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Saint James Parish Villas

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    $1,814 Average
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    Travellers to Saint James Parish are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    322 Matching Rentals in Saint James ParishView all 578 rentals
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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Celebrity Villa Jamaica1 / 43
    (12)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Hatfield South Villa1 / 14
    (3)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Porch
    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 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 24 August 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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    Fairway Manor1 / 50
    (5)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 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 22 November 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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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (22)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 10 December 2017
    This was our third stay at Sea Island as a family of 10. The home has beautiful rooms for all. The pool, tennis court and seating areas on the wrap around porch are fabulous...
    Reviewed 20 October 2016
    Our extended family was in serious need of a restful vacation. The staff and accommodations were truly amazing and made our week the most restful ever. The chef accommodated...
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    About this property
    GORGEOUS 6 BEDROOM, 6 ACRES WITH LARGE POOL AND TENNIS COURT. 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 bathrooms) home is the...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2BR 2BT Tranquil Waterfront Villa(s), Montego Bay1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2016
    I highly recommmend the Rock villas. My family and I stay on this property everytime we go on one of our regular visits to Montegobay. The property has tropical flowers...
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    About this property
    Rock Villas is a private hideaway in Reading, Montego Bay, Jamaica. Come join us and discover the true meaning of relaxation combined with Jamaican hospitality at our unique retreat. Our three private villas are nestled in one acre of rocky coastline, and boast the most spectacular ocean and...
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    Location Information
    Montego Bay, Saint James Parish 33333
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Chateau Gloria Luxury Villa1 / 21
    (5)Average
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    Mr.Michael and Ms.Sharrone were great. The downside was that I had to do my own grocery shopping which was not what was supposed to happened and when I was given the grocery...
    Reviewed 14 July 2017
    Very nice property it exceeded our expectations. Very clean and we'll kept. Definitely would stay here again.We checked in super fast, amazing house for a group of...
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    About this property
    Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical garden. The villa has an...
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    Location Information
    Ironshore, Montego Bay 00876
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Grill
    • Hot Tub
    • Cable/satellite TV
    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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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Paradise Palms Jamaica Villa Montego Bay1 / 31
    (71)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 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...
    Reviewed 22 June 2017
    absolutely amazing!! Were there for 6 days we loved every little bit of it..villa is super spacious, clean and cozy, the area is great, nice and quiet, cant ask for for more...
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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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    Location Information
    Montego Bay, Saint James Parish MOBAY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    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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    Jamaica Villa Nutmeg, Montego Bay, Jamaica1 / 80
    (34)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    Attentive staff, great food, exceptional view, spacious accommodations are words that can be used to describe our recent stay at Nutmeg Villa. Ms. Delta's stew pork and curry...
    Reviewed 12 March 2017
    Nutmeg exceeded our expectations! The staff was amazing and we could not have asked for better food all week. The weather did not look promising but it only rained for a little...
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    About this property
    OCEAN VIEW: Great for GOLFERS, YOGA & WEDDINGS: A 6 bedroom elegant villa with magnificent views of the ocean from each room. The entrance has wide airy views of the swimming pool. Our full staff at Nutmeg will be there at your beck and call. You will be pampered by the butler, the cook, the...
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    Montego Bay, Saint James Parish JAMAICA WEST INDIES
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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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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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Shared Garden
    • Air Conditioning
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2016
    While we (my husband and I) were at Mobay, we visited our cousin who stays at Chateau De La Rose. First impression when I stepped my feet at the Chateau, I felt very comfortable...
    Reviewed 16 February 2015
    I just want to make a quick note to extend my heartfelt thanks to Shernett & Dave their family and staff for outstanding hospitality extended to us at your lovely Villa.We...
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    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...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    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
    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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    Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •1 / 12
    (4)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 17 May 2017
    Was very pleased with my decision to book this property. We usually stay in all inclusive and confined to small room. The pictures do not show how big the space in this house...
    Reviewed 13 May 2017
    Had a truly memorable stay! The house is huge, perched on hillside with lots of land. Many family pictures and history inside- very homely indeed! There were a couple of issues...
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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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    Serendipity  Jamaica - You won't want to leave!1 / 85
    (38)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 18 January 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...
    Reviewed 11 January 2018
    We had visited Jamaica around 3 years ago and stayed at Serendipity. Everything about our stay there was perfect so we had decided to book again. There was absolutely no...
