, walking paths...

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1 / 37

Montego Bay Villa
7 Bedrooms / 9 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:9
Sleeps:14
Type:Villa
Per night:$1,285 - $3,500
Per week:$9,000 - $24,500
Pets allowed:No
Internet:Yes

Completed in 2006, Belle Abri ("beautiful sanctuary") is a large home overlooking the Half Moon golf course and Caribbean Sea offering breathtaking views. A deluxe home, it offers 12, 000 square feet and seven bedrooms as well as a private pool and private tennis court. Located...

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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

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$2,500 - $8,500
Per week:$17,500 - $59,500
Pets allowed:No
Internet:No

Fleming's retreat is a boutique resort laced with beaches, tropical forest, caves and secluded nooks. Intimate and informal, this idyll attracts celebrities and other lovers of luxury. If these walls could talk they'd tell tales of artists and writers, spies and seducers. The ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

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

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Villa
Per night:$1,813 - $2,905
Per week:$12,691 - $20,335
Pets allowed:No
Internet:No

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 17

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,554 - $2,490
Per week:$10,878 - $17,430
Pets allowed:No
Internet:No

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed...

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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:$2,014 - $3,071
Per week:$14,100 - $21,500
Pets allowed:No
Internet:No

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites, each with private, complete villa with private pool or suites in villas with a shared pool; 23 villas have their own pool. The villas...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 26

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,428 - $2,200
Per week:$10,000 - $15,400
Pets allowed:No
Internet:No

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites, each with private, complete villa with private pool or suites in villas with a shared pool; 23 villas have their own pool. The villas...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 32

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

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$1,430
Per month:$42,900
Pets allowed:No
Internet:Yes

A most serene and enchanting location, Viviana is located at Tryall Club on 6 landscaped acres. This beautiful villa offers the finest balance of sophisticated luxury and private comfort – elegant and cozy, majestic and inviting. From the entrance gardens trimmed with pink and...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 31

Montego Bay Home
-1 Bedroom / 6 Bathrooms / Sleeps 12
Home / -1 Bedroom / Sleeps 12

Bedrooms:-1
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,178
Per month:$35,340
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 / 22

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

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,720
Per month:$51,600
Pets allowed:No
Internet:Yes

Bougainvillea House completed in the Fall of 2007 is one of Tryall's newest villas which is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica's best known architects, it is built in classic Caribbean Georgian style but discreetly includes every 21st...

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1 / 23

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

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,714
Per month:$51,420
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 - Villa
1 / 30

Montego Bay Villa
9 Bedrooms / 11 Bathrooms / Sleeps 18
Villa / 9 Bedrooms / Sleeps 18

(6)“ Excellent ”6 Reviews

Bedrooms:9
Bathrooms:11
Sleeps:18
Type:Villa
Per night:$2,013 - $6,493
Per week:$14,091 - $45,455
Pets allowed:No
Internet:Yes

Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the worlds premier Jamaican art collectors, Hanover Granges interiors and expansive grounds are decorated with pieces from the owners collection. Opened...

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

(2)“ Excellent ”2 Reviews

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,298 - $2,078
Per week:$9,091 - $14,546
Pets allowed:No
Internet:No

Phoenix is a colossal, elegant seaside villa located at the famed Tryall Club in Montego Bay. A golfers paradise, Tryall Club has been ranked by Cond Nast as one of the top places to stay in the world. Steps from the first tee of an eighteen hole championship course, as well as...

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

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,010 - $2,914
Per week:$7,070 - $20,400
Pets allowed:No
Internet:Yes

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...

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Montego Bay Villa
6 Bedrooms / 9 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

(2)“ Excellent ”2 Reviews

Bedrooms:6
Bathrooms:9
Sleeps:12
Type:Villa
Per night:$1,948 - $3,896
Per week:$13,637 - $27,273
Pets allowed:No
Internet:Yes

Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously...

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,298 - $3,896
Per week:$9,091 - $27,273
Pets allowed:No
Internet:No

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 Cond Nast as one of the best places to stay in the world, Following Seas is a golfers paradise....

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

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,298 - $3,246
Per week:$9,091 - $22,728
Pets allowed:No
Internet:Yes

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 Cond Nast as one of the top places in the world to stay, you are just minutes ...

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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

from

$929

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
Per night:$929
Per month:$27,870
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 Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12
Villa / 5 Bedrooms / Sleeps 12

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,000 - $2,071
Per week:$7,000 - $14,500
Pets allowed:No
Internet:No

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...

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

(3)“ Excellent ”3 Reviews

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,142 - $2,921
Per week:$8,000 - $20,450
Pets allowed:No
Internet:No

Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte- cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery...

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

from

$642

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$642 - $1,857
Per week:$4,500 - $13,000
Pets allowed:No
Internet:Yes

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 ...

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Montego Bay Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(1)“ Very Good ”1 Review

Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$1,000 - $3,142
Per week:$7,000 - $22,000
Pets allowed:No
Internet:Yes

Set on over four and one- half acres of gently sloping land and surrounded by well manicured lawns Great River House commands sweeping views of the sea. The property features mature trees including fine citrus and pimento trees together with flowering plants, shrubs and royal palms...

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