Montego Bay Vacation Rentals, Villas, & More

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Montego Bay Jamaica Vacation Rentals - Apartment
1 / 30

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 4
Apartment / 1 Bedroom / Sleeps 4

from

$140

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:4
Type:Apartment
Per night:$140 - $180
Per week:$1,000
Pets allowed:No
Internet:Yes

This luxurious well appointed one bedroom condominium is located at the Palmyra in an exclusive part of Montego Bay. It has its own private beach. Imagine the pristine white sand beaches of the Caribbean, cradled by lush tropical mountains and the warm ocean air, and you will...

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1 / 12

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

(1)“ Excellent ”1 Review

from

$78

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$78
Per week:$546
Pets allowed:No
Internet:No

Beautiful , quiet and very close to the water front , studio- apartment which is located about just 4 miles to Inter- National Airport . Luxurious apartment offers refrigerator, new micro- wave, iron with board, cooking utensils and facilities , well appointed bath with full...

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Je recommande

“ Excellent ”
February 9, 2015
5 minutes de l'aéroport.Face à la plage... mais il faut déboursé 6$.Près de toutes commodités. Propre. Vaisselle et accessoires inclus... y'avait même un extracteur à jus.Climatisation un peu bruyante, mais Un bel hôtel... je recommande !
Caro Côté, Québec, Canada

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 48

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

(2)“ Excellent ”2 Reviews

from

$642

/ night

Email Owner
Bedrooms:6
Bathrooms:7
Sleeps:15
Type:Villa
Per night:$642 - $2,700
Per week:$4,500 - $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 Jamaica Vacation Rentals - Cottage
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 / 21

Montego Bay Home
3 Bedrooms / 0 Bathroom / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Situated on the Caribbean with its own private beach, Sunset villa with 3 bedroom and 3 bathrooms, presents breathtaking vistas of the ocean and Montego Bay. In less than two minutes you can walk to the golf practice range, putting green, and first tee. Sunset is a wonderful villa...

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Montego Bay Jamaica Vacation Rentals - Villa
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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Montego Bay Jamaica Vacation Rentals - Apartment
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 - Condo
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 - 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 / 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 - 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

$196

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$196 - $207
Per week:$1,367 - $1,443
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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Montego Bay Jamaica Vacation Rentals - Townhouse
1 / 11

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6
Townhouse / 2 Bedrooms / Sleeps 6

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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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 / 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 Jamaica Vacation Rentals - Villa
1 / 18

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 Jamaica Vacation Rentals - Home
1 / 11

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 1
Home / 4 Bedrooms / Sleeps 1

Bedrooms:4
Bathrooms:4
Sleeps:1
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Calypso is built around a circular pool with spacious verandas. Dine outside by the pool, in the garden under the stars, or in the beautiful dining room. Relax in the large drawing room - or the comfortable seating area outside under the eaves is equally inviting. There is also...

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Montego Bay Jamaica Vacation Rentals - Villa
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 Jamaica Vacation Rentals - Villa
1 / 36

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 12
Villa / 4 Bedrooms / Sleeps 12

Bedrooms:4
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,429 - $1,572
Per week:$10,000 - $11,000
Pets allowed:No
Internet:Yes

Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 22

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

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$2,598
Per week:$18,182
Pets allowed:No
Internet:Yes

Highest Premier rating named villa of the year 2009. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Excellent multi- speaker sound system and Sirius radio. Private air conditioned gym and steam room. The Tryall Club Temporary Membership Fee (see ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 36

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

(1)“ Excellent ”1 Review

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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Montego Bay Jamaica Vacation Rentals - Villa
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 - $1,000
Per week:$5,000 - $7,000
Pets allowed:No
Internet:Yes

Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

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

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$786 - $993
Per week:$5,500 - $6,950
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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Montego Bay Jamaica Vacation Rentals - Villa
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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

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

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$500 - $1,208
Per week:$3,500 - $8,450
Pets allowed:No
Internet:Yes

Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 1

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

from

$838

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$838
Per week:$5,864
Pets allowed:No
Internet:Yes

CALYPSO is a charming open air villa adjacent to the 16th hole of the championship Tryall golf course. Four bedroom private villa at the famous Tryall Club. Uniquely located next to the 16th hole of the championship Tryall golf course. Onsite staff includes butler, cook, housekeeper,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 19

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,215
Per week:$8,500
Pets allowed:No
Internet:Yes

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon...

