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Saint James Parish Villas

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    C$1,651 Average
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    Travellers to Saint James Parish are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    308 Matching Rentals in Saint James ParishView all 604 rentals
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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Chateau De La Rose Safari Room1 / 19
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Basileia Palace - Catering and Accommodations1 / 22
    (1)Excellent
    10 Bedrooms, 11 Bathrooms, Sleeps 27 Quick View
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    Pleasant View Villa1 / 31
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Washer
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Montego Bay, Saint James Parish READING PO
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    The Wharf House - Old World Charm By The Sea1 / 20
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2018
    We are a family with three generations who regularly travel together. In the last three years, we've been to Vietnam, Mexico, Italy, and England. We always pick villas...
    Reviewed January 18, 2017
    To try and put a place and experience like The Wharf House into words is challenging because no matter how eloquent my words are they will fall short in capturing the beauty...
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    About this property
    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a large saltwater inlet of the Caribbean Sea which is part of the Montego Bay Marine Park. For several decades, The Wharf House has also been - and remains until today - one of the...
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    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Celebrity Villa Jamaica1 / 43
    (13)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 9, 2018
    Great food from staf (Mikey). Always helpful (Jason) They made us felft very welcome from start to finish. I cant express how much fun we had. Pool very clean. Felt secure and...
    Reviewed December 6, 2017
    Beautiful, comfortable Villa. I had my 60th birthday party for around 32 gyuest. 14 of us stayed at the villa for 2 nights, we had the best care and treatment from the staff...
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    About this property
    Come to Celebrity Villa Jamaica where the luxurious accommodations and impeccable service are fit for a STAR celebrity! The beautiful mansion is a NEW CONSTRUCTION 6,000 sq ft 7 BR/ 7 BA plush estate home nestled on an ocean view mountain in the prestigious Iron Shore resort community in Montego...
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    Montego Bay, Saint James Parish N A
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Paradise Palms Jamaica Villa Montego Bay1 / 31
    (72)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 9, 2018
    First, make sure the owner gives you the exact address to the house, as what is supplied in your agreement is NOT the address. Customs will ask you for the specific name and...
    Reviewed August 12, 2017
    After staying at this property before, I decided to take my family along this trip and they loved every bit of it. Paradise was large enough to fit everyone and it still felt...
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    About this property
    Paradise Palms Jamaica Villa is a Self Catering Vacation Rental accommodation which provides a great holiday experience in a quiet, residential area approximately 10 minutes from Montego Bay Airport and 7 minutes drive away from the main shopping centers, cinemas,restaurants and the famous Mobay...
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    Montego Bay, Saint James Parish MOBAY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (26)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2018
    What a magical stay! The staff was nothing short of perfect; from greeting us with complementary smoothies, to doing our laundry and fixing us the perfect meals. The resort is...
    Reviewed July 25, 2018
    We had an amazing time at Sea Island Villa, the property was immaculate and the Staff was extremely gracious. I highly recommend this Villa you will definitely be happy to add...
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    About this property
    GORGEOUS 6 BEDROOM, 6 ACRES WITH LARGE POOL AND TENNIS COURT. TYALL MEMBERSHIP. Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation. There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre site with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificant setting for this...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hatfield South Villa1 / 13
    (3)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Porch
    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 19, 2017
    We had 10+ in our party to celebrate my 60th Birthday at the Villa. We had an amazing time there, Beres was very helpful and would often run small errands for us. Rooms are...
    Reviewed August 24, 2015
    Great location! Beautiful view and very helpful staff. Stayed there for a few days with a group of friends. Plenty of room, a walk away from shops restaurants and bars. Also...
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    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 and sea views . This is a spacious newly renovated Villa with en-suite bathrooms in every room, a rooftop terrace and beautiful balcony views. You...
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    Location Information
    Montego Bay, Saint James Parish 87666
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Grill
    • Hot Tub
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Pavilion Villa1 / 15
    (6)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Hot Tub
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2018
    Traveled with my dad, sister, husband and son. We were greeted at the airport by our driver Mr Morris. He provided us with refreshments to enjoy on the ride to paradise...
    Reviewed November 23, 2017
    This was our second stay at Pavilion and it just keeps getting better. The setting is amazing, the staff excellent, and accommodations are top notch. We were here with a large...
