Montego Bay Vacation Rentals, Villas, & More

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1-50 of 223 Montego Bay Rentals

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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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 48

Montego Bay Villa
6 Bedrooms / 7 Bathrooms / Sleeps 15
Villa / 6 Bedrooms / Sleeps 15

(2)“ Excellent ”2 Reviews

from

$707

/ night

Email Owner
Bedrooms:6
Bathrooms:7
Sleeps:15
Type:Villa
Per night:$707 - $2,700
Per week:$4,950 - $18,900
Pets allowed:No
Internet:Yes

Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and is conveniently located just a five minute drive from the exclusive Round Hill Resort where guests enjoy complementary beach membership. The villa was originally built in the late 1950's...

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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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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 - Home
1 / 18

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 1
Home / 6 Bedrooms / Sleeps 1

from

$680

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:1
Type:Home
Per night:$680
Per month:$20,400
Pets allowed:No
Internet:Yes

Serendipity Villa is located in the prestigious Spring Farm neighborhood above and overlooking Half Moon Bay resort and the blue Caribbean Sea. The villa has been totally remodeled with style and for comfort in 2008. Serendipity will delight you. The quiet entrance through a flowering...

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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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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

$198

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$198 - $209
Per week:$1,385 - $1,462
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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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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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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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
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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A welcome walkway to Summerland
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 / 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 - Apartment
1 / 12

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

(1)“ Excellent ”1 Review

Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
No rental rates available - please contact the owner
 
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 / 36

Montego Bay Villa
8 Bedrooms / 10 Bathrooms / Sleeps 16
Villa / 8 Bedrooms / Sleeps 16

Bedrooms:8
Bathrooms:10
Sleeps:16
Type:Villa
Per night:$1,351 - $3,377
Per week:$9,455 - $23,637
Pets allowed:No
Internet:Yes

From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight- bedroom staffed villa at the Tryall Club. Additional amenities include:...

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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:$2,598 - $6,358
Per week:$18,182 - $44,500
Pets allowed:No
Internet:Yes

If the only sounds you want to hear while you’re on vacation are the birds, wind and the sea, come to Seaclusion. Completed in February 2015, Seaclusion is one of the newest and most distinctive villas in the posh Tryall Club. Perhaps the most astonishing feature is the oxymoron...

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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 / 40

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

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

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

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1 / 1

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

(1)“ Excellent ”1 Review

from

$715

/ night

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

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

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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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1 / 30

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 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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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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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 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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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 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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1 / 14

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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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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1 / 26

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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1 / 14

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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1 / 23

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

from

$642

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$642 - $1,500
Per week:$4,500 - $10,500
Pets allowed:No
Internet:No

Coconut Cottage 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...

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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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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 Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

from

$642

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$642 - $1,421
Per week:$4,500 - $9,950
Pets allowed:No
Internet:Yes

Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500- acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of...

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

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$715 - $1,786
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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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
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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:$1,689 - $2,468
Per week:$11,818 - $17,273
Pets allowed:No
Internet:Yes

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

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

(4)“ Excellent ”4 Reviews

from

$708

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$708 - $2,160
Per week:$4,950 - $15,120
Pets allowed:No
Internet:Yes

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

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1 / 23

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,143 - $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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1 / 22

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

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

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

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1 / 15

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

(8)“ 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 Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

from

$643

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$643 - $1,422
Per week:$4,500 - $9,950
Pets allowed:No
Internet:Yes

Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500- acre coconut plantation just 22 minutes west of Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership....

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