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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

(1)“ Excellent ”1 Review

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 / 36

Montego Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 4
Villa / 1 Bedroom / Sleeps 4

from

$358

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$358 - $929
Per week:$2,500 - $6,500
Pets allowed:No
Internet:Yes

Mirador is a stylish one- bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include:...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 24

Montego Bay Villa
8 Bedrooms / 9 Bathrooms / Sleeps 16
Villa / 8 Bedrooms / Sleeps 16

Bedrooms:8
Bathrooms:9
Sleeps:16
Type:Villa
Per night:$2,598 - $3,897
Per week:$18,182 - $27,273
Pets allowed:No
Internet:Yes

Rated Premier (highest luxury category). Onsite staff include butler, cook, two housekeepers, two gardeners and laundress. Child friendly: baby gates, kids room upstairs and Tryall Kids Club. Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

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

Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$2,598
Per week:$18,182
Pets allowed:No
Internet:Yes

8, 000 square foot five bedroom private villa at the famous Tryall Club. Rated Premier (highest luxury category) heated pool. Air conditioned media room for movies or quiet computer time. Wireless internet access throughout. Onsite staff includes a cook, butler, housekeeper,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

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

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,559 - $2,598
Per week:$10,909 - $18,182
Pets allowed:No
Internet:Yes

Highest premier rating. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Personal gym. Laptop, printer, copier and scanner. Free overseas calls to United States, United Kingdom and Canada. The Tryall Club Temporary Membership Fee (see paragraph...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

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

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,948 - $2,598
Per week:$13,636 - $18,182
Pets allowed:No
Internet:Yes

Onsite staff includes chef, butlers, housekeeper, laundress and gardener. Two acres of spacious, landscaped grounds with soccer goals and lawn games. Sirius XM radio with 200 channels. Handicap accessible: 36" doorways, seamless entrances to large showers - perfect family...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 40

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 11
Villa / 5 Bedrooms / Sleeps 11

Bedrooms:5
Bathrooms:6
Sleeps:11
Type:Villa
Per night:$1,948 - $2,598
Per week:$13,636 - $18,182
Pets allowed:No
Internet:Yes

Rated Premier, the highest category. Heated pool ~ 25' x 70' with fiber optic night lighting. Private putting green and shuffleboard court on the large lawn. Onsite staff includes chef, butler, housekeepers, laundress and gardeners. Two complimentary golf carts for transport...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 52

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

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,448 - $2,338
Per week:$10,136 - $16,364
Pets allowed:No
Internet:Yes

Deluxe 10, 000 square foot five bedroom private villa at famous Tryall Club. Beach club, tennis and world class golf. Onsite staff includes butler, cook, housekeepers, laundress and gardeners. Complimentary use of Mahogany Hill golf cart for transport throughout Tryall. Cable...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 16

Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 10
Villa / 3 Bedrooms / Sleeps 10

Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$1,429
Per week:$10,000
Pets allowed:No
Internet:Yes

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 18

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

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,572 - $1,929
Per week:$11,000 - $13,500
Pets allowed:No
Internet:Yes

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon...

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

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$2,598
Per week:$18,182
Pets allowed:No
Internet:Yes

Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For various fees: golf, tennis...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 17

Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 6
Villa / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$1,429
Per week:$10,000
Pets allowed:No
Internet:Yes

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non- motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon...

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Montego Bay Jamaica Vacation Rentals - Villa
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Montego Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 2
Villa / 1 Bedroom / Sleeps 2

from

$500

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Villa
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Mirador is a stylish one bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Guests are provided free overseas...

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,143 - $1,429
Per week:$8,000 - $10,000
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
6 Bedrooms / 14 Bathrooms / Sleeps 12
Villa / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:14
Sleeps:12
Type:Villa
Per night:$2,572 - $3,143
Per week:$18,000 - $22,000
Pets allowed:No
Internet:Yes

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. Additional amenities include: foosball, pool table, ping pong table,...

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

(1)“ Excellent ”1 Review

from

$643

/ night

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

COCONUT is a very private 5- bedroom cottage nestled into an acre on a gentle hillside that was the original 500- acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms...

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Montego Bay 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 / 20

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

Bedrooms:9
Bathrooms:9
Sleeps:18
Type:Villa
Per night:$1,072 - $2,715
Per month:$32,160 - $81,450
Pets allowed:No
Internet:Yes

Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10, 000 square feet of ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 8

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,875 - $2,515
Per week:$13,125 - $17,605
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
5 Bedrooms / 5 Bathrooms / Sleeps 10
Villa / 5 Bedrooms / Sleeps 10

from

$750

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$750
Per week:$5,250
Pets allowed:No
Internet:Yes

Sleeps - 1- 10DRAMBUIE ESTATES manicured garden pathways connect 5 luxury air- conditioned suite bedrooms, - - 7, 200 square feet of living space. A 330 foot wraparound verandah looks out from the great hall/central living & billiards room to the night lit pool, the sea below,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 3

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

from

$200

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:2
Type:Villa
Per night:$200
Per month:$6,000
Pets allowed:No
Internet:Yes

This lovely seaside cottage has all the amenities that will make your vacation relaxing, in front of your own white sandy beach. Bahia villa in Jamaica is a wonderful rustic and quaint cottage for couples or friends who want to get away to Jamaica at an affordable cost. This lovely...

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

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

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

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