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    About this property
    Situated on 4 acres above Jamaica's 400-acre Half Moon champion golf course and a mere 5 minutes from the new Ritz Carlton and the Rose Hall Resort & Country Club of Montego Bay is where you will find The Pavilion, the deluxe 5 bedroom, 5 1/2 bathroom Jamaican villa that is fully staffed with a...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well-manicured lawn, walking paths and a garden...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Enchanted Villas  For the holiday of a life Time1 / 18
    (3)Excellent
    10 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 23, 2018
    Bruce and I have visited Jamaica 2 years in a row. We have fell in love. Omar, Shelia and Mr. Murant have become family. They make our stay excellent, home away from home...
    Reviewed June 20, 2018
    Enchanted Villas offers the traveller looking for the Jamaican experience a chance to enjoy themselves. Located minutes from the airport and one of the main shopping areas in...
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    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
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    Ironshore, Montego Bay XXXXXX
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 18
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    Casa Marina on the Bay/Beach1 / 33
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Waterfront
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming one bedrooms studio vacation villa. We are in the middle of it all. -We are directly on the bay and across the road from the beach (sit on the bay and watch the cruise ship doc across the bay) -We are next door to the Montego Bay Yacht Club (good food and entertainment) -Across the road...
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    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Windfall Villas... FREE TRANSPORTATION !1 / 32
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2016
    So, we knew they had an Airport pick-up; but the minivan would have been too small. I rented a 12 seat minivan and took the 20 minute drive to the location. Mel, the host, was...
    Reviewed April 22, 2016
    We recently took a family trip with 2 small children and absolutely loved this location and the accommodations. The owner, Mel was available and at our disposable, we actually...
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    About this property
    Hello I'm Mel, Thank you for looking at Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety is first, It also has to be cost friendly….within your budget. With that in mind lets talk about what you get. Free transportation to A...
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    Montego Bay, Saint James Parish WINDFALL VILLAS
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Nutmeg South1 / 22
    (8)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Terrace
    • Housekeeping Included
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    About this property
    Take in ocean views from your own tropical estate at Nutmeg South. Set on a rise above the water near Montego Bay, this luxury Jamaica vacation rental has five lush acres, an expansive and elegant six-bedroom house, and an attentive full staff. Spend a blissful island holiday with up to a dozen...
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    Rose Hall, Montego Bay JDWD14
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sunshine Lodge: Your home away from home1 / 43
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • Washer
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2017
    First things first, the location is very close to many tourist attractions which was great especially because my best friend and I rented a car so we didn't have to drive to far...
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    About this property
    Beautiful hillside villa overlooking the crystal blue waters of the Caribbean Sea and the town of Greenwood. Very spacious throughout, with high ceilings and an open architecture. When the gentle Jamaican breeze is not enough, the air conditioners will be. Large bedrooms with built-in closets and...
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    Location Information
    Saint James Parish, Jamaica GREENWOOD
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautifully luxurious villa marvelous view over looking the ocean. This spacious well furnish villa has all the amenities you need to fully enjoy your vacation. . This is a 5 bed room villa with 4 bathrooms,master bed room consist of a king bed, 48 inch TV, small refrigerator, king size bedding...
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    Location Information
    Montego Bay, Saint James Parish 87666
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Housekeeping Included
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An exclusively elegant villa, surrounded by lush, green, beautifully manicured gardens with spectacular breathtaking views of the Caribbean Sea. Features spacious and tastefully decorated suites, private balcony, outdoor infinity pool, outdoor hot tub, pool deck bar and traditional or gourmet...
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    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    *PLEASE ENQUIRE FOR SPECIAL RATES* 5 Bedroom Fully Staffed Villa with Ocean View1 / 26
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Allamanda Villa Jamaica, a beautiful new 8000 square foot contemporary 5 bedroom villa located on a hill side close to Roundhill on the east side of Montego Bay. Allamanda comes with one of the best chefs on the island and has stunning views of the ocean and also has complimentary...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Ocean Views
    • Patio
    • Housekeeping Included
    • Mountain Views
    • DVD Player
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clarridge View Guest House is a comfortable home away from home, 5 bedroom sea view Guest-house. The Guest-house is located in its own private gated compound situated in the lush tropical hills of Reading, Montego Bay, just 800 feet above sea level. The En-suite bedrooms are spacious and cosy each...
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    Location Information
    Unity Hall, Saint James Parish 87666
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice family/group retreat home in a quiet, relaxed community. Relax by the pool over looking lush green landscape and the sea. Comfort with all the modern amenities....
