Montego Bay Vacation Rentals, Villas, & More

1-50 of 297 Montego Bay Rentals

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Montego Bay Jamaica Vacation Rentals - Guesthouse
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 - 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 - 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 - 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 - 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 - 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
1 / 13

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$181

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$181 - $202
Per week:$1,261 - $1,410
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 - 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 / 26

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
1 / 23

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
1 / 30

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 Jamaica Vacation Rentals - Villa
1 / 40

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 / 30

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 13

“ Excellent ”2 Reviews

Bedrooms:5
Bathrooms:6
Sleeps:13
Type:Villa
Per night:$1,258 - $3,593
Per week:$8,800 - $25,150
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 / 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 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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Montego Bay Jamaica Vacation Rentals - Villa
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 Jamaica Vacation Rentals - Villa
1 / 34

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 Jamaica Vacation Rentals - Villa
1 / 36

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 Jamaica Vacation Rentals - Home
1 / 7

Montego Bay Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$1,143 - $1,486
Per week:$8,000 - $10,400
Pets allowed:No
Internet:No

Little Palm is a charming 2 bedroom villa, located on Tryall Resort and backing onto the 17th fairway of the famous Tryall golf course. The villa is located across the street from the ocean. The lovely setting of the swimming pool is the focal point of the villa as the rooms are ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 38

Montego Bay Home
10 Bedrooms / 8 Bathrooms / Sleeps 20

Bedrooms:10
Bathrooms:8
Sleeps:20
Type:Home
Per night:$2,858 - $6,072
Per week:$20,000 - $42,500
Pets allowed:No
Internet:No

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world- class architecture and design, breathtaking location, and exquisite accommodations and service. This villa is 6 miles west of Montego Bay on the North Coast Road. Located on ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 36

Montego Bay Home
8 Bedrooms / 8 Bathrooms / Sleeps 16

from

$850

/ night

Email Owner
Bedrooms:8
Bathrooms:8
Sleeps:16
Type:Home
Per night:$850 - $1,929
Per week:$5,950 - $13,500
Pets allowed:No
Internet:No

Spyglass Hill is a original plantation house located on 10 acres composed of beautiful expansive lawns and beautiful tropical gardens. This Jamaican Plantation house is large and spacious at 7, 000 sq feet with breathtaking oceanviews. The views from this villa are totally spectacular...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$2,143 - $4,286
Per week:$15,000 - $30,000
Pets allowed:No
Internet:No

Karma Bay is a unique fusion of Asia- Caribbean styles 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...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 14

Montego Bay Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$2,858 - $4,286
Per week:$20,000 - $30,000
Pets allowed:No
Internet:No

Rose Cottage, is a six- bedroom new villa to Tryall, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in the old traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 26

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,715 - $4,286
Per week:$12,000 - $30,000
Pets allowed:No
Internet:No

Mahogany Hillis a beautiful and elegantly designed five bedroom deluxe villa situated on 4 acres of land that overlooks the world famousTryall Golf Club, the ocean and Montego Bay in the distance. Ingenious architectural design combines Asia, Africa, and Caribbean influence to ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 15

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$1,072 - $1,643
Per week:$7,500 - $11,500
Pets allowed:No
Internet:No

Tee Time Villa, completed in the Fall of 2007, is located in a new upscale development, Caribbean Heights, above the historically famous Rose Hall Great House. The villa is our only property on the new, Ritz Carlton White Witch golf course. With 5 bedrooms and 5 1/2 bathrooms...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 20

Montego Bay Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$1,336 - $1,737
Per week:$9,350 - $12,155
Pets allowed:No
Internet:No

Eve Song offers magnificent views of Tryall Club’ s golf course and the ocean beyond. Eve Song, with its elegant furnishings, parquet wood floors and large French doors, conveys a feeling of Old World charm. Spacious living areas on the lower level, and the large outdoor...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 19

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$2,143 - $2,858
Per week:$15,000 - $20,000
Pets allowed:No
Internet:No

Little Hill - was built in 1959 by an architect Robert Hartley. It was the first villa to be built at The Tryall Club in the Classic West Indies style around a circular 30 foot diameter swimming pool with extensive covered terraces throughout. Little Hill overlooks the Tryall Club's...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 8

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,336 - $1,737
Per week:$9,350 - $12,155
Pets allowed:No
Internet:No

Reef House is a delightful 4- bedroom seaside villa located in the prestigious Tryall Club. You approach the villa over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,572 - $2,279
Per week:$11,000 - $15,950
Pets allowed:No
Internet:No

Bumper’ s Nest is an elegantly designed 13, 000 sq foot, deluxe three bedroom villa sitting on three acres of magnificent land over looking the Caribbean Sea. The well manicured lawns of the Tryall Club's golf course and the green mountains of Jamaica are part of this magnificent...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 27