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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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    Sea View Heights Villa Montego Bay1 / 36
    (8)Excellent
    16 Bedrooms, 16 Bathrooms, Sleeps 36 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 July 2017
    This was our first time staying in a Villa, a bit skeptical at first to go. However from we stepped through the gate of sea view heights villa it was a totally different story...
    Reviewed 18 June 2017
    We had a group of 29 family member and close friends that rented this villa. Polly Ana and Patrick were amazing. They did everything in their power to make us comfortable and...
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    About this property
    Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 16 Bedrooms, 16 Bathrooms, Sleeps 36
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    BEAUTIIFUL MOUNTAIN VIEW APARTMENT - EXCELLENT LOCATION, CLOSE TO EVERYTHING.1 / 28
    (3)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Great location, family-friendly condo. Lots of room for people to move around and lots of room for privacy. The foos-ball tables kept the kids busy. Joy was excellent in...
    Reviewed 28 September 2017
    This villa is a beautiful place to stay in Montego Bay!! In the process of booking the villa for a week stay, Mr. Noel was always there to answer any questions or concerns that...
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    About this property
    Beautiful (3) three bedrooms, (3.5) bathrooms Apartment with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, Wifi, dining room, utensils,...
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    Location Information
    Montego Bay, Saint James Parish 000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Windfall Villas... FREE TRANSPORTATION !1 / 32
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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 28 April 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 23 April 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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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name 'Knockando' is a Gaelic term which refers to the distillery in Scotland which is renowned as...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Endless Summer1 / 35
    (3)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2013
    rented Endless Summer for one week in December for venue for my daughters wedding and short family break. The villa provided a beautiful setting for the wedding and luxurious...
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    About this property
    Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery encircling and...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Hot Tub
    • Grill
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the famed Tryall Club, Trinity Villa is a deluxe luxury destination situated high above the Caribbean Sea that boasts breathtaking views of the ocean, tropical forests and a championship eighteen hole golf course. The infinity pool itself is a feat of architecture with the stairs from...
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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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    Skylark Villa1 / 15
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2015
    My wife and I and a couple of our friends went to the Skylark Villa for Reggae Sumfest. The airport transfer was very comfortable and a very short ride to the villa. At first...
    Reviewed 4 November 2014
    The staff, Sonia, Howard and Delores are amazing and so attentive. Make sure to ask Howard for some Rum Punch and Delores for some Curry Chicken...simply divine. I stayed with...
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    About this property
    At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make guests feel welcome in a real home away from home environment. Skylark is located on a hill above Half Moon Bay amongst 2 acres of gardens providing...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Terrace
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Balcony
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Private villa, breathtaking views, pool, wi-fi, AC, full staff, sleeps 10-121 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2016
    I loved the enjoyed the ocean view and the peace and quiet on the deck. I spent four nights at this property and everything that I needed was provided to me. There was a...
    Reviewed 17 September 2016
    The owners of the home were very responsive from the planning stage of our trip to even after we returned to the U.S. We received attentive and personal service in every way...
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    About this property
    **We are fairly new to the FlipKey/TripAdvisor platform. Ask about our listing's 100% 5-star reviews on other vacation rental platforms** Point of View Villa & Spa is a newly renovated 4 bedroom, 3.5 bathroom villa nestled in the hills of Montego Bay with expansive ocean views from every bedroom...
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    Location Information
    Montego Bay, Saint James Parish READING
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring spellbinding vistas of the Caribbean, Nutmeg is located in the upscale residential neighborhood of Spring Farm. Nutmeg is set on five acres of gardens lush with tropical flowers and fruit trees. It has a large lawn which is the perfect playground for children. The villa is extremely...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 33
    (19)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2017
    The villa was amazing, steps away from the beach. Our party of nine had a wonderful time! Ms Winnie & Sophie took great care of us and cooked authentic Jamaica style...
    Reviewed 23 February 2017
    Everything is PERFECT about the location! From the decor, to the spaciousness, to the amazing staff...we seriously could not have asked for more! Winnie and Sofi were so...
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mahogany Hill at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and the blue waters of the Caribbean Sea. This stunning five-bedroom villa is a medley of distinctive architectural detailing and outstanding amenities surrounded by lush...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Summertime1 / 54
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2018
    Enjoyed a wonderful week at Summertime between Christmas and New Year. House is large and sparkling clean. You may find the bathrooms a bit dated, but the bed rooms are spacious...
