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Montego Bay Villas

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    $1,314 Average
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    Travelers to Montego Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    295 Matching Rentals in Montego BayView all 520 rentals
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    Mango Walk Country Club1 / 25
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Luxury 1 bedroom suite with balcony 500 SQF Cotton1 / 53
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Sea View Heights Villa Montego Bay1 / 36
    (8)Excellent
    16 Bedrooms, 16 Bathrooms, Sleeps 36 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2017
    This was our first time staying in a Villa, a bit skeptical at first to go. However from we stepped through the gate of sea view heights villa it was a totally different story...
    Reviewed June 17, 2017
    We had a group of 29 family member and close friends that rented this villa. Polly Ana and Patrick were amazing. They did everything in their power to make us comfortable and...
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    About this property
    Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 16 Bedrooms, 16 Bathrooms, Sleeps 36
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    10 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
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    Ironshore, Montego Bay XXXXXX
    Rental Home - 10 Bedrooms, 9 Bathrooms, Sleeps 18
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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (21)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2016
    Our extended family was in serious need of a restful vacation. The staff and accommodations were truly amazing and made our week the most restful ever. The chef accommodated...
    Reviewed March 3, 2016
    Sea Island Villa is Jamaica living at it's best! A bathroom for each bedrooms was so convenient. The staff is wonderful, our driver Lloyd took us to great places like Mayfield...
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    About this property
    PROMOTION! COMPLIMENTARY VAN/DRIVER FOR 7-DAY BOOKING GOOD FROM 3/1 TO 9/30 Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms)...
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    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Chateau De La Rose Safari Room1 / 38
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Shared Yard
    • Air Conditioning
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2016
    While we (my husband and I) were at Mobay, we visited our cousin who stays at Chateau De La Rose. First impression when I stepped my feet at the Chateau, I felt very comfortable...
    Reviewed February 15, 2015
    I just want to make a quick note to extend my heartfelt thanks to Shernett & Dave their family and staff for outstanding hospitality extended to us at your lovely Villa.We...
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    About this property
    The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With its exquisite landscape garden, beautiful sea views, own private swimming pool, 24 hour security and other facilities. We have created an environment where you will have all...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Serendipity  Jamaica - You won't want to leave!1 / 85
    (34)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2017
    My experience at SERENDIPITY RESORT was amazing I felt welcome when the Driver picked us up it was VIP treatment from that point on. When we arrived at the house we were...
    Reviewed July 5, 2017
    I travel often and this experience was by far the best! The house was awesome but the staff, specifically Christopher, The Butler was outstanding! His attentiveness was...
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    About this property
    S E R E N D I P I T Y: The faculty or phenomenon of finding delightful, pleasant or valuable things not sought for, while having the wisdom to discern it. This is how we, while aimlessly exploring the island of Jamaica on an anniversary retreat, unexpectedly discovered the spectacular view at...
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    Location Information
    Rose Hall, Montego Bay 99999
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Celebrity Villa Jamaica1 / 43
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2017
    Very clean establishment. Excellent food from Chef Mike. Outstanding customer service from the staff. Overall great experience!!!
    Reviewed June 27, 2017
    We had a great time in Jamaica, for our turn up weekend of 18 ladies, the staff was amazing and they did everything to make our weekend memorable. The house provided great space...
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    About this property
    Come to Celebrity Villa Jamaica where the luxurious accommodations and impeccable service are fit for a STAR celebrity! The beautiful mansion is a NEW CONSTRUCTION 6,000 sq ft 7 BR/ 7 BA plush estate home nestled on an ocean view mountain in the prestigious Iron Shore resort community in Montego...
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    Location Information
    Montego Bay, Saint James Parish N A
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Enjoy True Jamaican Hospitality at Davelyn Villa1 / 14
    (22)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2017
    I have lost count of how many times I’ve stayed at this villa. It is incredible: large bedrooms, beautiful pool, relaxing living room and kitchen with all the appliances you...
    Reviewed January 1, 2017
    Agree with most of the earlier reviews. Villa was great and the housekeeper, Keisha was great in providing wonderful local cuisine. Rooms are very comfortable and pool gets...
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    About this property
    Davelyn is a private resort villa situated just outside of Montego Bay, Jamaica, complete with the services of a cook, maid, and caretaker to handle the chores while pampering you with inimitable Jamaican hospitality. Each bedroom at Davelyn Villa has luxury bedding, an en-suite bathroom, air...
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    Location Information
    Montego Bay, Saint James Parish N A
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Paradise Palms Jamaica Villa Montego Bay1 / 62
    (71)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Patio
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2017
    After staying at this property before, I decided to take my family along this trip and they loved every bit of it. Paradise was large enough to fit everyone and it still felt...
    Reviewed June 21, 2017
    absolutely amazing!! Were there for 6 days we loved every little bit of it..villa is super spacious, clean and cozy, the area is great, nice and quiet, cant ask for for more...
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    About this property
    Paradise Palms Jamaica Villa is a Self Catering Vacation Rental accommodation which provides a great holiday experience in a quiet, residential area approximately 10 minutes from Montego Bay Airport and 7 minutes drive away from the main shopping centers, cinemas,restaurants and the famous Mobay...
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    Location Information
    Montego Bay, Saint James Parish MOBAY
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Windfall Villas... FREE TRANSPORTATION !1 / 32
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2016
    So, we knew they had an Airport pick-up; but the minivan would have been too small. I rented a 12 seat minivan and took the 20 minute drive to the location. Mel, the host, was...
    Reviewed April 22, 2016
    We recently took a family trip with 2 small children and absolutely loved this location and the accommodations. The owner, Mel was available and at our disposable, we actually...
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    About this property
    Hello I'm Mel, Thank you for looking at Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety is first, It also has to be cost friendly….within your budget. With that in mind lets talk about what you get. Free transportation to A...
