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Apartments in Montego Bay, Jamaica

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    Travellers to Montego Bay are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 30
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    Hopewell
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    1 / 36
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Sleeps - 1-10 Spring/Summer Special at Drambuie Estate! Book Now For Travel Anytime From July 1-December 14, 2016 and Receive A Special Rental Rate! * Stay 7 Nights, Pay for 5! Drambuie Estate is offering 2 Free Nights when you book the 5 Bedroom Weekly Rate...Book 7 Nights, Get 2 Nights Free!... View all property information
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    Montego Bay, Saint James Parish
    1 / 41
    8 Bedrooms, 7 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. * Staff of 14: property manager, office assistant/IT, head chef, assistant chef,... View all property information
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    Montego Bay, Saint James Parish JMCJS12
    1 / 23
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios.<BR><BR>Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of... View all property information
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    Montego Bay, Saint James Parish
    1 / 16
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Built in the 1940's by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary amenities... View all property information
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    Montego Bay, Saint James Parish
    1 / 6
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    The non-stop views from the many indoor and outdoor living spaces of the Villa Clive House at the Tryall Club are hard to beat. Gazing out at the golf course, the sea, and the rest of the private grounds, it is also an exquisitely private paradise too. With a full staff that includes a cook,... View all property information
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    Hopewell, Montego Bay
    1 / 34
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Wait!  Why you should book this villa? You have found a villa that has a first class Tryall Club Beach and Resort membership available for all guests! The Tryall Club is one of Jamaica's premier private resort club offering: Complimentary beach, 9 tennis courts, gym, pool, Hummingbird Kids Club,... View all property information
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    Montego Bay, Saint James Parish
    1 / 23
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities, and... View all property information
    Location Information
    Montego Bay, Saint James Parish 11111
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    1 / 28
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    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... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 / 32
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
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    Hopewell, Montego Bay
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    4 bedrooms, 4 bathroom villa overlooking golf course and Caribbean Sea views!  2 minutes to the beach by golf cart! Fairwinds is a lovely four-bedroom private villa with a fantastic view of the glittering Caribbean Sea and the renowned Tryall Club golf course. The interior has been designed... View all property information
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    Montego Bay, Saint James Parish
    1 / 12
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    From the porte-cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room ... topped high above by the dome of this home's highest turret. From the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 28
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Tek Time is a stunning villa located in the gated and prestigious community of Rose Hall Estate. It offers exceptional views of the sparkling Caribbean Sea and the lush surrounding hills. The term "Tek Time" is Jamaican patios that means to slow up and take your time, slow down, relax and smell the... View all property information
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    Montego Bay, Saint James Parish 11111
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Spacious and gorgeous 3 bedrooms , 3 bathrooms villa located on Sunset Drive, Montego Bay, Secrets hotel is just across the street. Guests will be given a free access card to Secrets hotel, where they can enjoy the beach and restaurant. This villa is also close to other restaurants and... View all property information
    Location Information
    Montego Bay, Saint James Parish 0000
    1 / 20
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    About this property
    JAMAICAN DREAM is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well-located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 / 37
    Rose Hall
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Mountain Views
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    About this property
    Resort Membership to Half Moon Beach Resort for all guests staying at Nutmeg Villa. COMPLIMENTARY HALF MOON BEACH CLUB MEMBERSHIP  (for 2017 bookings) Please note the Half Moon Golf Course is doing course renovations between May- October 2017 - so we have added the Rose Hall Golf below. HALF MOON... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 / 30
    5 Bedrooms, 6 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Coconut is a very private five bedroom cottage nestled into an acre on a gentle hillside that was the original 500 acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the main house and two more bedrooms in the... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 15
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
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    • x
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    • x
    About this property
    Thomas House is a spacious, beautiful, fully staffed 7-bedroom/71/2-bathroom private hillside villa located in the exclusive Spring Farm area. Overlooking the Caribbean Sea this villa provides the both spectacular views and privacy. Thomas House is located on the east side of Montego Bay,... View all property information
    Location Information
    Montego Bay, Saint James Parish
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    1 / 10
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Montego Bay Club is a high–rise resort built into the side of a mountain, and best of all, it's right across the street from world–famous Doctor's Cave Beach. Guests can lounge by the unique roof top pool and take in the magnificent views.... View all property information
    Location Information
    Montego Bay, Saint James Parish 87666
    1 / 44
    Rose Hall
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    One of the most glamorous villas in Jamaica!! On site gym,  Butler service, A perfect wedding venue! Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Use of Sunrise Beach, Hibiscus & Oleander Pools The... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 / 30
    4.5 of 5 bubbles (11) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Beautiful 2 bedroom penthouse located in Rose Hall Montego Bay, Jamaica. Sleep 6 people. Features an upstairs master bedroom with 2 twin beds, that can easily transfer into a king-size bed, master bedroom with own private full bathroom. the second bedroom has a queen bed with a full bathroom.... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 bedrooms - WATERFRONT villa!Tryall Resort Membership. Fully staffed villa. Reef House in Montego Bay is one of the most serene and tranquil water front luxury villas Jamaica, only a few steps from the sea. Located within the Tryall Golf Club and Resort, the villa provides enchanting panoramic... View all property information
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    Montego Bay, Saint James Parish
    1 / 7
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Does a classic villa vacation sound appealing? If so, you will want to find a property that has been designed with a premium placed on the setting and scenery, and this is precisely what visitors to the charming Round Hill Villa 22a can expect. A three-bedroom gem, it offers a lovely array of... View all property information
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    Hopewell, Montego Bay
    1 / 15
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    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 2016 Travel + Leisure World's Best... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • ?
