We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Montego Bay, Jamaica

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
All 483 Rentals in Montego Bay
loading...
Sort by
From
$1,000
Per Night
View Details
1 / 28
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 12
Booking
Details Reviews (11) Make Inquiry
From
$75
Per Night
View Details
1 / 13
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (1) Make Inquiry
From
$99
Per Night
View Details
1 / 31
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
From
$4,200
Per Week
View Details
1 / 24
Payment Protection
5 Bedrooms, 15 Bathrooms, Sleeps 10
Details Reviews (2) Make Inquiry
Amenities & Details
  • Grill
  • Gym
  • Dishwasher
  • Stove
  • Refrigerator
  • Washer
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Datura Villa is a five bedroom, fully staffed, private vacation destination that is located just seven miles from the Montego Bay airport in the town of Reading. The villa sits 500 feet above sea level, on nine private acres, and affords spectacular views of Montego Bay and its islands. Originally... View all property information
Make Inquiry
5 of 5 stars Reviewed January 11, 2015
We stayed at Datura Villa for a whole week this past December and I have been day dreaming about returning ever since. There were 3 couples total and one brought their college age...
5 of 5 stars Reviewed October 31, 2014
A friend invited me to spend a couple of days in Jamaica at Datura Villa last month, and I can't say enough about this beautiful property and the wonderful staff running the show...
See all reviews
From
$76
Per Night
View Details
1 / 15
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Stereo System
  • Microwave
  • Balcony
  • Wi-Fi
  • Washer
  • Stove
  • TV
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Apartment comprises 2 double bedrooms both with double beds. Lounge/dinning room comprise sofa, TV with dinning table and chairs. Now with WiFi The kitchen is fully working with cooker, fridge and Microwave. utility room washing machine and fridge freezer. We have full running HOT water via an... View all property information
Make Inquiry
5 of 5 stars Reviewed April 28, 2013
My parents are originally from Jamaica, but I hadn't been to Montego Bay until I stayed at Joe's beautiful rental property this year. We were greeted by Wilbert upon arrival, the...
5 of 5 stars Reviewed April 6, 2013
My stay at westgate hills was truly a home away from home, on arrival at the property I was greeted by the caretaker wilbert one of the nicest people you will ever meet the...
See all reviews
From
$17,250
Per Week
View Details
1 / 29
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Satellite TV
  • Stereo System
  • Guest Count
  • TV
  • Air Conditioning
  • # Of Bathrooms
  • Internet Access
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
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 chef, housekeepers,... View all property information
Make Inquiry
From
$11,800
Per Week
View Details
1 / 26
Payment Protection
Ironshore
6 Bedrooms, 6 Bathrooms, Sleeps 12
Booking
Details Reviews (1) Make Inquiry
Amenities & Details
  • Safe
  • Washer
  • Microwave
  • Parking
  • Stove
  • TV
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Dreamtime is a contemporary luxury villa Jamaica with an enviable beachfront location. The Jamaica villa has 6 beautiful bedrooms and 6.5 bathrooms. Located in the picturesque Montego Bay area, at a 12 minutes' drive from Montego Bay Airport, this is one of the newest villa rentals in Jamaica. The... View all property information
Make Inquiry
5 of 5 stars Reviewed December 22, 2014
Dreamtime is so appropriately named because that is what it is- a dream come true! The location is great- minutes from the airport, and on a private piece of beach. The house is...
See all reviews
From
$115
Per Night
View Details
1 / 24
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Refrigerator
  • Guest Count
  • Number Of Bedrooms
  • Ocean Views
  • Shared Yard
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With its exquisite landscape garden, beautiful sea views, own private swimming pool, 24 hour security and other facilities. We have created an environment where you will have all... View all property information
Make Inquiry
From
$928
Per Night
View Details
1 / 18
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (8) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Grill
  • Number Of Bedrooms
  • Guest Count
  • Satellite TV
  • Books
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world-class golf courses, you will have no shortage of options during your stay. This five acre playground is lush with... View all property information
Make Inquiry
5 of 5 stars Reviewed March 28, 2013
We are in the final days of a week stay at Nutmeg South Jamaica, and are so impressed with the facility, I feel compelled to pass along this recommendation now, rather than risk...
