Montego Bay Vacation Rentals, Villas, & More

1-50 of 209 Montego Bay Rentals

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21
Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Villa
No rental rates available - please contact the owner
 
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 - 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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Bedrooms:7
Bathrooms:9
Sleeps:14
Type:Villa
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Today's Fairway Manor is a stylish multi- faceted 10, 000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 46

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$429

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Villa
Per night:$429 - $572
Per week:$3,000 - $4,000
Pets allowed:No
Internet:Yes

Star Apple House is a luxurious private villa, a comfortable retreat on a hill overlooking the Caribbean Sea and Montego Bay on the Jamaican north coast. The Villa comes fully staffed, ( Cook, housekeeper and a butler) We offer superior accommodation and service for up to 6 guests....

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Star Apple is a sublime, relaxing villa.. love it!

“ Excellent ”
January 23, 2015
I have stayed at Star Apple three times so far, it's a villa I hope to holiday in again (and again). From the minute you arrive and see the setting- lush tropical ondulating gardens, a lovely pool, fantastic sea views across Montego Bay- you will be smitten by this special place! The staff are charming, humble, accomodating people who tend to your every need. A pot of coffee arrives secretly on the terrace the minute you rise. Then effortlessly, you'll be told by Michael that breakfast is served on tbe spacious terrace, surrounded by lush tropical plants. A day relaxing by the pool, afternoon tea will be srved around 4pm. Then out comes the ice bucket as a G&T will be served as a sundowner as you laze on the comfy sunbeds as the sun sets on the horizon. Not far away is Roundhill if you fancy a day at their beach or an evening cocktail. Not far are interesting villages, lovely beaches, places to explore. It's nice to venture oit but nicer sill to return to Star Apple and be cocooned in this special villa. It's just lovely. It's a place you'll leave feeling totally chilled after a week or two in such a great place.
Ann Cunliffe, Manchester, England

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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 - 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 - 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 ”35 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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Happy New Year Jamaica !!!!!!!

“ Excellent ”
January 12, 2015
We had a blast !!! This was my first Christmas and New Year in Jamaica and Studio 401 had all the amenities we needed to feel right at home...It was quiet and cozy with a private balcony full of lush vegetation. There is also the perfect view of the sea and the Hip Strip. This condo is just the right fit for couples with easy access to restaurants, shops, clubs, and the beach a for romantic stroll. Please take time to visit the restaurant and pool up top at El Greco Resort . We did .... and had a ball! Enjoyed my stay and will return soon. As always Nuff Love and Respect. Dem Suga
Dana Dem-Suga Green, Houston, TX

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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 / 22

Montego Bay Villa
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$174

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Villa
Per night:$174 - $194
Per week:$1,214 - $1,357
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 - Guesthouse
1 / 8

Montego Bay Guesthouse
2 Bedrooms / 1 Bathroom / Sleeps 4

Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Guesthouse
No rental rates available - please contact the owner
 
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 - Home
1 / 21

Montego Bay Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:7
Sleeps:12
Type:Home
Per night:$3,247
Per week:$22,727
Pets allowed:No
Internet:Yes

Villa VL WTC offers 6 bedrooms, is located in the gated community of the Tryall Club and overlooks the golf course and the Caribbean Sea. Large and quite well decorated, this fine private home is distinguished by antiques, original art, and extraordinary comfort. The panoramic...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 35

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

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

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

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Montego Bay Jamaica Vacation Rentals - Home
1 / 29

Montego Bay Home
7 Bedrooms / 7 Bathrooms / Sleeps 14

Bedrooms:7
Bathrooms:7
Sleeps:14
Type:Home
Per night:$3,572 - $4,286
Per week:$25,000 - $30,000
Pets allowed:No
Internet:Yes

Sugar Hill is an elegant new island home perched atop a manicured 3- acre property overlooking the breathtaking Caribbean Sea and magnificent Tryall Club Resort. The one level floor plan allows views of the glittering turquoise sea and curvaceous coastline from every room. It is built...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 21

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 12

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$1,429 - $1,572
Per week:$10,000 - $11,000
Pets allowed:No
Internet:No

