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 / 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 / 12

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

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

Coo Yah is a deluxe four- bedroom villa located in the renowned Tryall Club on the west side of Montego Bay. Coo yah is Jamaican patois for Look here. And what you will find is a spectacular newly renovated (2009) villa overlooking the golf course and Caribbean Sea. The villa is architect...

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Keep cool and relax!
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 - Villa
1 / 15

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 12
Villa / 4 Bedrooms / Sleeps 12

(3)“ Excellent ”3 Reviews

from

$375

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Villa
Per night:$375 - $978
Per week:$2,450 - $6,850
Pets allowed:No
Internet:Yes

At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make guests feel welcome in a real home away from home environment. Skylark is located on a hill above Half Moon Bay amongst 2 acres of gardens...

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Poolside !
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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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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Sea view from backyard
1 / 22

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

(2)“ Excellent ”2 Reviews

from

$195

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$195 - $206
Per week:$1,361 - $1,437
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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Fantastic Sunsets
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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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 / 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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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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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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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 - Villa
1 / 14

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

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,299 - $1,948
Per week:$9,091 - $13,636
Pets allowed:No
Internet:Yes

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. Additional amenities include: poolside shower, snorkel gear, golf available, beach club, bathrobes,...

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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 / 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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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 world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection....

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 14

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 Jamaica Vacation Rentals - Villa
1 / 21

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

(1)“ Excellent ”1 Review

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

Enjoy a splash in the kidney shaped pool right by the water’s edge at Karma Bay Villa. The villa is located at the famed Tryall Club in Montego Bay, rated by Condé Nast as one of the most desirable destinations in the world. A paradise for avid golfers, the lush and opulent surroundings...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

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 Jamaica Vacation Rentals - Villa
1 / 30

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 Condé Nast as one of the best places to stay in the world, Following Seas is a 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 / 10

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 golfer’s paradise, Tryall Club has been ranked by Condé 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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 46

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

(1)“ Excellent ”1 Review

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,214 - $2,464
Per week:$8,500 - $17,250
Pets allowed:No
Internet:Yes

Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well- manicured grounds to the electronic gate that the villa sits behind. < br /> < br ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

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

(3)“ Excellent ”3 Reviews

from

$730

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$730 - $1,831
Per week:$5,110 - $12,820
Pets allowed:No
Internet:Yes

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 ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 15

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

(2)“ Excellent ”2 Reviews

Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,075
Per week:$7,525
Pets allowed:No
Internet:No

Pavilion is a gorgeous villa located at the end of a cul- de- sac with stunning views of the Caribbean Sea to the north and a tranquil viewa of the mountains to the south. The villa is very spacious and beautiful. The home is designed as five separate 400 square foot octagons located...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 11

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

Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Villa
Per night:$1,948 - $4,610
Per week:$13,637 - $32,273
Pets allowed:No
Internet:Yes

Brilliant views of the Caribbean Sea set the backdrop for the largest private villa at the world- famous Tryall Club. In honor of the top tier golfing and amenities present at Tryall Club, this prestigious Montego Bay destination has been ranked by Cond Nast as one of the best in...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

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

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Villa
Per night:$2,597 - $5,194
Per week:$18,182 - $36,364
Pets allowed:No
Internet:No

Twin Palms villa resembles a Romanesque palace overlooking a fairy tale garden. The villa is fronted by seven connecting pools of varying depths that flow ingeniously from one to the next. The children’s pool is shallow, the adults’ long and deep, while the whirlpools bubble....

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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:$1,285 - $2,785
Per week:$9,000 - $19,500
Pets allowed:No
Internet:Yes

Allamanda Villa is a brilliant new contemporary private villa with large pool that will be heated as of December 1 this year, an excellent staff including top- rated chef, and nearby memberships at Round Hill and Golf access at Tryall Golf, Tennis & Beach Club. Brand New 8, 000-...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 30

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

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

Majestic ocean views and a lion’s head water fountain await you at Villa Viviana. The property is part of the famed Tryall Club, ranked by Condé Nast as one of the best places to stay in the world. A true golfer’s paradise, this villa provides all the perks required for a relaxing...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 15

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

Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$2,071 - $4,571
Per week:$14,500 - $32,000
Pets allowed:No
Internet:Yes

Located at the famed Tryall Club, Trinity Villa is a deluxe luxury destination situated high above the Caribbean Sea that boasts breathtaking views of the ocean, tropical forests and a championship eighteen hole golf course. The infinity pool itself is a feat of architecture with...

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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 / 38

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,500 - $3,571
Per week:$10,500 - $25,000
Pets allowed:No
Internet:Yes

Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional panoramic views of the Caribbean. An stunning home, the villa was named for the Roman God "Janus" who was the God of entrances, doors as well as endings. Janus was represented...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 18

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,298 - $2,597
Per week:$9,091 - $18,182
Pets allowed:No
Internet:No

Enjoy the panoramic 360 degree view of the Caribbean Sea, the forest and a championship eighteen hole golf course at Little Hill. Built in 1959 by the architect Robert Hartley, this villa was designed in the Classic West Indies style around a circular swimming pool surrounded by...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

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

(1)“ Excellent ”1 Review

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,558 - $3,896
Per week:$10,910 - $27,273
Pets allowed:No
Internet:No

Bougainvillea House is a stately destination located right atop the inviting Caribbean Sea. The villa is located at the world renown Tryall Golf Course and Club, which has been rated by Condé Nast as one of the top places to visit around the globe. As you step outside at Bougainvillea...

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Montego Bay Jamaica Vacation Rentals - Villa
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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 Condé Nast as one of the top places in the world to stay, you are just minutes...

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

Bedrooms:5
Bathrooms:6
Sleeps:13
Type:Villa
Per night:$1,284 - $3,479
Per week:$8,988 - $24,353
Pets allowed:No
Internet:Yes

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which...

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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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1 / 10

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

(1)“ Excellent ”1 Review

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,171 - $4,285
Per week:$8,200 - $30,000
Pets allowed:No
Internet:No

Mahogany Hill is a beautiful three- level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural...

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Montego Bay Villa
7 Bedrooms / 6 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

(2)“ Excellent ”2 Reviews

from

$858

/ night

Email Owner
Bedrooms:7
Bathrooms:6
Sleeps:14
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 - Home
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Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,371
Per month:$41,130
Pets allowed:No
Internet:No

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...

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

(1)“ Excellent ”1 Review

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$643 - $1,500
Per week:$4,500 - $10,500
Pets allowed:No
Internet:Yes

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...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 42

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

Bedrooms:6
Bathrooms:6
Sleeps:17
Type:Villa
Per night:$2,000 - $3,428
Per week:$14,000 - $24,000
Pets allowed:No
Internet:No

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. A special amenity of the villa is the complementary membership to the...

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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 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...

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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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