Montego Bay Vacation Rentals, Villas, & More

1-50 of 253 Montego Bay Rentals

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 13

Montego Bay Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Villa
No rental rates available - please contact the owner
 
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 - Townhouse
1 / 11

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$130 - $150
Per week:$1,000
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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Keep cool and relax!
1 / 28

Montego Bay Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4

“ 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 / 46
Bedrooms:6
Bathrooms:6
Sleeps:14
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Six bedroom glamorous villa magnificently renovated in 2011. 10, 000 sq ft home on eight and a half acres overlooking breathtaking panorama of Caribbean Sea. Onsite staff includes a butler, cook, housekeeper, gardeners and a laundress. 45' diameter round pool with special section...

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Montego Bay Jamaica Vacation Rentals - Apartment
1 / 12

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

“ 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 - Villa
1 / 46

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ 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

“ 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 - Townhouse
1 / 15

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 4

“ 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 / 22

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$198

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$198 - $209
Per week:$1,383 - $1,460
Pets allowed:No
Internet:No

Villa Swarm is a very comfortable one story villa with a tranquil feel to it. This is a sea view property so you will be able to see the coast line and watch the cruise ships sail into dock in the distance from any point at the rear of the property. The exterior of the property...

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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 - Apartment
1 / 21

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 3

“ Excellent ”36 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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Not what was expected

“ Very Good ”
February 27, 2015
Obviously pictures portrayed were older. Place very run down and not well maintained.Drip pans in drop ceiling as pipes leaking. Housekeeping in mid floor area but periphery dirty and moulded. King Bed comfortable but had to take cushions off sofa to use as pillows because existing ones very flat and old. WIFI great, TV cable great, clean towels every other day. Kitchen needs a toaster, not just a toaster oven, nothing to flip eggs with.Good to have a full size fridge. Owner should inform renters about the costs of beach use/beach chairs/beach umbrellas. Owner should work out a package for beach access. Pool area has amazing views. Room views of Sea only if you pull back tree branches otherwise you are looking at a rock wall. Nice thing about that was the place did not get really hot. Not worth what we paid for it.
Mary Vachon, Nanaimo British Columbia Canada

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / 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 - Home
1 / 8

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$3,539 - $27,591
Per week:$24,773 - $193,133
Pets allowed:No
Internet:No

Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 8

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,875 - $3,145
Per week:$13,125 - $22,015
Pets allowed:No
Internet:Yes

Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 8

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,551 - $2,571
Per week:$10,857 - $17,997
Pets allowed:No
Internet:Yes

Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 18

Montego Bay Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$1,347 - $2,237
Per week:$9,429 - $15,659
Pets allowed:No
Internet:Yes

Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 14

Bedrooms:6
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,559 - $3,247
Per week:$10,909 - $22,727
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

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 / 23

Montego Bay Villa
6 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,143 - $2,922
Per week:$8,000 - $20,450
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 / 16

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$729

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$729 - $2,000
Per week:$5,100 - $14,000
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 - Villa
1 / 16

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$715 - $1,786
Per week:$5,000 - $12,500
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

“ 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 / 36

Montego Bay Villa
1 Bedroom / 2 Bathrooms / 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 / 29
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 / 10

Montego Bay Villa
7 Bedrooms / 8 Bathrooms / Sleeps 14

“ Excellent ”2 Reviews

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,298 - $2,857
Per week:$9,091 - $20,000
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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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
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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Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$680 - $2,071
Per week:$4,760 - $14,500
Pets allowed:No
Internet:Yes

Otherwise known as “the occurrence of events by chance in a beneficial way, ” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

Montego Bay Villa
6 Bedrooms / 9 Bathrooms / Sleeps 12

“ 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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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 / 10
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 Jamaica Vacation Rentals - Villa
1 / 19

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

“ Excellent ”8 Reviews

from

$928

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$928 - $2,357
Per week:$6,500 - $16,500
Pets allowed:No
Internet:Yes

A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world- class golf courses, you will have no shortage of options during your stay. This five acre playground...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 11
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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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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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 / 40

Montego Bay Villa
10 Bedrooms / 6 Bathrooms / Sleeps 20

“ Excellent ”2 Reviews

Bedrooms:10
Bathrooms:6
Sleeps:20
Type:Villa
Per night:$1,883 - $5,519
Per week:$13,182 - $38,636
Pets allowed:No
Internet:Yes

Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 14

Montego Bay Villa
6 Bedrooms / 6 Bathrooms / Sleeps 12

“ 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 Jamaica Vacation Rentals - Villa
1 / 18

Montego Bay Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10

“ 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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 46

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

“ 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

“ 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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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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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 / 25

Montego Bay Villa
6 Bedrooms / 6 Bathrooms / Sleeps 13

from

$928

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:13
Type:Villa
Per night:$928 - $2,428
Per week:$6,500 - $17,000
Pets allowed:No
Internet:Yes

Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent a massive whole house renovation. The villa is located just five minutes from three world- class golf courses, upscale boutiques, shops, bars, restaurants and beaches. Included...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / 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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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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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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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,428 - $3,428
Per week:$10,000 - $24,000
Pets allowed:No
Internet:Yes

With a sweeping view of the Caribbean Sea, Pineapple House is a spacious villa located on Copper Ridge, along Jamaicas exclusive North Shore. Distinctive in its architecture, Pineapple Houses extensive fret- work and Oliver Messel design is defined by its Messel- green shutters,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 14

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$728

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$728 - $2,000
Per week:$5,100 - $14,000
Pets allowed:No
Internet:Yes

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

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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 / 25

Montego Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 12

“ 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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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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