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Montego Bay Villas

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    Travellers to Montego Bay are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    341 Matching Rentals in Montego BayView all 601 rentals
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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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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (23)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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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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    READING PO, Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Chateau Gloria Luxury Villa1 / 21
    (5)Average
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • 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 14 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 13 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
    00876, Ironshore, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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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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    11111, Hopewell, Montego Bay
    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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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand...
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    11111, Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 33
    (21)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 11 April 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 28 February 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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    WI, Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Rose Cottage at Tryall Club1 / 16
    (2)Excellent
    6 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously crafted,...
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    Location Information
    JMCJS00, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    JMCJS00, Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on...
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    JMCJS00, Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Karma Bay sits on the Tryall plains, along Country Club Drive. The villa is a brief stroll to the Club’s private white sand beach and the legendary Tryall Golf Course. A short golf cart ride will take you up to the Great House, tennis courts, shops, Kid’s Club and gym. Karma Bay’s six bedrooms...
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    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Enchanted Villas  For the holiday of a life Time1 / 18
    (1)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 1 May 2018
    Great location and hospitality. Staff mad us feel so at home and were very attentive. Nice pool and location was very convenient, only 5 minutes from Airport and other...
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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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    XXXXXX, Ironshore, Montego Bay
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture...
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    11111, Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •1 / 12
    (5)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 25 February 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...
    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...
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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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    ST JAMES, Rose Hall, Montego Bay
    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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    Amenities & Details
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nutmeg is a newly renovated, charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm ~ just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches. EXTRAORDINARY NEW HALF MOON GOLF, TENNIS & BEACH MEMBERSHIP FOR NUTMEG GUESTS! *...
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    JMCJS12, Ironshore, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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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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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Shared Garden
    • Air Conditioning
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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 15 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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    Celebrity Villa Jamaica1 / 43
    (13)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Certificate of Excellence
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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 9 March 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 6 December 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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    N A, Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Bogue Villa1 / 21
    (36)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2018
    I went with a large group of six friends and we had the best experience! It was way more then I was expecting and I was so glad to get to spend my time here at Bogue Villa...
    Reviewed 5 January 2018
    I was fortunate to vacation here and words can not describe how worry free and relaxed it was. Sophia took well care of me and her cooking is just splendid & heart warming...
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    About this property
    Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history,...
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    Location Information
    00000, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Lazy Laguna  - New Waterfront 4 bed/4bath Villa1 / 24
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2015
    We thoroughly enjoyed our stay at Lazy Laguna in Montego Bay. There were 3 couples in our group and the house accommodated us all comfortably. We stayed 5 days and could have...
    Reviewed 6 February 2015
    Our stay was wonderful!! Five stars in every way! Master suite was incredible. Bedding amazing. Views spectacular. Spacious, clean, beautifully decorated! Friendly! Great...
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    About this property
    Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors...
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    Location Information
    000000, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
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    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    No Le Hace at Tryall Club1 / 21
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2018
    This house is great for 2 families. The layout is perfect, everyone gets their own space, and the community areas both inside and out are well designed for gathering together...
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    About this property
    No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside...
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    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Karma Bay at the Tryall Club on Jamaica is set right at the edge of the Caribbean Sea, arguably the best location on the entire island. This stunning Montego Bay estate offers six bedrooms and inviting outdoor seating areas with panoramic sunrise and sunset water views. Guests enjoy a...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Wi-Fi
    • Parking
    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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    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 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
    87666, Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms1 / 14
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Terrace
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Just completed my stay at the Caribbean Jewel. I came with my girlfriends to celebrate a milestone birthday in Jamaica. From the time we arrived at the villa the staff...
    Reviewed 30 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...
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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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    Seaview Chateau1 / 29
    (29)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 24 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 December 2016
    Had a brilliant time in Jamaica the stay at the villa was excellent. went with family to have my 10 year wedding anniversary kids had brilliant time in and out of swimming...
