Montego Bay Vacation Rentals, Villas, & More

1-50 of 298 Montego Bay Rentals

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1 / 8

Montego Bay Guesthouse
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$70

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Guesthouse
Per night:$70
Per month:$2,100
Pets allowed:Yes
Internet:No

2 bed room, full bath, living, dinning and kitchen with front Patio Air condition and Hot water very clean and comfortable. 10 min from the Songster International Air port. 2 min from Iberostar Hotel. Pick up and drop off to and from air port can be arrange at a reasonable price....

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Montego Bay Jamaica Vacation Rentals - Cottage
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 - Townhouse
1 / 11

Montego Bay Townhouse
2 Bedrooms / 1.5 Bathrooms / Sleeps 6

from

$130

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Townhouse
Per night:$130 - $150
Per week:$1,000
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 / 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 - Apartment
1 / 12

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

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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Montego Bay Jamaica Vacation Rentals - Condo
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 - Villa
1 / 13

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$180

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$180 - $202
Per week:$1,260 - $1,409
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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Montego Bay Jamaica Vacation Rentals - Townhouse
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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Montego Bay Jamaica Vacation Rentals - Apartment
1 / 21

Montego Bay Apartment
1 Bedroom / 1 Bathroom / Sleeps 3

“ Excellent ”34 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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I NEVER...

“ Excellent ”
November 27, 2014
I never visited Jamaica outside the security of the Resort! But due to being treated like cattle, I choose to look into renting an apartment! I was afraid, and skeptical. But after speaking with Mr. Glover. About the apartment I felt very comfortable and safe with dealing with him. He called many times to check up on me. And before my actual trip he informed me of everything I needed to know about the apartment and it's surrounding areas. He was also kind enough to work with me about anything that I may have need it. Once I got to the condominium, I realize that everything in the pictures were very true. The apartment was very clean and everything that I could possibly need was already provided such as pots pans towels soap &cable.The staff at the condominium was a very nice and pleasant. And Mr. Glover's personal help Mrs. Roots was a very kind and very patient with me. I refuse to stay anywhere else in the future. I will be back thank you again for your wonderful hospitality you made my vacation worth more than what I actually could've imagined.
Josse Marie Connelly, Mobile Alabama USA

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$700

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$700 - $1,150
Per week:$4,900 - $8,050
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
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Montego Bay Villa
7 Bedrooms / 8 Bathrooms / Sleeps 14

Bedrooms:7
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,689 - $4,546
Per week:$11,818 - $31,818
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
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Montego Bay Villa
6 Bedrooms / 6 Bathrooms / 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 - Villa
1 / 52

Montego Bay Villa
6 Bedrooms / 14 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:14
Sleeps:12
Type:Villa
Per night:$2,572 - $5,000
Per week:$18,000 - $35,000
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 Jamaica Vacation Rentals - Villa
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Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$572

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$572 - $1,358
Per week:$4,000 - $9,500
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

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,299 - $3,247
Per week:$9,091 - $22,727
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 / 27

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 12

Bedrooms:4
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,429 - $2,072
Per week:$10,000 - $14,500
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
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$2,598 - $3,247
Per week:$18,182 - $22,727
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 / 40

Montego Bay Villa
6 Bedrooms / 7 Bathrooms / Sleeps 11

Bedrooms:6
Bathrooms:7
Sleeps:11
Type:Villa
Per night:$2,558 - $2,700
Per week:$17,900 - $18,900
Pets allowed:No
Internet:Yes

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 24

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$2,572 - $2,643
Per week:$18,000 - $18,500
Pets allowed:No
Internet:Yes

Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 30

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 13

“ 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
5 Bedrooms / 7 Bathrooms / Sleeps 10

“ 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

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 Villa
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$786 - $1,358
Per week:$5,500 - $9,500
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 / 29

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,715 - $2,465
Per week:$12,000 - $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, spa on site or nearby, golf available, beach club, private...