Endless Summer is one of the most spectacularSpring Farm villas. Located above the Half Moon Baygolf course, with spectacular views of the Caribbean Sea and the Jamaicannorth coast, Endless Summer is one of the most popular and desiredvillas in the Montego Bay area for weddings ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 17

Montego Bay Home
5 Bedrooms / 6 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$1,286 - $1,500
Per week:$9,000 - $10,500
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...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 19

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$2,858
Per week:$20,000
Pets allowed:No
Internet:No

Villa Stella, just recently completely renovated, offers breathtaking views of the Caribbean Sea and the Tryall Club estate from Copperwood Ridge. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with oversized swimming pool and...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 21

Montego Bay Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

Bedrooms:5
Bathrooms:3
Sleeps:10
Type:Home
Per night:$2,858 - $3,429
Per week:$20,000 - $24,000
Pets allowed:No
Internet:No

Someday Soon has recently undergone a major renovation and has reopened as a stunning new Premier villa. This secluded villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also conveniently located near Tryall's tennis courts and the Great...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 12

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:4
Sleeps:8
Type:Home
Per night:$1,572 - $1,729
Per week:$11,000 - $12,100
Pets allowed:No
Internet:No

Coo Yah is a deluxe four- bedroom villa located in the renowned Tryall Club on the west side of Montego Bay. Coo yah is Jamaican patois for Look here. And what you will find is a spectacular newly renovated (2009) villa overlooking the golf course and Caribbean Sea. The villa is architect...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 12

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

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

Sunrise is a lovely four bedroom, comfortably furnished, villa located beach front in Tryall Club. The villas splendid location looks out over a private beach and the clear- blue shallows of the Caribbean Sea to a snorkeling reef and the indigo waters beyond. Just across the lane...

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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 - $1,715
Per week:$11,000 - $12,000
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 / 14

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$1,286
Per week:$9,000
Pets allowed:No
Internet:No

Calabash at Tryall is a 3 bedroom house on the water, which provides guests with the unique opportunity of stepping off your lawn and into the inviting Caribbean Sea for swimming and snorkeling when the water is calm. It is also within walking distance of The Tryall Clubs beach and...

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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
Per week:$11,000
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
Per week:$4,000
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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Montego Bay Jamaica Vacation Rentals - Home
1 / 22

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
Per night:$2,858
Per week:$20,000
Pets allowed:No
Internet:No

Bougainvillea House completed in the Fall of 2007 is one of Tryall’ s newest villas which is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica’ s best known architects, it is built in classic Caribbean Georgian style but discreetly includes...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 20

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 1

Bedrooms:3
Bathrooms:3
Sleeps:1
Type:Home
Per night:$1,572
Per week:$11,000
Pets allowed:No
Internet:No

Eureka is a very special retreat nestled in a private and pretty location at the end of a cul- de- sac. It commands spectacular views of the sparkling blue Caribbean waters, rolling Hanover hills and the eighth fairway of Tryall Club’ s world- renowned golf course. A short...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 23

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
Per night:$2,858
Per week:$20,000
Pets allowed:No
Internet:No

Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending to 6, 000 square feet and occupying a quiet two- acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 28

Montego Bay Home
5 Bedrooms / 5 Bathrooms / Sleeps 1

Bedrooms:5
Bathrooms:5
Sleeps:1
Type:Home
Per night:$3,158
Per week:$22,100
Pets allowed:No
Internet:No

Completed in January of 2007, Trinity Villa is an ultra- luxurious paradise. The 4 acre estate is home to royal palms, numerous fruit trees, and indigenous flowers. Grand in luxury and in scale, Trinity is comprised of 13, 000 square feet of living space under the roof, and ...

