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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 / 11

Montego Bay Home
2 Bedrooms / 1 Bathroom / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

from

$78

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Home
Per night:$78
Per month:$2,340
Pets allowed:Yes
Internet:No

Tthis is a 2 bedroom fully furnished house, most of our furniture has been imported with influence from the UK. At our home in Montego Bay, there is a good size kitchen/dining area and a bathroom. We live in a small community which is local to shops. Montego Bay is the second ...

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Keep cool and relax!
1 / 28

Montego Bay Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$78

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$78
Per week:$546
Pets allowed:No
Internet:Yes

Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience. A newly built two- bedroom bungalow on the oversubscribed Bogue Village, in the St James Parish, Montego Bay. It has eco friendly solar powered hot water supplying a ...

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Nice property for a getaway!

“ Excellent ”
January 1, 2011
We stayed in this property for 5 days, it's a nice little house in Bogue village, close to the airport and the hip street. The neighborhood is safe and quiet. The property managers were very helpful and accommodating. They picked up and dropped us off on time at the airport. We had a good time
Neha, Austin, TX

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Montego Bay Jamaica Vacation Rentals - Home
1 / 24

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

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Home
Per night:$2,500 - $5,000
Per month:$75,000 - $150,000
Pets allowed:No
Internet:No

Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 16

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

from

$570

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$570 - $1,140
Per month:$17,100 - $34,200
Pets allowed:No
Internet:No

Many comfortable moments will be spent here on the lovely wicker chaises, draped with flowering vines and overlooking the spectacular blue waters of the Caribbean Sea. Sea Haven is a private waterfront Jamaica villa located near Discovery Bay. Discovery Bay is magnificent and completely...

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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 - 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 / 29

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

from

$130

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 22

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

(2)“ Excellent ”2 Reviews

from

$201

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$201 - $212
Per week:$1,402 - $1,480
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 - 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 - 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 - 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 / 23

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

from

$100

/ night

Email Owner
Bedrooms:18
Bathrooms:15
Sleeps:36
Type:Villa
Per night:$100 - $130
Per week:$700
Pets allowed:No
Internet:No

Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican homes, and luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellites TV, VCR, stereo and comfortable furniture inside and outside. Te spacious bedrooms...

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Fantastic Sunsets
1 / 21

Montego Bay Condo
1 Bedroom / 1 Bathroom / Sleeps 5
Condo / 1 Bedroom / Sleeps 5

(1)“ Excellent ”1 Review

from

$145

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:5
Type:Condo
Per night:$145
Per week:$1,015
Pets allowed:No
Internet:Yes

SEE PHOTOS - THIS IS A Front Facing Beach View ONE BEDROOM SUITE ( not a Studio or side view and perfectly positioned as not too high or too low ) . I waited many years to be able to purchase "this" Condo " ! Email me - for photos and details for both condos to Henry Clemons ...

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Jamaica Paradise

“ Excellent ”
December 13, 2013
I can't say enough great things about this property. The location is perfect. Right on the hip strip and across the street from the warm water of the Caribbean. The view from the condo is spectacular. The condo is clean and equipped with all the necessary items one might need. I only stayed a couple of nights, but I will definitely stay longer next time. Henry had a wealth of information to make my stay more enjoyable. Not only that, but he called me shortly after we arrived to make sure all was well.
Jennie Wright, Hillsboro, OR

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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 - Home
1 / 25

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$2,140 - $4,285
Per month:$64,200 - $128,550
Pets allowed:No
Internet:No

Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8, 000 square foot villa has recently been renovated with tasteful dé cor, thoughtful amenities and every imaginable comfort. The villa’...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$2,140 - $4,285
Per month:$64,200 - $128,550
Pets allowed:No
Internet:No

Viviana Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests. The very luxurious interiors and magnificent views offered by this villa rental in Jamaica...

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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 - $3,897
Per week:$9,091 - $27,273
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 / 28

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

(1)“ Excellent ”1 Review

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,299 - $3,897
Per week:$9,091 - $27,273
Pets allowed:No
Internet:Yes

On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart...

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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 - Home
1 / 9

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

from

$707

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$707
Per month:$21,210
Pets allowed:No
Internet:No

Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are 300 feet of waterfront forming the north border of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,429
Per month:$42,870
Pets allowed:No
Internet:No

Karma Bay is a 6 bedroom Premier property on a spectacular water front location in the historic Tryall Club. The villa was totally renovated into a series of pavilions with separate living room/dining room and 6 bedrooms all connected by covered walkways lined with spectacular art...