    Reviewed 14 June 2016
    We went with a 4 families including 3 infants which is always a challenge. However, we throughly enjoyed the extended weekend with excellent service at our place. Although we...
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    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 acres of lushly landscaped grounds adorned by an abundance of palm trees,...
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    Location Information
    Montego Bay, Saint James Parish 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Suitability
    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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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    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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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VACATION CALCIUM VILLA is the most spectacular views you would see in Montego Bay and is located close the the town center close to everything! It is located in a nice residential street very quiet is design specifically with you in mind. All rooms are outfitted with beds, ceiling fans storage...
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    Location Information
    Hopewell, Montego Bay 00000
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Star Apple House is a lovely private villa, a comfortable ' home away from home' on a hill overlooking the Caribbean Sea and the town of Montego Bay on the north coast of Jamaica. The Villa comes fully staffed, and offers superior accommodation and service for up to 6 guests. With 3 elegant...
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    Location Information
    Montego Bay, Saint James Parish LOT 12
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Wild Orchid - Jamaica1 / 18
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean Sea. Arrive in style on the convenient onsite helipad and discover a full staff including the services of a personal chef, a butler, housekeepers and a laundress. The interior of...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego...
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    Montego Bay, Saint James Parish JMDWD14
    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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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
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    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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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms1 / 14
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    My family and I attended a family member's wedding taking place at Hyatt Ziva resort in Montego Bay in May 2017. However, instead of staying at the wedding venue, we decided to...
    Reviewed 22 February 2017
    First let me explain that Caribbean Jewel was arranged as a replacement villa for our vacation by Villas by Linda Smith as our original booking had been sold. What a fantastic...
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    About this property
    Caribbean Jewel Villa is located within the exclusive gated Spring Farm Estates community and offers secure and luxurious accommodations with spectacular sea views. Caribbean Jewel represents the perfect blend of modern Caribbean elegance with a staff committed to the highest standards of...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Pavilion Villa1 / 15
    (5)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 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...
    Reviewed 5 September 2017
    For our spring break, we had the pleasure of staying at Pavilion for a third time. My husband was surrounded by women. Our three girls (18,17,14), sister-in-law, niece (26...
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    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 viewa of the mountains to the south. The villa is very spacious and beautiful. The home is designed as five separate 400 square foot octagons located in separate...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean View Retreat is a Spacious 2 bedrooms, 2 bathroom apartment with ocean view, 24 hours security and 2 swimming pools. Free access to Secrets hotel beach and resort located right across the street. Many restaurant are close, such as the Yacht club bar and Pier 1. Extremely quiet area ideal...
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    Location Information
    Ironshore, Montego Bay 0000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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. * five-bedroom...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Terrace
    • Balcony
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a splash in the kidney shaped pool right by the water’s edge at Karma Bay Villa. The villa is located at the famed Tryall Club in Montego Bay, rated by Condé Nast as one of the most desirable destinations in the world. A paradise for avid golfers, the lush and opulent surroundings at Karma...
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located along Montego Bay in Jamaica and part of the famous Half Moon Resorts property, the Villa Half Moon - Garden View is a fantastic find. Ideal for a group of discerning world travelers, a large family gathering or a discreet and private destination event, the seven-bedroom gem offers a wealth...
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    Location Information
    Ironshore, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    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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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay. * superior 4-bedroom 4-bathroom private villa at the famous Tryall Club * staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2013
    This was our third stay at Tryall. The first time was 10 years ago when we got married. The second time was 7 years ago when we went back to celebrate my sister's 40th Birthday...
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    About this property
    Formerly Villa Viviana and now in new ownership, Annabella is built on two levels and surrounded by 6 acres of gardens on an elevated stretch of Mahogany Drive. The world famous Tryall Golf Course, private white sand beach, world class tennis, Restaurants, Kids Club and more of the resort’s...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Balcony
    • Terrace
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Phoenix on the Beach at the Tryall Club on Jamaica is a well-situated seven-bedroom estate on the island's famed north coast. Guests at this Montego Bay seaside villa will enjoy outstanding onsite amenities and complimentary membership at the exclusive Tryall Club. Arrive in style at the...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 8 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Grill
    • Patio
    • Terrace
    • DVD Player
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatview’s creator and the commitment of its staff...
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    Location Information
    Rose Hall, Montego Bay JMDWD14
    Holiday Rental House - 4 Bedrooms, 8 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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