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Holiday Rentals, Apartments and Homes in Montego Bay, Jamaica

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    1 / 9
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    1 / 40
    Hopewell
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 9
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A feeling of joy greets you as you enter Casuarina, with its vibrant decor and lovely views of the Tryall property and azure Caribbean ocean. The villa occupies a prestigious vantage point on Barnes Hill and is built in a single level, wrapped around the villa's circular pool and features... View all property information
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    Hopewell, Montego Bay
    1 / 22
    5 of 5 stars (8) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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
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    Montego Bay, Saint James Parish
    1 / 12
    Ironshore
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 Bedroom Sea View Villa. 2 Queen bedrooms and 2 Twin bedrooms. All rooms have wardrobe, dressing table and side tables. 2 rooms have sofa beds with one having direct access to pool and private entrance. Villa gives you access to lounge, kitchen, pool, 50" flat screen cable TV, garden, dining and... View all property information
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    Ironshore, Montego Bay
    1 / 28
    4 of 5 stars (3) 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
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    Montego Bay, Saint James Parish
    1 / 13
    Ironshore
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Noble House is a unique architectural gem by the sea. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Rooms are walled by tall mahogany French doors that open to private... View all property information
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    Ironshore, Montego Bay
    1 / 30
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Today's Fairway Manor is a stylish multi-faceted 10,000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned rooms open... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 23
    10 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • x
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    About this property
    Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, LDor VDor is a haven waiting to be discovered The largest villa on the property; it has great flexibility to meet the needs of the most discriminating adult or large... View all property information
    Location Information
    Montego Bay, Saint James Parish
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    1 / 44
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Newly renovated 5 bedroom villa!. White sandy beach, kayaks, fully staffed villa, swimming pool, large lawn space, ADSL internet! Coral Cove villa is a delightful waterfront villa on the sparkling Discovery Bay. The luxury villa Jamaica has a beautifully landscaped, large lawn and an expansive... View all property information
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    Montego Bay, Saint James Parish
    1 / 17
    Ironshore
    3 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Beautiful spacious ocean view villa located in Ironshore, Montego Bay surrounded by luscious palms and fruit trees. Fully furnished and comfortable for a family on a short vacation or monthly stays. the villa has a gorgeous large blue pool on deck. The property is gated with security. The villa... View all property information
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    Ironshore, Montego Bay
    1 / 43
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Wonderful 3 bedroom, 4 bathroom private villa with own swimming pool and fully staffed! Montego Bay and prestigious area! Pleasant View villa guests can now enjoy first class resort facilities ! Wait! Why you should book this villa? You have found a villa that has a first class Tryall Club Beach... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 29
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Belle Abri Jamaica villa is a Luxurious mansion with 7 bedrooms, 9 bathrooms, own Tennis Court Infinity Pool and Spa! Resort Membership to Half Moon Resort for all guests staying at Belle Abri Villa. AVAILABLE ONLY UP TO NOVEMBER 30, 2015 Belle Abri Villa is one of the most luxurious and majestic... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 19
    Ironshore
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Ocean View Retreat is a Spacious 2 bedrooms, 2 bathroom apartment with ocean view, 24 hours security and 2 swimming pools. Free access to Secrets hotel beach and resort located right across the street. Many restaurant are close, such as the Yacht club bar and Pier 1. Extremely quiet area ideal... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 55
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • DVD Player
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    • x
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    • x
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 31
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
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    • Patio
    • Waterfront
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    • x
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    • x
    About this property
    Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west side of Montego Bay. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally... View all property information
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    Montego Bay, Saint James Parish
    1 / 29
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • x
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    • x
    About this property
    Villa Roma is perched in the hills of ironshore overlooking the ocean, the rooms are spacious and fully equipped with en-suite bathrooms and a very nice in-house garden. Activities in the area include casino, scuba, margaritta ville. Villa Roma is 15 minutes from the Airport, 5 minutes away from... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 2
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    With over 2 500 square feet of living space, the Charles, the Earl is the largest of the two bedroom condominium suites and offers spectacular views and a spacious patio. Located within the great house Villas, many facilities such as tennis, the Tryall shops, gym and Kid's Club are within easy... View all property information
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    Hopewell, Montego Bay
    1 / 26
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • x
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    • ?
    About this property
    Anticipation Villa in Tryall Club is one of the newest and most contemporary villas in Jamaica. The fabulous luxury villa Jamaica is rated premier class, the highest rating in Tryall Club and is located within the club’s gated community. Being positioned directly over the golf course, it offers... View all property information
    Location Information
    Montego Bay, Saint James Parish
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    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Private Garden
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    • Pet-friendly
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    • ?