    Reviewed 6 August 2016
    My family and I spent almost two weeks in this Lovely Villa and waited for extended family members and friends to arrive to take part in our Family Reunion events. This...
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    About this property
    9 bed room french style villa. With great view, sleeps 18 to 24 comfortable master bed room king size bed with built in jacuzzi , 2 other rooms with king size bed and 6 rooms with 2 full size bed, each room has its own bath room a large kitchen and dining area, a laundry room,a power room, a...
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    Location Information
    JAMAICA, Montego Bay, Saint James Parish
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 24
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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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    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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    11111, Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Overlook - Tryall Club1 / 15
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 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
    11111, Hopewell, Montego Bay
    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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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedroom villa - 3 minutes golf cart ride to the beach club! Tryall Resort Membership. Fully staffed, private swimming pool, exclusive gated community! Blue bird at Tryall at Montego Bay is one of the most magnificent villas in Jamaica that overlooks a glorious tropical garden and the sparkling...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    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
    11111, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Round Hill Villa 17 Jamaica. With truly stunning décor and a marvelous amount of luxurious living spaces, the Round Hill Villa 17 is easily one of the most beautiful and laid back properties in the prestigious Round Hill resort in Jamaica. While the many services and amenities of the resort...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    About this property
    Round Hill Villa 28 Jamaica. A stunning hilltop hideaway, the expansive Round Hill Villa 28 offers views of Montego Bay, Round Hill Bay and even the resort's organic gardens. It features a huge lawn and private grounds, and is a world all its own in the heart of a superlative resort. Voted a...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    Summertime1 / 54
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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 13 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
    11111, Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Flower Hill1 / 41
    (8)Very good
    6 Bedrooms, 14 Bathrooms, Sleeps 17 Quick View
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    • Wi-Fi
    • DVD Player
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2014
    I am not sure if there is a word in the English dictionary that I could used to aptly describe my experience last week in this fabulous home! From the unbelievable...
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    About this property
    This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined...
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    JMDWD14, Ironshore, Montego Bay
    Holiday Rental House - 6 Bedrooms, 14 Bathrooms, Sleeps 17
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    Tranquillity on the Beach1 / 34
    (4)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We arrived via private van with 9 women for 6 days in paradise. We were greeted by the staff and Leeford with rum punch. Leeford is a gem of a human. He was gracious and...
    Reviewed 14 January 2018
    What a wonderful spot. The staff was excellent and made the place so comfortable. The food was delicious. Leefurt was an awesome concierge and host. Chef Danny amazing. The...
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    About this property
    True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: private chef, available for large groups, connecting bedroom(s), paddle...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    • Parking
    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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    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic...
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    Rose Hall, Montego Bay
    Holiday Rental House - 12 Bedrooms, 12 Bathrooms, Sleeps 24
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
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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
    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 9 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
    • DVD Player
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    • Housekeeping Included
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. The scenic fifteen minute drive to your villa takes you through several seaside resorts, the entrance of the world class Half Moon Golf Course and Country Club, and then the uphill journey to your very own...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 9 Bathrooms, Sleeps 8
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    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Patio
    • Grill
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. The scenic fifteen minute drive to your villa takes you through several seaside resorts, the entrance of the world class Half Moon Golf Course and Country Club, and then the uphill journey to your very own...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Grill
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. The scenic fifteen minute drive to your villa takes you through several seaside resorts, the entrance of the world class Half Moon Golf Course and Country Club, and then the uphill journey to your very own...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. The scenic fifteen minute drive to your villa takes you through several seaside resorts, the entrance of the world class Half Moon Golf Course and Country Club, and then the uphill journey to your very own...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: private chef,...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Windsong1 / 25
    (2)Average
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2015
    This home home was great for our multigenerational family stay. All spacious bedrooms have private baths. The home is very clean and well cared for. Plenty of space for everyone...
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    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    JMCJS00, Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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