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Holiday Homes in Wiltshire

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    All 107 Rentals in Wiltshire
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    5 Bedroom Luxury and Affordable Villa on 9 acres1 / 34
    (45)Excellent
    Wiltshire
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Wiltshire
    6 Bedrooms, 12 Bathrooms, Sleeps 12 Quick View
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    Wiltshire
    4 Bedrooms, 12 Bathrooms, Sleeps 8 Quick View
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    Wiltshire
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Air Conditioning
    • Terrace
    • Wi-Fi
    • Shared Garden
    • Balcony
    • Mountain Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURY GATED 1-bed Apartment set in private mews on the beautiful island of Jamaica.. Located on the border of St James and Trelawny only 5 mns walk from the beach, local amenities and relaxing mountain views. Suit couple or small family wanting to experience Jamaica away from the all inclusive...
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    Wiltshire, Saint James Parish WI
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Wiltshire
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 12 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Includes complimentary airport transfers, trips to Negril and over to Ocho Rios! Best way to see Jamaica! (Guests responsible for gas and tips to driver) Wait!  Why you should book...
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    Wiltshire, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    The following rentals are within 10 kilometres of Wiltshire.
    Pleasant View Villa1 / 20
    (2)Excellent
    Hopewell
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    From Bobby picking us up at the airport to our final conversation with Murine. Everything was tranquil and luxurious. By far the best trip I have ever been on. Thanks to Bobby's...
    Reviewed 7 November 2015
    I stayed at this villa for a week with my family, 6 adults and 1 toddler, and this villa ended up being the icing on the cake for our trip. The grounds are beautiful and there...
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    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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    Hopewell, Montego Bay READING PO
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Rose Cottage at Tryall Club1 / 16
    (2)Excellent
    Hopewell
    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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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    Hopewell
    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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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    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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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1 bedroom 900 sqr ft spacious condo in a new secure gated community across from the natural beach. Close to public transport. Only 7 minutes away from downtown Montego Bay and 15- 20 minutes away from the airport. Great amenities including 24 hour security, pool, gym, laundry, fully equipped...
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    Hopewell, Montego Bay 00001
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    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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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
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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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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    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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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    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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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Infinity at Tryall Club1 / 22
    (4)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfer’s paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will surely be one...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bumper's Nest at the Tryall Club on Jamaica is an extraordinary private home surrounded by tropical vegetation of the hillside within view of the blue Caribbean Sea. Designed by a distinguished architect, this Montego Bay estate is a bright and airy residence that exudes the upbeat charm...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • DVD Player
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • 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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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your home away from home at one of the most exclusive addresses in Jamaica at Bumper’s Nest. Not only is it part of the five-star Tryall Club on the island’s northwest coast, this luxury six-bedroom vacation rental is perched on the top of Mahogany Hill and affords panoramic views of the...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hummingbird House has recently undergone a two year renovation and expansion, becoming one of the finest properties within the Tryall Club! * Premier 7 bedroom private villa on 4 acres of meticulously landscaped grounds * magnificent views of the Caribbean Sea * heated infinity...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. * 8 bedroom/10 bathroom deluxe villa at...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Harmony Hill at the Tryall Club, Jamaica.  Harmony Hill is an elegant seven-bedroom estate with the ambiance of an intimate boutique hotel. This very private Montego Bay property blends classic Jamaican styling with all the amenities you desire for a carefree getaway. Enjoy the services...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From acres of beautifully landscaped and terraced grounds, Longview Manor commands sweeping views of the Caribbean Sea and blue-green mountain range. Large comfortable verandahs ~ one facing east, the other west ~ are vantage points for memorable sunrises and sunsets. * 7,500-square-foot...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Cielo at the Tryall Club - Ideal for Couples and Families, Beautiful Pool and Be1 / 21
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We stayed at Cielo as a family. My mother, grandmother, brother, husband and I. The staff was beyond perfection. From groundskeepin, laundress, housekeeping, butler to cook...
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    About this property
    Cielo means 'sky' and 'heaven' and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and 'heaven' gets even better! * Great for families * Flat-screen tv's in every room * Wifi internet access *...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Harmony Hill at Tryall Club1 / 29
    (1)Excellent
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Hanover Grange at Tryall Club1 / 28
    (6)Excellent
    Hopewell
    9 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Wi-Fi
    • Grill
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2016
    From the moment we entered Hanover Grange we were made to feel very welcome by the staff. The house itself is spacious and excellent for entertaining. There are lots of places...