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1 / 17

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

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$1,000
Per month:$30,000
Pets allowed:No
Internet:No

Great River House - featured in "Caribbean Travel and Life" and selected one of Luxury Retreats favorite Jamaican villas; Great River House tops the luxury list for privacy & exceptional staff! Set on over four acres of rolling lawns, the house commands sweeping views of the sea...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 29

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8
Villa / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,215 - $2,465
Per week:$8,500 - $17,250
Pets allowed:No
Internet:Yes

Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10, 000 square feet of indoor- outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, cook or chef vetted as gourmet,...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 32

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 / 17

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,554 - $2,490
Per week:$10,878 - $17,430
Pets allowed:No
Internet:No

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed...

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1 / 14

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

(3)“ Excellent ”3 Reviews

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,142 - $2,921
Per week:$8,000 - $20,450
Pets allowed:No
Internet:No

Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte- cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery...

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1 / 23

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

from

$642

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

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

(3)“ Excellent ”3 Reviews

from

$730

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$730 - $1,831
Per week:$5,110 - $12,820
Pets allowed:No
Internet:Yes

Welcome to Calypso Shores, a stunning Fully- Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 29

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

from

$642

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 34

Montego Bay Villa
7 Bedrooms / 6 Bathrooms / Sleeps 14
Villa / 7 Bedrooms / Sleeps 14

(2)“ Excellent ”2 Reviews

Bedrooms:7
Bathrooms:6
Sleeps:14
Type:Villa
Per night:$1,143 - $3,429
Per week:$8,000 - $24,000
Pets allowed:No
Internet:Yes

True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: available for large groups, connecting bedroom(s), golf...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 38

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

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$1,500 - $3,571
Per week:$10,500 - $25,000
Pets allowed:No
Internet:Yes

Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional panoramic views of the Caribbean. An stunning home, the villa was named for the Roman God "Janus" who was the God of entrances, doors as well as endings. Janus was represented...

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1 / 40

Montego Bay Home
7 Bedrooms / 7 Bathrooms / Sleeps 14
Home / 7 Bedrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
Per night:$1,490 - $2,910
Per month:$44,700 - $87,300
Pets allowed:No
Internet:No

Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS! ! ! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all guests...

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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 - $1,786
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 / 19

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1
Home / 5 Bedrooms / Sleeps 1

from

$643

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
Per night:$643
Per month:$19,290
Pets allowed:No
Internet:No

Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast,...

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1 / 18

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

(1)“ Excellent ”1 Review

from

$730

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$730 - $1,832
Per week:$5,110 - $12,820
Pets allowed:No
Internet:Yes

Located in a lovely California- style residential neighborhood named Lagoons, Calypso Shores is one of the newest homes in this collection. Its prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location. Additional amenities include: ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 26

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 Jamaica Vacation Rentals - Villa
1 / 23

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,286 - $2,786
Per month:$38,580 - $83,580
Pets allowed:No
Internet:Yes

From the porte- cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room ... topped high above by the dome of this home's highest...

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

(5)“ Excellent ”5 Reviews

from

$975

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$975 - $2,286
Per week:$6,825 - $16,000
Pets allowed:No
Internet:Yes

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

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1 / 23

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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,143 - $2,922
Per week:$8,000 - $20,450
Pets allowed:No
Internet:Yes

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 9

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

from

$629

/ night

Email Owner
Bedrooms:3
Sleeps:6
Type:Home
Per night:$629
Per month:$18,870
Pets allowed:No
Internet:No

Seagrape is a magnificent three- bedroom villa facing the edge of the blue waters of the Caribbean Sea. With an impressive panorama of sea, horizon, and twinkling night views of Montego Bay; Seagrape is the ideal spot to make vacation dreams come true. - Bedroom 1 Master bedroom...

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1 / 22

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

Bedrooms:6
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,559 - $3,897
Per week:$10,909 - $27,273
Pets allowed:No
Internet:Yes

Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort. Additional amenities include: ping pong...

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Montego Bay 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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1 / 28

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

from

$643

/ night

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

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

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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 - Home
1 / 18

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

from

$680

/ night

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

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

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1 / 36

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

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$1,050 - $2,843
Per week:$7,350 - $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 / 48

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

(2)“ Excellent ”2 Reviews

from

$707

/ night

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

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

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1 / 37

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

(2)“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,014 - $2,500
Per week:$7,100 - $17,500
Pets allowed:No
Internet:No

Nestled on the golf course of the prestigious Rose Hall Estate this luxurious villa offers spectacular views of the turquoise waters of the Caribbean Sea and surrounding hills. The well appointed bedrooms all feature private en- suite bathrooms, cable televisions, telephone, private...

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