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    About this property
    A massive whole house renovation has created this lovely vacation villa in the upscale residential neighborhood of Spring Farm, just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the... View all property information
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    Montego Bay, Saint James Parish
    1 / 23
    Studio, 5 Bathrooms, Sleeps 6 | Quick View
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    • Grill
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    About this property
    Welcome to a luxury vacation rental located in the fabulous Montego Bay area of Jamaica. Built in 1956 by a member of the Du Pont family, and recently renovated by modernist architect Tom Reed, Great River House is located in a private gated neighborhood, the entire property fenced and entered... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 18
    Studio, 9 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 18
    Studio, 9 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • ?
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    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf... View all property information
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    Montego Bay, Saint James Parish JMDWD14
    1 / 22
    Ironshore
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Imagine staying directly on the shore of Montego Bay, and doing so in a luxurious private villa. This is only part of your experience at the Villa Dreamtime, which provides you with a wonderful base from which to explore Jamaica or it can easily serve as your only destination. After all, your stay... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 30
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • ?
    About this property
    Sea Island villa is sheer luxury. 6 bedrooms, 6 bathrooms. Total new renovations makes Sea Island one of the most Deluxe villas in Jamaica Sea Island Villa is a wonderful, spacious luxury villa Jamaica that sits on seven acres of hillside and rolling grounds near Montego Bay. The recently renovated... View all property information
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    Montego Bay, Saint James Parish
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Located in the prestigious Bay Pointe complex, just 10 to 15 minutes from the Montego Bay airport, Caribbean Sea Dreams is a 2 bedroom, ground floor unit with relaxing patio views of the harbor. There are 2 spacious bedrooms, each with twin beds which can be converted to a king size bed, and a... View all property information
    Location Information
    Montego Bay, Saint James Parish JAMAICA
    1 / 52
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • ?
    About this property
    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach. Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 8
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    If you are inspired by the ocean and all that is associated with the marine world, this remarkable villa that stands in over five acres of gardens on Mahogany Drive will be a balm to your soul. From the elevated situation there are far reaching sea views across the valley to Sandy Bay and towards... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 32
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Mountain Views
    • Hot Tub
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    • Pet-friendly
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    • x
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    About this property
    Bougainvillea House completed in the Fall of 2007 is one of Tryall's newest villas which is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica's best known architects, it is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury.... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 13
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Jubilation is a lovely tropical paradise, beautifully furnished with carefully chosen antiques, locally built mahogany four poster beds, unique wood carvings and an atmosphere that celebrates the heritage of Jamaica. With its soaring ceilings and cool travertine floors there is a warm and... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 20
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    This is a complete house, you will have all the necessary amenities, also your complete privacy. The house is fully furnished and can accommodate up to 4 persons at a time. This is like a home away from home. Located 15 minutes from the Airport . The Space This House is private and gated and has... View all property information
    Location Information
    Montego Bay, Saint James Parish 87666
    1 / 22
    Studio, 6 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world-class golf courses, you will have no shortage of options during your stay. This five acre playground is lush with... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 10
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Balcony
    • Internet Access
    • Terrace
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sitting atop a ridge that provides you with 180-degree views of the sea and surrounding landscape, the stunning Villa Overlook at the Tryall Club is a wonderful find. Tucked into its own private gardens, it is a private paradise that provides a full household staff, including a cook, housekeeper... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Internet Access
    • Satellite TV
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Tucked along a scenic ridge and designed to offer some of the most amazing views imaginable, the four-bedroom Villa Casuarina at the Tryall Club is a fantastic find. With optimal privacy, this gorgeous villa provides you with a remarkably panoramic view of the bay below, and features unique lines... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 30
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Sea Island villa is sheer luxury. 6 bedrooms, 6 bathrooms. Total new renovations makes Sea Island one of the most Deluxe villas in Jamaica Sea Island Villa is a wonderful, spacious luxury villa Jamaica that sits on seven acres of hillside and rolling grounds near Montego Bay. The recently renovated... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 32
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 16
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally decorated and offers the Old World charm of Jamaica. Located on three acres of land, entrance is via a central atrium complete with a fountain in the shape of... View all property information
    Location Information
    Hopewell, Montego Bay 11111
    1 / 12
    Hopewell
    8 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse. Every room boasts spectacular views of the glittering Caribbean Sea, curvaceous northwest... View all property information
    Location Information
    Hopewell, Montego Bay 11111
    1 / 7
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 to the pool, or head to the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Folly is a superior villa located on Barnes Hill on the grounds of the famous Tryall Resort & Golf Club. The interiors are tastefully furnished and traditionally styled. Just past the garden courtyard and indoor/outdoor dining area, there is spacious living room that opens on four sides. Sunlit... View all property information
    Location Information
    Hopewell, Montego Bay 11111
    1 / 18
    Studio, 9 Bathrooms, Sleeps 16 | Quick View
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    • Patio
    • DVD Player
    • Grill
    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 12
    Rose Hall
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Housekeeping...
    • Porch
    • Secure Parking
    • Satellite TV
    • Patio
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Rose Hall DeLuxe situated on the beautiful Rosehall corridor, newly constructed 8 bedroom, 8 bathroom and is fully equipped with the necessary amenities. There is a full operating restaurant and bar on the complex as well as a large disco room. The beach is just a walk away, you will have access to... View all property information
    Location Information
    Rose Hall, Montego Bay 87666