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    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 18
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Round Hill Villa 13 Jamaica. With three levels of luxurious living spaces, the stunning Round Hill Villa 13 flawlessly blends chic interiors with optimal services and amenities. Part of the historic Round Hill resort on Montego Bay in Jamaica, it is a four-bedroom villa that offers such impressive...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Karma Bay at Tryall Club1 / 15
    (1)Very good
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Housekeeping Included
    • Waterfront
    • Balcony
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please note that there is construction next door to this villa. Please inquire with a Villa Specialist for more details. 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...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hopewell
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Washer
    • DVD Player
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special Offers:  *SUMMER/FALL SPECIAL* Stay for 7 nights pay for 5 (Selected dates only- check with us!) Wait!  Why you should book this villa?  You have found a villa that has: **  A Round Hill Resort and Beach Club membership! + Renting 2 bedrooms of this Deluxe 3 bedroom, 3 bathroom private...
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    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea! * 5-bedroom luxury villa at the prestigious Tryall Club ~ highest Premier rating * breathtaking ocean view *...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Rose Cottage at the Tryall Club on Jamaica is a stylish premiere estate with traditional Jamaican styling. This luxurious Montego Bay six-bedroom villa offers outstanding views of the lush mountainside and the crystalline Caribbean Sea. Enjoy beautifully landscaped grounds that offer...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 has recreated one of the most glamorous homes at the Tryall Club. Here is...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hopewell
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
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    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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    Hopewell, Montego Bay 00000
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Mahogany Hill at Tryall Club1 / 12
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Balcony
    • Terrace
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful. * deluxe 4-bedroom private villa at the famous Tryall Club * excellent for families * large...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis pro...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea....
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    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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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. * remarkable new 7-bedroom 15,000-sq-ft villa on 7...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Lolita at Tryall1 / 21
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Sauna
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2018
    A group of us stayed a Villa Lolita for a birthday celebration. We didn't have to draw straws for rooms because there was not a room that you wouldn't want to stay in. The...
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    About this property
    Villa Lolita at the Tryall Club on Jamaica is a stunning 14,500 square foot contemporary villa designed by a noted Chicago architect. Set on four acres in Montego Bay with breathtaking panoramic views of the Caribbean Sea, the villa offers beautiful living areas both indoors and out. Touches of...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants. * glamorous...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Hopewell
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mirador at the Tryall Club on Jamaica is a chic one-bedroom apartment with stunning views of the world-class golf course and the deep blue waters of the Caribbean Sea. The villa is set in a prime location within the exclusive Tryall Club just a minutes stroll from the Great House, which...
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    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Round Hill Villa 7 Jamaica. Savor pristine sea views from the beauty of your private gardens and grounds when you choose to stay at the Round Hill Villa 7. Part of a high-end resort, it is a wonderful little world of its own. With a tall palm dancing gently above, you can wander the grounds or head...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Phoenix is a colossal, elegant seaside villa located at the famed Tryall Club in Montego Bay. A golfer’s paradise, Tryall Club has been ranked by Condé Nast as one of the top places to stay in the world. Steps from the first tee of an eighteen hole championship course, as well as the beach club and...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Longview Manor at Round Hill on Jamaica is a stunning 7,500 estate with seven-bedrooms distributed in a main house and a separate private cottage. Located in the upscale area of Round Hill in Montego Bay, Villa Longview Manor offers panoramic views of the lush mountainside and the sparkling...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    1 Bedroom, 6 Bathrooms, Sleeps 2 Quick View
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    • Private Garden
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house exudes tropical opulence with 10 bedrooms, 12 bathrooms, expansive entertainment areas, and several verandahs with unmatched views of the Caribbean sea. Located in Montego Bay near the esteemed Tryall Club and Round Hill, the property combines the best of privacy, exclusivity, and...
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    Hopewell, Montego Bay JMCHR11
    Holiday Rental House - 1 Bedroom, 6 Bathrooms, Sleeps 2
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Round Hill Villa 23 Jamaica. If you have ever yearned to vacation in a luxurious, tropical setting that has the distinct feel of an artist's residence, the beautifully decorated Round Hill Villa 23 will appeal to you. Set on a hill and offering uninterrupted sea views, it is a three-bedroom gem...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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