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    Location Information
    Ironshore, Montego Bay JMCJS12
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Greatview1 / 24
    (3)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
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    10 Bedrooms, 11 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kenwood Villa of Iron Shore Montego Bay a ten minute drive to the ocean and within walking distance to, two large shopping complex (with grocery store, restaurants, sports bar, souvenir shops, and two top casinos). High speed WIFI and Cable TV, fully... Please remember this Villa rents by the...
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    Location Information
    Ironshore, Montego Bay 00000
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 2
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    11 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa is located at Dover Ave. Ironshore Montego Bay Saint James . This is a 11 bed room villa with fully equip connected bathroom in every room.7 rooms has double beds(two beds) that sleeps 4 guest per room and 4 rooms has 1 bed(queen) that sleeps 2 guest. There is a television in all...
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    Location Information
    Ironshore, Montego Bay 87666
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 20
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located between Lucea and Montego Bay on the northern coast of Jamaica, this beachfront luxury villa is island living at its finest. Situated within The Tryall Club’s estate, Sunset is just a short walk from tennis, restaurants, and Tryall’s oceanside golf course. With five beautiful bedrooms, all...
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    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Housekeeping Included
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take in ocean views from your own tropical estate at Nutmeg South. Set on a rise above the water near Montego Bay, this luxury Jamaica vacation rental has five lush acres, an expansive and elegant six-bedroom house, and an attentive full staff. Spend a blissful island holiday with up to a dozen...
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    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Hot Tub
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Harmony Hill at Tryall Club1 / 29
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indulge in a heavenly retreat in the heights of Harmony Hill at Tryall Club. Set high above lush hills and azure ocean, this picture-perfect Jamaica vacation rental is a wonderful place to get away from it all—along with up to fourteen friends or family members. A full staff and the option to take...
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    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
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    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Villa offers 5 ensuite luxury rooms over looking the Caribbean Sea that offers elegance, beauty, class and comfort that you have been looking for on vacation. Our goal is to make your vacation exceptional and memorable. We are located in close proximity to Sandals, Hyatt and Half Moon resorts...
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    Location Information
    Ironshore, Montego Bay 111112
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Serendipity  Jamaica - You won't want to leave!1 / 85
    (39)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 1, 2018
    My husband and I, our two kids (ages 3 and 4), my parents, and our nanny stayed at Serendipity this past February and it was a DREAM vacation. Even though we were traveling with...
    Reviewed January 17, 2018
    We had the chance to stay at Serendipity for the second time and it was simply AMAZING! Somehow the property and staff continue to improve. The staff was incredibly attentive to...
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    About this property
    S E R E N D I P I T Y: The faculty or phenomenon of finding delightful, pleasant or valuable things not sought for, while having the wisdom to discern it. This is how we, while aimlessly exploring the island of Jamaica on an anniversary retreat, unexpectedly discovered the spectacular view at...
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    Location Information
    Rose Hall, Montego Bay 99999
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Silent Waters1 / 51
    (2)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
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    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2015
    I just returned from a eight day stay and I can tell you each day was special from the entire staff greeting us at the entrance until we had to say good-by. From day one the...
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    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,...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Overlook - Tryall Club1 / 15
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 2014
    This is our second time to Tryall and first to Overlook Villa. Last year we stayed at Bumpers Nest. Overlook is first class all around. The views are breathtaking from any where...
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    About this property
    Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay. With spectacular views of the Caribbean Sea and Tryall's famous golf course, Overlook villa lives up to its name with mesmorizing views. There are 5 wonderful bedrooms all with air conditioning for...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Enjoy True Jamaican Hospitality at Davelyn Villa1 / 14
    (23)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 21, 2018
    My stay was good pictures are accurate and truthful. How ever they did not have a desktop as stated and the internet was not strong. Also we didn't know that we would have to be...
    Reviewed October 3, 2017
    I have lost count of how many times I’ve stayed at this villa. It is incredible: large bedrooms, beautiful pool, relaxing living room and kitchen with all the appliances you...
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    About this property
    Davelyn is a private resort villa situated just outside of Montego Bay, Jamaica, complete with the services of a cook, maid, and caretaker to handle the chores while pampering you with inimitable Jamaican hospitality. Each bedroom at Davelyn Villa has luxury bedding, an en-suite bathroom, air...