See all reviews
From
$4,920
Per Night
View Details
1 / 40
Payment Protection
10 Bedrooms, 6 Bathrooms, Sleeps 20
Details Make Inquiry
Amenities & Details
  • Microwave
  • Guest Count
  • Linens Provided
  • Number Of Bedrooms
  • Telephone
  • Double Beds:(10)
  • Shared Outdoor Pool...
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site,... View all property information
Make Inquiry
Get the List
From
$2,470
Per Night
View Details
1 / 37
Payment Protection
Rose Hall
7 Bedrooms, 9 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • # Of Bathrooms
  • Guest Count
  • Double Beds:(7)
  • Telephone
  • Single Beds:(2)
  • Number Of Bedrooms
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Completed in 2006, Belle Abri (''beautiful sanctuary'') is a large home overlooking the Half Moon golf course, Ritz Carlton, and the vast panorama of Caribbean Sea. The architecture is impressive and the views are breathtaking. A deluxe home, it offers 12,000 square feet and seven bedrooms as... View all property information
Make Inquiry
From
$700
Per Night
View Details
1 / 23
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Stove
  • Grill
  • Playground
  • Washer
  • Ceiling Fans
  • DVD Player
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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 ambience of Jamaica with... View all property information
Make Inquiry
From
$2,320
Per Night
View Details
1 / 31
Payment Protection
Hopewell
6 Bedrooms, 7 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Guest Count
  • Telephone
  • Microwave
  • # Of Bathrooms
  • Hot Tub
  • Number Of Bedrooms
  • Double Beds:(6)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Rose Cottage, a six-bedroom villa, 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 by Asia, Jamaica and... View all property information
Make Inquiry
From
$3,429
Per Night
View Details
1 / 22
Payment Protection
Hopewell
7 Bedrooms, 9 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • Hot Tub
  • Gym
  • Refrigerator
  • DVD Player
  • Grill
  • TV
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SUGAR HILL is a gorgeous 7-bedroom island home privately perched atop a lush 3-acre property, overlooking the glittering Caribbean Sea and The Tryall Club. The 4- bedroom Main Villa, and 3- bedroom Guest House are rented together and provide a luxurious, yet relaxed setting for getaways with... View all property information
Make Inquiry
From
$1,883
Per Night
View Details
1 / 40
10 Bedrooms, 6 Bathrooms, Sleeps 20
Details Reviews (1) Make Inquiry
Amenities & Details
  • Safe
  • Patio
  • DVD Player
  • Washer
  • Stereo System
  • Microwave
  • VCR
  • Fax
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site,... View all property information
Make Inquiry
From
$378
Per Night
View Details
1 / 11
Payment Protection
Hopewell
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Parking
  • DVD Player
  • Grill
  • Stereo System
  • Washer
  • TV
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal... View all property information
Make Inquiry
From
$77
Per Night
View Details
1 / 26
Payment Protection
7 Bedrooms, 8 Bathrooms, Sleeps 16
Booking
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Villa Roma is perched in the hills of ironshore overlooking the area, the rooms are spacious and fully equipped, the bathroom has glass shower enclosure, and a very nice open kitchen/bar area that has quite a unique design that is in the open. Villa Roma is 15 minutes from the Airport, 5 minutes... View all property information
Make Inquiry
From
$75
Per Night
View Details
1 / 9
Payment Protection
7 Bedrooms, 8 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • Refrigerator
  • Stove
  • Grill
  • Microwave
  • Patio
  • Dishwasher
  • Dryer
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This is a very comfortable Villa, located immediately behind the Coral Gardens Police Station, it has 7 bedroom, 7 bathroom , open kitchen fully equipped with the necessary amenities , located within 15 minutes from the airport, 5 minutes walk to the world famous Scotchies Jerk Center next door.... View all property information
Make Inquiry
From
$100
Per Night
View Details
1 / 14
Payment Protection
7 Bedrooms, 11 Bathrooms, Sleeps 16
Booking
Details Make Inquiry
Amenities & Details
  • Garage
  • Patio
  • Hot Tub
  • Refrigerator
  • Dishwasher
  • Dryer
  • TV
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by... View all property information
Make Inquiry
From
$2,142
Per Night
View Details
1 / 23
9 Bedrooms, 9 Bathrooms, Sleeps 18
Details Make Inquiry
Amenities & Details
  • Internet Access
  • DVD Player
  • TV
  • Dishwasher
  • Satellite TV
  • Toaster
  • Outdoor Dining Area
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, LDor VDor is a haven waiting to be discovered The largest villa on the property; it has great flexibility to meet the needs of the most discriminating adult or large... View all property information