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,143 - $1,858
Per week:$8,000 - $13,000
Pets allowed:No
Internet:No

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

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Montego Bay Jamaica Vacation Rentals - Home
1 / 11

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,572 - $2,043
Per week:$11,000 - $14,300
Pets allowed:No
Internet:No

Vista Del Mar - is a beautiful 4 bedroom villa in the exclusive Tryall Club; however, the owners' suite is not available for rent, so the villa rents as a 3 bedroom house. An alley of Royal Palms leads up to Vista Del Mar, located at the top of a hill. Aptly named, this luxurious...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 13

Montego Bay Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$572

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$572 - $700
Per week:$4,000 - $4,900
Pets allowed:No
Internet:No

La Casita Villa is one of the most recent additions to the Spring Farm luxury properties. This intimate 2- bedroom villa is the perfect choice for small groups or families who want the finest in accommodations and service. La Casita delivers the level of comfort and amenities usually...

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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:$1,623 - $5,071
Per week:$11,364 - $35,500
Pets allowed:No
Internet:Yes

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

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Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Villa
Per night:$2,597 - $5,194
Per week:$18,182 - $36,364
Pets allowed:No
Internet:No

Twin Palms villa resembles a Romanesque palace overlooking a fairy tale garden. The villa is fronted by seven connecting pools of varying depths that flow ingeniously from one to the next. The children’s pool is shallow, the adults’ long and deep, while the whirlpools bubble....

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

Montego Bay Villa
7 Bedrooms / 7 Bathrooms / Sleeps 12

“ Excellent ”4 Reviews

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

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

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

Montego Bay Villa
6 Bedrooms / 9 Bathrooms / Sleeps 12

“ Excellent ”2 Reviews

Bedrooms:6
Bathrooms:9
Sleeps:12
Type:Villa
Per night:$1,948 - $3,896
Per week:$13,637 - $27,273
Pets allowed:No
Internet:Yes

Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously...

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Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Villa
Per night:$1,298 - $3,896
Per week:$9,091 - $27,273
Pets allowed:No
Internet:No

Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise....

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Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Villa
Per night:$1,428 - $4,290
Per week:$10,000 - $30,030
Pets allowed:No
Internet:Yes

Located high above the renowned Tryall Golf Course, Anticipation is an ideal spot for a Jamaican golf getaway. With a 180 degree panoramic view of the sea and the championship eighteen hole course, this villa is arguably one of the top leisure spots at Tryall Club. Tryall Club itself...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20

Montego Bay Villa
5 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”5 Reviews

Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Villa
Per night:$1,285 - $3,000
Per week:$9,000 - $21,000
Pets allowed:No
Internet:Yes

Newly- built Allamanda Villa is one of our most family- friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully- staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 10
Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Villa
Per night:$935 - $4,285
Per week:$6,546 - $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 / 11
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,558 - $3,928
Per week:$10,910 - $27,500
Pets allowed:No
Internet:Yes

Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfers paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will...

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Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,428 - $3,571
Per week:$10,000 - $25,000
Pets allowed:No
Internet:Yes

Built on one of the prime sites at Tryall Club, Overlook villa is a golfer’s paradise designed with 180 degree views of the golf course and Caribbean Sea—from indoors, to its pool deck and one hundred foot long verandah. While providing a setting of classic elegance, Overlook...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 25

Montego Bay Villa
4 Bedrooms / 5 Bathrooms / Sleeps 8

“ Excellent ”1 Review

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Villa
Per night:$1,214 - $2,607
Per week:$8,500 - $18,250
Pets allowed:No
Internet:Yes

The striking view of the lush green mountainside and deep blue Caribbean Sea from the cliff side infinity swimming pool at Destiny Villa helps this luxury destination in Montego Bay earn its sterling name. The pristine decor and well chosen viewing angles instill guests with the feeling...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 20

Montego Bay Home
5 Bedrooms / 7 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$485

/ night

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

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

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,215 - $2,286
Per week:$8,500 - $16,000
Pets allowed:No
Internet:Yes

Hammerstein Highland House Villa sits high in the hillswith breathtaking views of Montego Bay. This six- bedroom luxury villa, only 20 minutes from the Montego Bay airport, presents you with a grandtropical retreat featuring private indoor and outdoor living areas, extraordinary...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 20
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Villa
Per night:$1,558 - $3,896
Per week:$10,910 - $27,273
Pets allowed:No
Internet:No

Bougainvillea House is a stately destination located right atop the inviting Caribbean Sea. The villa is located at the world renown Tryall Golf Course and Club, which has been rated by Condé Nast as one of the top places to visit around the globe. As you step outside at Bougainvillea...

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