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    Location Information
    Montego Bay, Saint James Parish N A
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Wild Orchid - Jamaica1 / 18
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 29, 2015
    Wild Orchid is a beautiful villa on an amazingly large property. The staff is fantastic; competent, courteous, friendly and responsive. The chef prepared meals that were varied...
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    About this property
    Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 66
    (21)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Wi-Fi
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    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 10, 2018
    The property lived up to expectations, geographically, the house was perfectly located and made accessibility a plus for my family.. Restaurants, hotels, shopping, the beach and...
    Reviewed February 27, 2018
    My family rented this piece of paradise while we were in Montego Bay to attend a wedding. Jaime has a lovely house and we enjoyed every minute of our stay at Cozy Cove. On our...
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    About this property
    COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is...
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    Location Information
    Montego Bay, Saint James Parish WI
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Parking
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Pineapple House - Tryall Club1 / 13
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 23, 2018
    We spent an amazing week at Pineapple House. Everything was absolutely perfect. The villa is spacious, tastefully decorated and meticulously maintained. It has everything you...
    Reviewed November 19, 2016
    The house offered an amazing view of the water with stunning landscaping! The villa was very relaxing and comfortable. This villa is a wonderful place for families and friends...
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    About this property
    Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival...along with the extensive collection of...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •1 / 12
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2018
    This was definitely a lot better than we expected. All of the rooms were large and had their own bathroom. The whole house inside and out was clean. The housekeeper, Miss Pat...
    Reviewed February 25, 2018
    Great location, amazing views, and would recommend over any all inclusive resort. There were 7 of us and more than enough room. Chef Trevor and Ms. Pat the housekeeper were...
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    About this property
    Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with your favourite Jamaican...
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    Location Information
    Rose Hall, Montego Bay ST JAMES
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With incredible ocean views, spacious open-air living, and helpful staff, Following Seas is one of Tryall Club’s most prestigious six-bedroom villas. Located minutes from the golf course, tennis court, and sandy beach, you’ll have no trouble exploring Tryall’s beautiful estate, and you’ll have the...
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Fairway Manor1 / 50
    (5)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 23, 2017
    Fairway Manor was not what I expected at all. The grounds are gorgeous, the staff was so professional and accommodating at all times and our chef charles cooked his heart out...
    Reviewed November 21, 2014
    This is the second villa we have rented in Montego Bay from Linda Smith and it exceeded our expectations once again. The property is beautiful and the grounds and views are...
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    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...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Housekeeping Included
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With incredible ocean views, spacious open-air living, and helpful staff, Following Seas is one of Tryall Club’s most prestigious six-bedroom villas. Located minutes from the golf course, tennis court, and sandy beach, you’ll have no trouble exploring Tryall’s beautiful estate, and you’ll have the...
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your home away from home at one of the most exclusive addresses in Jamaica at Bumper’s Nest. Not only is it part of the five-star Tryall Club on the island’s northwest coast, this luxury six-bedroom vacation rental is perched on the top of Mahogany Hill and affords panoramic views of the...
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    Location Information
    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Balcony
    • Housekeeping Included
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indulge in a heavenly retreat in the heights of Harmony Hill at Tryall Club. Set high above lush hills and azure ocean, this picture-perfect Jamaica vacation rental is a wonderful place to get away from it all—along with up to fourteen friends or family members. A full staff and the option to take...
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Sunset on the Beach at the Tryall Club1 / 34
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 31, 2015
    We have vacationed throughout the Caribbean yearly for 30+ years. Tryall, and specifically the Sunset Villa, is one of the most memorable of all. The Villa is beautifully...
    Reviewed June 17, 2014
    My wife and I just recently spent time with our family in Montego Bays, Sunset on the beach Villa at Tryall club. This Villa is located right on the Ocean. It has three bedrooms...
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    About this property
    Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living. Additional amenities include: private chef, poolside shower, snorkel gear, golf on site or nearby, golf available, beach...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 12 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Includes complimentary airport transfers, trips to Negril and over to Ocho Rios! Best way to see Jamaica! (Guests responsible for gas and tips to driver) Wait!  Why you should book...
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    Location Information
    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Island House - Tryall Club1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2017
    We stayed at Island House for one week. There are few words to describe our experience. First, the house is lovely comfortable and has the most amazing views with an...
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    About this property
    Island House is a delightfully refurbished home with panoramic views of Tyrall's championship golf course and the Caribbean Sea from every room. The Jamaican style open plan living/dining room and wide verandah overlook and open onto the pool deck, lush gardens and expansive views. The villa is...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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