Make Inquiry
From
$950
Per Week
View Details
1 / 16
Payment Protection
5 Bedrooms, 6 Bathrooms, Sleeps 10
Booking
Details Make Inquiry
Amenities & Details
  • Washer
  • Refrigerator
  • Safe
  • Deck
  • Dishwasher
  • Ceiling Fans
  • Patio
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
About this property
Hatfield South Villa is located along the beautiful coastline of Montego Bay in Jamaica and offers guests an outdoor swimming pool, tropical gardens, sea views . The spacious, air-conditioned rooms at this property feature attractive décor. View all property information
Make Inquiry
From
$65
Per Night
View Details
1 / 9
Payment Protection
Studio, 1 Bathroom, Sleeps 2
Booking
Details Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Porch
  • Refrigerator
  • Garage
  • Air Conditioning
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Welcome to the Irie Inn! A truly incredible value in the best location possible for those who want to be in Montego Bay's premier tourist area 'The Hip Strip'. We are stumbling distance from Jimmy Buffett's Margaritaville, a walk across the road from the beach, and we sell discount tours on site... View all property information
Make Inquiry
From
$943
Per Night
View Details
1 / 5
Payment Protection
Sandy Bay
6 Bedrooms, 6 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and marble bathrooms. All six... View all property information
Make Inquiry
From
$130
Per Night
View Details
1 / 11
Payment Protection
Studio, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Deck
  • VCR
  • Stove
  • Microwave
  • TV
  • Refrigerator
  • Grill
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from world–famous Doctor's Cave Beach. Guests can lounge by the unique roof top pool and take in the magnificent views. View all property information
Make Inquiry
From
$7,070
Per Week
View Details
1 / 30
7 Bedrooms, 9 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • Private Outdoor...
  • Internet Access
  • Air Conditioning
  • Shared Outdoor Pool...
  • Guest Count
  • Hot Tub
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
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 panorama of the Caribbean... View all property information
Make Inquiry
From
$75
Per Night
View Details
1 / 28
Payment Protection
3 Bedrooms, 14 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Secure Parking
  • Terrace
  • Refrigerator
  • Balcony
  • Local Guides/Maps
  • Ocean Views
  • Stove
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
About this property
Chateau Margarita is quite a unique Villa consisting of 18 rooms with two separate buildings. The reception area boast a very nice restaurant, bar & swimming pool. The second building is off the road with a swimming pool and beautiful gardens. All the rooms are rented separately on a per night... View all property information
Make Inquiry
From
$88
Per Night
View Details
1 / 30
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This lovely 1 Bedroom apartment is located on the Sea Castles Complex and is fully furnished with the necessary amenities, the property boast a very Large swimming pool, Tennis Court, Jogging Trail, Pool Side Bar and Grill, private beach with restaurant and Bar, Every Sundays wind surfing takes... View all property information
Make Inquiry
From
$900
Per Night
View Details
1 / 20
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Double Beds:(4)
  • Number Of Bedrooms
  • # Of Bathrooms
  • Telephone
  • Microwave
  • Guest Count
  • Dishwasher
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Paradise Plum Villa is a magnificent, luxury villa Jamaica located in Caribbean Heights, a private gated community, adjacent to the beautiful White Witch Golf Course and only 14 minutes away from the Montego Bay Airport. Caribbean Heights offers a 24/7 guard for the gated community. This luxurious... View all property information
Make Inquiry
From
$1,240
Per Night
View Details
1 / 25
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Double Beds:(5)
  • Microwave
  • Single Beds:(4)
  • Linens Provided
  • Dishwasher
  • Grill
  • Hot Tub
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent a massive whole house renovation. The villa is located just five minutes from three world-class golf courses, upscale boutiques, shops, bars, restaurants and beaches.  Included in the rental rate of... View all property information
Make Inquiry
From
$1,163
Per Night
View Details
1 / 14
Hopewell
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Internet Access
  • Balcony
  • Number Of Bedrooms
  • Books
  • # Of Bathrooms
  • Guest Count
  • Shared Yard
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Featuring Round Hill's typical cottage style, laid back and open veranda, is a great example how Round Hill started out in 1953! A two bedroom villa without pool, this cottage is just a stroll away from our main swimming pool and our private beach. Bedding in suite bedrooms can either be a king... View all property information
