Montego Bay Vacation Rentals, Villas, & More

1-50 of 215 Montego Bay Rentals

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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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View from dining room to the living room and kitchen
1 / 11
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
No rental rates available - please contact the owner
 
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 / 55

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 9

from

$785

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:9
Type:Villa
Per night:$785 - $2,142
Per week:$5,500 - $15,000
Pets allowed:No
Internet:Yes

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade- winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally...

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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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Poolside !
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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Sea view from backyard
1 / 22

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$192

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$192 - $202
Per week:$1,339 - $1,414
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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Fantastic Sunsets
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 - 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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1 / 13

Montego Bay Villa
6 Bedrooms / 5 Bathrooms / 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
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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 Villa
6 Bedrooms / 7 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,299 - $3,247
Per week:$9,091 - $22,727
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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1 / 40

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,299 - $2,598
Per week:$9,091 - $18,182
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

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,108 - $2,160
Per week:$7,750 - $15,120
Pets allowed:No
Internet:Yes

Villa VL SRB is a 4- bedroom private home on a jewel- like location by the sea. VL SRB 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. Complimentary Round Hill and Tryall...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

Montego Bay Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$1,540 - $2,558
Per week:$10,780 - $17,900
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 Jamaica Vacation Rentals - Home
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Montego Bay Home
6 Bedrooms / 8 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Home
Per night:$1,624 - $2,923
Per week:$11,365 - $20,455
Pets allowed:No
Internet:Yes

Villa VL WWT is among the newest and most stylish villas in the award- winning, gated community, The Tryall Club. Its has been meticulously designed for a family lifestyle in a healthy indoor- outdoor environment. Generously furnished with multiple sitting areas make for easy living...

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Montego Bay Home
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$1,500 - $4,286
Per week:$10,500 - $30,000
Pets allowed:No
Internet:Yes

On seven acres overlooking the Tryall golf course and the Caribbean Sea, VL MHT boasts one of the most breathtaking views day and night of all the homes at the private Tryall Club community. Tryall is a private club with amenities such as a private beach, water sports, tennis, ...

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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 Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$786 - $1,572
Per week:$5,500 - $11,000
Pets allowed:No
Internet:Yes

Perched on a remarkable site at the excellent, gated community The Tryall Club, VL YTC is a delightful home for a family or for any group wanting a wonderful week of golf, tennis, and water sports while being pampered by an excellent personal staff. Tryall is a private club with...

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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 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 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 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 Villa
7 Bedrooms / 9 Bathrooms / 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 Villa
3 Bedrooms / 4 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$715

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$715 - $1,429
Per week:$5,000 - $10,000
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 Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$2,598 - $3,897
Per week:$18,185 - $27,275
Pets allowed:No
Internet:Yes

Villa VL WTC offers 6 bedrooms, is located in the gated community of the Tryall Club and overlooks the golf course and the Caribbean Sea. Tryall is a private club with amenities such as a private beach, water sports, tennis, an excellent gym, the Hummingbird Kids Club, Great...

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Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,143 - $2,358
Per week:$8,000 - $16,500
Pets allowed:No
Internet:Yes

VL NUT is a lovely vacation villa in the upscale residential neighborhood of Spring Farm, just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the magnificent view is immediately...

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Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,559 - $2,598
Per week:$10,910 - $18,185
Pets allowed:No
Internet:Yes

Villa VL SST is one of the most stylish additions to the gated Tryall community. Tryall is a private club with amenities such as a private beach, water sports, tennis, an excellent gym, the Hummingbird Kids Club, Great House afternoon tea, the Manager's Cocktail Party, and ...

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1 / 9

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,040 - $1,559
Per week:$7,275 - $10,910
Pets allowed:No
Internet:Yes

Villa VL VTC offers a magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis ...

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Montego Bay Jamaica Vacation Rentals - Villa
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Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 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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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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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 / 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 / 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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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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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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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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1 / 15

Montego Bay Villa
6 Bedrooms / 5 Bathrooms / Sleeps 12

“ 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 / 42

Montego Bay Villa
6 Bedrooms / 6 Bathrooms / 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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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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1 / 29

Montego Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

Bedrooms:7
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,371 - $3,857
Per week:$9,600 - $27,000
Pets allowed:No
Internet:Yes

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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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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