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    About this property
    Conveniently located in Montego Bay this two bedrooms house, fully-furnished will provide all the necessary for a great stay. You will find easily within a few blocks from the villa a variety of restaurants, shops, and grocery stores and ... the beach is just minutes away ! The area is incredibly... View all property information
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    Montego Bay, Saint James Parish
    1 / 40
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • x
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    About this property
    Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS!!! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all guests staying at Fairway... View all property information
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    Montego Bay, Saint James Parish
    1 / 19
    Ironshore
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Calypso is a charming open-air villa adjacent to the 16th fairway of the championship The Tryall Golf Course. Its lush grounds are graced by palm, lime, avocado, grapefruit, papaya, and poinciana trees, brilliant hibiscus and bougainvillea, and a beautiful lavender orchid tree.The beautiful living... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 18
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    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... View all property information
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    Hopewell, Montego Bay
    1 / 11
    Rose Hall
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Porch
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    • x
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    • 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
    1 / 21
    5 of 5 stars (31) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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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,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Mountain Views
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    • Outdoor Dining Area
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    • x
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    • x
    About this property
    Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is... View all property information
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    Montego Bay, Saint James Parish
    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Located in an exclusive Rose Hall Gated community, Beach access to local beach 2 minutes drive away- luxury 4 bedroom, 4 bathroom villa. Only 14 minutes from the Montego Bay airport! Plum Paradise is adjacent to the beautifully manicured White Witch Golf Course in Caribbean Heights, a private,... View all property information
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    Montego Bay, Saint James Parish
    1 / 37
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind. The gate opens to a bougainvillea draped... View all property information
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    Montego Bay, Saint James Parish
    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful. EXTRAORDINARY NEW HALF MOON GOLF, TENNIS & BEACH... View all property information
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    Montego Bay, Saint James Parish
    1 / 22
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Many comfortable moments will be spent here on the lovely wicker chaises, draped with flowering vines and overlooking the spectacular blue waters of the Caribbean Sea. Sea Haven is a private waterfront Jamaica villa located near Discovery Bay. Discovery Bay is magnificent and completely unique,... View all property information
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    Montego Bay, Saint James Parish
    1 / 15
    Ironshore
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Room is ensuite, with one Queen Bed, built in wardrobe, dressing table, side tables and sofa bed. Room has access to lounge, kitchen, dining and games area.<BR><BR>The Villa has a beautiful sea view with a swimming pool overlooking a front garden encased by palm trees with free WIFI and Parking.... View all property information
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    Ironshore, Montego Bay
    1 / 31
    7 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    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... View all property information
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    Montego Bay, Saint James Parish
    1 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa Sunset on the Beach at the Tryall Club, also known as VL SBT, is a 3-bedroom beach house located in Montego Bay within steps of the beach and minutes from shopping. Ample doors and windows open to a soft lawn and beach beyond. The interior décor features soothing colors of peach and cream,... View all property information
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    Montego Bay, Saint James Parish
    1 / 29
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This beautiful spacious vacation home is located in Rhyne Park; a private and secure community. It offers free Wi-Fi, wall-mounted – flat screened TV with cable connection, washing machine, air condition, refrigerator, micro-wave, toaster, iron with board, cooking utensils and facilities.<BR>This... View all property information
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    Montego Bay, Saint James Parish
    1 / 24
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
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    Montego Bay, Saint James Parish
    1 / 18
    Ironshore
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    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... View all property information
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    Ironshore, Montego Bay
    1 / 10
    Ironshore
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Sea View Double Room comes with wardrobe, dressing table, side tables and sofa bed with direct access to pool and private entrance. Room has access to lounge, kitchen, dining area, pool and garden. <BR><BR>The Villa has a beautiful sea view with a swimming pool overlooking a front garden encased by... View all property information
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    Ironshore, Montego Bay
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Newly-built Allamanda Villa is one of our most family-friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully-staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda Villa offers the... View all property information
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    Montego Bay, Saint James Parish
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Private Garden
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    • x
    • Smoking allowed
    • x
    About this property
    Featuring full private kitchen. prepare your own meals and save. free WiFi, Bethel Court Guesthouse offers accommodations in Montego Bay. Cornwall Regional Hospital is 4 minutes from the property. Free private parking is available on site. The apartments are equipped with a dining area and a... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 54
    5 of 5 stars (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Grill
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    • x
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    • x
    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,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 26
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which is renowned as... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 43
    4.5 of 5 stars (8) Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • Air Conditioning
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    • Hot Tub
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    • Ocean Views
    • Private Outdoor...
    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 8
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Mountain Views
    • Air Conditioning
    • Terrace
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    • Pet-friendly
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    • x
    • x
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    About this property
    Caribic House is located in Montego Bay in the heart of the tourist center affectionately known by the locals as The Hip Strip. With the Donald Sangster International Airport Montego Bay, just a five minute drive away, you don't have to waste any of your precious holiday time traveling to and from... View all property information
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    Montego Bay, Saint James Parish
    1 / 22
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • ?
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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
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    Montego Bay, Saint James Parish
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
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    • ?
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    • ?
    About this property
    Deluxe private villa with a sweeping view of the blue Caribbean Sea and Montego Bay. Three bedrooms, two and a half bathrooms, there is also one daybed in children's play room. 16' x 32' private pool. Onsite staff includes a cook, housekeeper/laundress, gardener and butler. Digital satellite... View all property information
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    Montego Bay, Saint James Parish
    1 / 13
    Ironshore
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • Mountain Views
    • Outdoor Dining Area
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    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
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    • ?
    About this property
    This is a four bedroom villa all with private bathrooms, however this unit is rented per room at a nightly rate of 65.00 USD , plus a one time cleaning fee per room of $25.00. At this property you will share all common area's with the other guess, pool, kitchen, living and dining rooms, wash room... View all property information
    Location Information
    Ironshore, Montego Bay
    1 / 39
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • DVD Player
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    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... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 39
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Internet Access
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    • Parking
    • DVD Player
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    • Pet-friendly
    • Child-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... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 25
    5 of 5 stars (2) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Washer
    • Grill
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea... View all property information
    Location Information
    Montego Bay, Saint James Parish