Make Inquiry
From
$935
Per Night
View Details
1 / 24
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Single Beds:(2)
  • Grill
  • Air Conditioning
  • Guest Count
  • Double Beds:(4)
  • Telephone
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Cielo is located on Barnes Hill at the deluxe Tryall Resort. It commands spectacular views of the nearby golf course and Caribbean Sea. The interiors are elegant yet casual. The spacious living room opens to a comfortably furnished verandah.  All of the bedrooms have en-suite baths but only three... View all property information
Make Inquiry
From
$1,240
Per Night
View Details
1 / 5
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Grill
  • Single Beds:(2)
  • Double Beds:(4)
  • Guest Count
  • Number Of Bedrooms
  • Linens Provided
  • Telephone
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room... View all property information
Make Inquiry
From
$2,035
Per Night
View Details
1 / 27
Payment Protection
Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Microwave
  • Linens Provided
  • Double Beds:(5)
  • Telephone
  • Hot Tub
  • Guest Count
  • Dishwasher
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished—some traditional, some eclectic—with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity... View all property information
Make Inquiry
From
$1,080
Per Night
View Details
1 / 30
Payment Protection
Hopewell
3 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Inquiry
Amenities & Details
  • Telephone
  • Hot Tub
  • Air Conditioning
  • Dishwasher
  • Microwave
  • Guest Count
  • Single Beds:(2)
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 nearby Great River while the west view provides an equally lovely view toward... View all property information
Make Inquiry
From
$9,750
Per Week
View Details
1 / 25
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Stereo System
  • Safe
  • Internet Access
  • Waterfront
  • Satellite TV
  • Outdoor Dining Area
  • Hot Tub
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Villa VL SRB is a 4-bedroom private home on a jewel-like location by the sea. VL SRB is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre, 8 miles west of Montego Bay. Complimentary Round Hill and Tryall Beach Club... View all property information
Make Inquiry
From
$935
Per Night
View Details
1 / 17
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Grill
  • Microwave
  • Telephone
  • Number Of Bedrooms
  • Double Beds:(4)
  • Linens Provided
  • Shared Outdoor Pool...
  • Single Beds:(6)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Coral Cove Cottage is a wonderful property located in the exclusive Fortlands Road section of Discovery Bay. This 3 bedrooms cottage has living room (12 x 14), dining room (10 x 14), and an open, covered patio looking out to the bay. The Coral Cove interior is comfortably furnished. The villa comes... View all property information
Make Inquiry
From
$2,195
Per Night
View Details
1 / 29
Payment Protection
Rose Hall
7 Bedrooms, 7 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Gym
  • Linens Provided
  • Deck
  • Sauna
  • Balcony
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 the green... View all property information
Make Inquiry
From
$2,035
Per Night
View Details
1 / 14
Payment Protection
Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Gym
  • Telephone
  • # Of Bathrooms
  • Air Conditioning
  • Hot Tub
  • Guest Count
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Villa Lolita is Tryall's newest and most fabulously equipped luxury villa! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008 on four lush acres.  The home offers exceptional and breathtaking views of the Caribbean. A vacation at Villa Lolita ushers you... View all property information
Make Inquiry
From
$925
Per Night
View Details
1 / 28
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Single Beds:(2)
  • Microwave
  • Guest Count
  • Grill
  • Dishwasher
  • Number Of Bedrooms
  • Linens Provided
  • Double Beds:(4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities,... View all property information
Make Inquiry
From
$4,000
Per Week
View Details
1 / 13
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Water Views
  • Ceiling Fans
  • Safe
  • Microwave
  • Fax
  • Stereo System
  • VCR
  • Shared Outdoor Pool...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 found only in... View all property information
Make Inquiry
From
$86
Per Night
View Details
1 / 5
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Washer
  • Patio
  • Garage
  • Dryer
  • Refrigerator
  • TV
  • Stove
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • Smoking allowed
  • Elder access
About this property
Pink Hibiscus is situated in the suburbs of Montego Bay and this villa is an adorable tropical pink, shining the warm colors of the exquisite Hibiscus flower. The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With is exquisite... View all property information