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Montego Bay Jamaica Vacation Rentals - Home
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Montego Bay Home
6 Bedrooms / 7 Bathrooms / Sleeps 1

Bedrooms:6
Bathrooms:7
Sleeps:1
Type:Home
Per night:$4,286
Per week:$30,000
Pets allowed:No
Internet:Yes

A most serene and enchanting location, Viviana is located at Tryall Club on 6 landscaped acres. This beautiful villa offers the finest balance of sophisticated luxury and private comfort – elegant and cozy, majestic and inviting. From the entrance gardens trimmed with pink...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 9

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 1

Bedrooms:4
Bathrooms:4
Sleeps:1
Type:Home
Per night:$1,336
Per week:$9,350
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

Bedrooms:6
Bathrooms:6
Sleeps:12
Type:Home
Per night:$2,143 - $3,572
Per week:$15,000 - $25,000
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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Montego Bay Jamaica Vacation Rentals - Home
1 / 9

Montego Bay Home
3 Bedrooms / 0 Bathroom / Sleeps 6

Bedrooms:3
Sleeps:6
Type:Home
Per night:$1,179
Per week:$8,250
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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Montego Bay Jamaica Vacation Rentals - Home
1 / 31

Montego Bay Home
-1 Bedroom / 6 Bathrooms / Sleeps 2

Bedrooms:-1
Bathrooms:6
Sleeps:2
Type:Home
Per night:$1,393 - $1,572
Per week:$9,750 - $11,000
Pets allowed:No
Internet:No

Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west side of Montego Bay. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 18

Montego Bay Home
4 Bedrooms / 4 Bathrooms / Sleeps 1

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

Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy and personalized attention of villa living, and the amenities of the Tryall resort. With its spectacular views, lush gardens with waterfall, fountains and lily ponds, this ...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 34

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 1

Bedrooms:6
Bathrooms:6
Sleeps:1
Type:Home
Per night:$1,415 - $2,200
Per week:$9,900 - $15,400
Pets allowed:No
Internet:No

Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 9

Montego Bay Home
3 Bedrooms / 4 Bathrooms / Sleeps 1

Bedrooms:3
Bathrooms:4
Sleeps:1
Type:Home
Per night:$1,179
Per week:$8,250
Pets allowed:No
Internet:No

The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three bedroom hillside property located on the world’ s acclaimed Tryall Club resort. Serenity, perched on Copperwood Ridge, has astounding views of the Caribbean Sea and is...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 12

Montego Bay Home
3 Bedrooms / 3 Bathrooms / Sleeps 1

Bedrooms:3
Bathrooms:3
Sleeps:1
Type:Home
Per night:$1,572
Per week:$11,000
Pets allowed:No
Internet:No

Sunset is a three- bedroom beachfront villa located in Tryall Club . This beautiful villa sits on the edge of the Caribbean Sea with its own sand beach. Sunset is ideal for snorkeling enthusiasts, and for families with children who love to play in sea and sand. Breathtaking vistas...

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Montego Bay Jamaica Vacation Rentals - Home
1 / 18

Montego Bay Home
6 Bedrooms / 6 Bathrooms / Sleeps 1

from

$786

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:1
Type:Home
Per night:$786 - $1,215
Per week:$5,500 - $8,500
Pets allowed:No
Internet:No

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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Montego Bay Jamaica Vacation Rentals - Villa
1 / 21

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 14

Bedrooms:6
Bathrooms:8
Sleeps:14
Type:Villa
Per night:$1,559 - $3,247
Per week:$10,909 - $22,727
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 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 - $3,767
Per week:$11,818 - $26,364
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 / 30

Montego Bay Villa
5 Bedrooms / 6 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$643

/ night

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

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

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Montego Bay 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 - $2,598
Per week:$9,091 - $18,182
Pets allowed:No
Internet:Yes

Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7, 700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants. Additional ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 30

Montego Bay Villa
7 Bedrooms / 9 Bathrooms / Sleeps 16

Bedrooms:7
Bathrooms:9
Sleeps:16
Type:Villa
Per night:$1,010 - $2,915
Per week:$7,070 - $20,400
Pets allowed:No
Internet:Yes

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi- faceted 10, 000- square- foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18- hole Robert Trent Jones golf course and a dramatic ...

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Montego Bay Jamaica Vacation Rentals - Villa
1 / 28

Montego Bay Villa
6 Bedrooms / 8 Bathrooms / Sleeps 12

“ 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 / 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 / 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 - $1,429
Per week:$5,000 - $10,000
Pets allowed:No
Internet:Yes

Sunset is a charming three- bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all- day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across...

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Montego Bay 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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