Montego Bay Vacation Rentals, Villas, & More

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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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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 - 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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

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

from

$800

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Townhouse
1 / 15

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

(9)“ Excellent ”9 Reviews

from

$140

/ night

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

Brand new furnished two bedroom townhouse with central air/cable internet, hot water available for weekly monthly rental. five minutes from 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 / 13

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

from

$118

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 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:$1,364 - $1,439
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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

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

from

$130

/ night

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

Sea View Heights Villa Montego Bay, is a lovely private home surrounded by real authentic Jamaican homes, and luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, Stereo and comfortable furniture inside and out. The ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

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

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 40

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

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 16

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

from

$858

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - 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 / 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 / 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 / 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 Villa
6 Bedrooms / 6 Bathrooms / Sleeps 13
Villa / 6 Bedrooms / 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 / 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 / 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
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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

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

(4)“ Excellent ”4 Reviews

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 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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1 / 16

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

from

$715

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$715 - $1,786
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 - Home
1 / 34

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 Jamaica Vacation Rentals - Villa
1 / 29

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

(1)“ Excellent ”1 Review

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

Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has...

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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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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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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:$1,071 - $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 / 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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Montego Bay Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(1)“ Very Good ”1 Review

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

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

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

(3)“ Excellent ”3 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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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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Montego Bay Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$485

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$485 - $857
Per week:$3,400 - $6,000
Pets allowed:No
Internet:No

Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families to groups and retreats. Your accommodations can be as inclusive as an all- inclusive or as casual as a luxury hotel or resort. The only difference is that your visit will always...

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

from

$865

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$865 - $2,750
Per week:$6,055 - $19,250
Pets allowed:No
Internet:No

No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging...

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

(8)“ Excellent ”8 Reviews

Bedrooms:6
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,371 - $4,142
Per week:$9,597 - $28,999
Pets allowed:No
Internet:Yes

Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatviews creator and the commitment...

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1 / 50

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

(4)“ Excellent ”4 Reviews

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 glamorous seven- bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120- degree views of manicured grounds, golf course, sea and sky are truly breathtaking....

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

(2)“ Excellent ”2 Reviews

from

$893

/ night

Email Owner
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$893 - $2,843
Per week:$6,250 - $19,900
Pets allowed:No
Internet:Yes

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace....

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1 / 32

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

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$1,540 - $2,700
Per week:$10,780 - $18,900
Pets allowed:No
Internet:Yes

Villa VL PIM is a sprawling, glamorous 9, 000- square- foot private estate on six landscaped acres. The villa was built in the late 1950's for French Count and Countess Jacques and Vera di Sibour in the period when Jamaica was a glamorous party destination for the early jet set....

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

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Home
Per night:$1,949 - $3,897
Per week:$13,640 - $27,275
Pets allowed:No
Internet:Yes

Villa VL VVT has a quarter- mile driveway with brilliant bougainvillea on all sides and leads to a Travertine- paved Italianate courtyard, and dramatic entrance. On a remarkable six private acres at the prestigious Tryall Club, VL VVT is uniquely private, wonderfully quiet, and...

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