Make Inquiry
From
$1,535
Per Night
View Details
1 / 50
Payment Protection
Rose Hall
7 Bedrooms, 8 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Guest Count
  • Single Beds:(8)
  • Double Beds:(7)
  • Number Of Bedrooms
  • Grill
  • Air Conditioning
  • Telephone
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is... View all property information
Make Inquiry
From
$2,785
Per Night
View Details
1 / 28
Payment Protection
Hopewell
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Stove
  • Number Of Bedrooms
  • Guest Count
  • Microwave
  • Telephone
  • Single Beds:(2)
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service. Nestled over 350 feet above sea level on seven acres of tropical splendor, the seven bedroom villa enjoys inspirational panoramic... View all property information
Make Inquiry
From
$850
Per Night
View Details
1 / 17
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • Telephone
  • Microwave
  • Linens Provided
  • Double Beds:(3)
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Pinnacle is a superior villa set on Copperwood Ridge at the Tryall Resort with views over the golf course and out to the Caribbean Sea. The interiors are tastefully designed with gleaming parquet wood floors and rattan furnishings. The living room opens to an outdoor covered dining verandah.... View all property information
Make Inquiry
From
$485
Per Night
View Details
1 / 20
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Reviews (1) Make Inquiry
Amenities & Details
  • DVD Player
  • Fireplace
  • TV
  • Gym
  • Dishwasher
  • Washer
  • Patio
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 feel personal and... View all property information
Make Inquiry
4 of 5 stars Reviewed July 2, 2011
Amazing view from any area of this property. Large house with many full bathrooms and an onsite staff of cooks, house and ground keepers. Excellent pool and hot tub, fruit trees...
See all reviews
From
$930
Per Night
View Details
1 / 37
Payment Protection
Hopewell
6 Bedrooms, 6 Bathrooms, Sleeps 13
Details Make Inquiry
Amenities & Details
  • Grill
  • Number Of Bedrooms
  • Guest Count
  • Linens Provided
  • Air Conditioning
  • Double Beds:(6)
  • Single Beds:(1)
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located seven miles West of Montego Bay, Jamaica this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five sunny acres of landscaped grounds adorned by an abundance of palm trees,... View all property information
Make Inquiry
From
$1,060
Per Night
View Details
1 / 15
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Double Beds:(6)
  • Hot Tub
  • # Of Bathrooms
  • Air Conditioning
  • Telephone
  • Microwave
  • Single Beds:(8)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. The villa is very spacious and beautiful. Pavilion is a fabulous spacious, grassy lawn property for families. Not... View all property information
Make Inquiry
From
$770
Per Night
View Details
1 / 29
Payment Protection
Hopewell
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Hot Tub
  • Dishwasher
  • # Of Bathrooms
  • Telephone
  • Microwave
  • Air Conditioning
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture... View all property information
Make Inquiry
From
$935
Per Night
View Details
1 / 6
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • # Of Bathrooms
  • Linens Provided
  • Dishwasher
  • Double Beds:(3)
  • Guest Count
  • Number Of Bedrooms
  • Telephone
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally decorated and offers the Old World charm of Jamaica. Located on three acres of land, entrance is via a central atrium complete with a fountain in the shape of... View all property information
Make Inquiry
From
$1,298
Per Night
View Details
1 / 14
5 Bedrooms, 6 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Shared Outdoor Pool...
  • Number Of Bedrooms
  • Ceiling Fans
  • TV
  • DVD Player
  • Guest Count
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
Make Inquiry
Go to map view
Book Online(230)
Use filters to find the best results!

Suitability

  • Wheelchair access (70)
  • Elder access (73)
  • Suitable for children (34)
  • Pet friendly (9)
  • Smoking allowed (21)

Amenities

  • Air Conditioning (357)
  • Internet (336)
  • Other outdoor space (282)
  • Parking (201)
  • Garden or Yard (194)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities

More Romance destinations:

More Beach destinations:

More Caribbean & Mexico destinations:

Filter search results by:
Book Online(230)

Suitability

  • Wheelchair access (70)
  • Elder access (73)
  • Suitable for children (34)
  • Pet friendly (9)
  • Smoking allowed (21)

Amenities

  • Air Conditioning (357)
  • Internet (336)
  • Other outdoor space (282)
  • Parking (201)
  • Garden or Yard (194)
  • View all amenities