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1 / 1

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
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$500 - $1,843
Per week:$3,500 - $12,900
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 Villa
3 Bedrooms / 4 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$715

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$715 - $1,858
Per week:$5,000 - $13,000
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 Villa
1 Bedroom / 2 Bathrooms / 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 Villa
8 Bedrooms / 9 Bathrooms / Sleeps 16

Bedrooms:8
Bathrooms:9
Sleeps:16
Type:Villa
Per night:$2,598 - $5,195
Per week:$18,182 - $36,364
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 Villa
7 Bedrooms / 9 Bathrooms / Sleeps 14

Bedrooms:7
Bathrooms:9
Sleeps:14
Type:Villa
Per night:$3,215 - $3,500
Per week:$22,500 - $24,500
Pets allowed:No
Internet:Yes

EXTRAORDINARY NEW HALF MOON TENNIS & BEACH MEMBERSHIP FOR BELLE ABRI GUESTS! Five minutes from beaches and three world class golf courses: Half Moon, White Witch and Cinnamon Hill. Complimentary beach membership at Half Moon, five minutes down the hill. Full staff onsite including...

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Montego Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Villa
Per night:$4,643 - $4,786
Per week:$32,500 - $33,500
Pets allowed:No
Internet:Yes

Seven bedrooms (four bedroom main house and three bedroom cottage) and seven en suite bathrooms. Onsite staff includes butler, cook, housekeeper, laundress and gardeners. Round Hill Membership: Complimentary beach, fitness room, two connecting heated pools for parents and ...

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Montego Bay Jamaica Vacation Rentals - Villa
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Montego Bay Villa
6 Bedrooms / 6 Bathrooms / Sleeps 14

Bedrooms:6
Bathrooms:6
Sleeps:14
Type:Villa
Per night:$2,572 - $3,000
Per week:$18,000 - $21,000
Pets allowed:No
Internet:Yes

Six bedroom glamorous villa magnificently renovated in 2011. 10, 000 sq ft home on eight and a half acres overlooking breathtaking panorama of Caribbean Sea. Onsite staff includes a butler, cook, housekeeper, gardeners and a laundress. 45' diameter round pool with special section...

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1 / 52

Montego Bay Villa
6 Bedrooms / 14 Bathrooms / Sleeps 14

Bedrooms:6
Bathrooms:14
Sleeps:14
Type:Villa
Per night:$5,000
Per week:$35,000
Pets allowed:No
Internet:Yes

Gym: incliner trainer treadmill, double- sided half- cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, ...

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1 / 20

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$2,598 - $3,897
Per week:$18,182 - $27,273
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
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Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,559 - $3,897
Per week:$10,909 - $27,273
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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1 / 28

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:8
Sleeps:12
Type:Villa
Per night:$1,948 - $3,897
Per week:$13,636 - $27,273
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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1 / 40

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 11

Bedrooms:5
Bathrooms:6
Sleeps:11
Type:Villa
Per night:$1,948 - $3,247
Per week:$13,636 - $22,727
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 Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,448 - $3,897
Per week:$10,136 - $27,273
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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1 / 36

Montego Bay Villa
5 Bedrooms / 7 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Villa
Per night:$2,500 - $2,658
Per week:$17,500 - $18,600
Pets allowed:No
Internet:Yes

Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water...

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Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 10

Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Villa
Per night:$1,429 - $1,858
Per week:$10,000 - $13,000
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 Villa
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$1,572 - $2,500
Per week:$11,000 - $17,500
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 Villa
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$2,598 - $3,247
Per week:$18,182 - $22,727
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 / 29
Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$2,322 - $2,465
Per week:$16,250 - $17,250
Pets allowed:No
Internet:Yes

Remarkable 10, 000 square foot private villa on spectacular seven acre site in Great River Private gated community. An architectural gem with a 270- degree panorama. Second infinity- edge pool outside owners suite. Onsite staff includes an excellent butler, head chef, pastry...

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Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
Per night:$2,000
Per week:$14,000
Pets allowed:No
Internet:Yes

Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 34

Montego Bay Villa
3 Bedrooms / 4 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:4
Sleeps:6
Type:Villa
Per night:$1,429 - $1,923
Per week:$10,000 - $13,455
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 / 35

Montego Bay Villa
1 Bedroom / 2 Bathrooms / Sleeps 2

from

$500

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:2
Type:Villa
Per night:$500 - $929
Per week:$3,500 - $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. Guests are provided free overseas...

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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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Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Villa
Per night:$1,948 - $4,610
Per week:$13,637 - $32,273
Pets allowed:No
Internet:Yes

Brilliant views of the Caribbean Sea set the backdrop for the largest private villa at the world- famous Tryall Club. In honor of the top tier golfing and amenities present at Tryall Club, this prestigious Montego Bay destination has been ranked by Cond Nast as one of the best in...

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Montego Bay 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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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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