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    Montego Bay, Saint James Parish WINDFALL VILLAS
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Chateau Gloria Luxury Villa1 / 21
    (4)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 14, 2017
    Mr.Michael and Ms.Sharrone were great. The downside was that I had to do my own grocery shopping which was not what was supposed to happened and when I was given the grocery...
    Reviewed July 13, 2017
    Very nice property it exceeded our expectations. Very clean and we'll kept. Definitely would stay here again.We checked in super fast, amazing house for a group of...
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    About this property
    Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical garden. The villa has an...
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    Location Information
    Ironshore, Montego Bay 00876
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Mountain Views
    • Waterfront
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming one bedrooms studio vacation villa. We are in the middle of it all. -We are directly on the bay and across the road from the beach (sit on the bay and watch the cruise ship doc across the bay) -We are next door to the Montego Bay Yacht Club (good food and entertainment) -Across the road...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Noble House on the Beach1 / 36
    (2)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 3, 2015
    Noble House~ 5 Star~Resort within itself!!5 couples 35-55 years oldOne week stayArrangements~ We worked with Sharon from Linda Smith Villa's. She was great at answering my...
    Reviewed November 14, 2013
    After a short 3-1/2 hour non-stop flight from Philadelphia though an annoyingly long wait to get through customs, we arrived at Noble House. Upon entering the beautiful arched...
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    About this property
    A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Additional amenities include: private chef, poolside shower, available for large groups, connecting bedroom(s), golf on site or nearby, golf available, beach club, fully staffed villa,...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Jamaica Villa Nutmeg, Montego Bay, Jamaica1 / 80
    (34)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Ocean Views
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2017
    Attentive staff, great food, exceptional view, spacious accommodations are words that can be used to describe our recent stay at Nutmeg Villa. Ms. Delta's stew pork and curry...
    Reviewed March 12, 2017
    Nutmeg exceeded our expectations! The staff was amazing and we could not have asked for better food all week. The weather did not look promising but it only rained for a little...
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    About this property
    OCEAN VIEW: Great for GOLFERS, YOGA & WEDDINGS: A 6 bedroom elegant villa with magnificent views of the ocean from each room. The entrance has wide airy views of the swimming pool. Our full staff at Nutmeg will be there at your beck and call. You will be pampered by the butler, the cook, the...
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    Location Information
    Montego Bay, Saint James Parish JAMAICA WEST INDIES
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 33
    (19)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2017
    The villa was amazing, steps away from the beach. Our party of nine had a wonderful time! Ms Winnie & Sophie took great care of us and cooked authentic Jamaica style...
    Reviewed February 23, 2017
    Everything is PERFECT about the location! From the decor, to the spaciousness, to the amazing staff...we seriously could not have asked for more! Winnie and Sofi were so...
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    About this property
    COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is...
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    Location Information
    Montego Bay, Saint James Parish WI
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 14
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    Summertime1 / 54
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2016
    We went with a 4 families including 3 infants which is always a challenge. However, we throughly enjoyed the extended weekend with excellent service at our place. Although we...
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    About this property
    Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees,...
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    Montego Bay, Saint James Parish 11111
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Terrace
    • Washer
    • Shared Yard
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting a panoramic 180 degree view of the Caribbean Sea, Jawara (meaning Peace and Love in Swahili, captures the essence of our villa. Jawara sits on the hillside of Coral Gardens, above the Holiday Inn and a mere 10 minutes from the Montego Bay 'Hip Strip.' Each of the three bedrooms comes...
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    Location Information
    Rose Hall, Montego Bay JMCJS12
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
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    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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hatfield South Villa1 / 14
    (3)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Porch
    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 19, 2017
    We had 10+ in our party to celebrate my 60th Birthday at the Villa. We had an amazing time there, Beres was very helpful and would often run small errands for us. Rooms are...
    Reviewed August 24, 2015
    Great location! Beautiful view and very helpful staff. Stayed there for a few days with a group of friends. Plenty of room, a walk away from shops restaurants and bars. Also...
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    About this property
    Hatfield South Villa is located along the beautiful coastline of Montego Bay in Jamaica and offers guests an outdoor swimming pool, tropical gardens and sea views . This is a spacious newly renovated Villa with en-suite bathrooms in every room, a rooftop terrace and beautiful balcony views. You...
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    Location Information
    Montego Bay, Saint James Parish 87666
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hils Court Villa can simply be described as a personal retreat of “simplistic elegance in paradise.” The villa comfortably sleeps 8-10 people. If one person, two people, etc choose to stay at the villa, the villa is yours ONLY during your stay. You eat, sleep or whatever you have in mind when you...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greatview is one of the most glamorous private homes overlooking the Half Moon golf course and vast ocean vista. Three world-class golf courses (Cinnamon Hill, Half Moon and White Witch) are within a five-minute drive. The view is breathtaking ~ the deep blue sea to the north and magnificent...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    2BR 2BT Tranquil Waterfront Villa(s), Montego Bay1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 2, 2016
    I highly recommmend the Rock villas. My family and I stay on this property everytime we go on one of our regular visits to Montegobay. The property has tropical flowers...
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    About this property
    Rock Villas is a private hideaway in Reading, Montego Bay, Jamaica. Come join us and discover the true meaning of relaxation combined with Jamaican hospitality at our unique retreat. Our three private villas are nestled in one acre of rocky coastline, and boast the most spectacular ocean and...
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    Location Information
    Montego Bay, Saint James Parish 33333
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    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. Additional amenities include: private chef,...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    High View Villa1 / 6
    (1)Terrible
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Outdoor Dining Area
    • Balcony
    • Terrace
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 6 bedroom, 4 bathroom Villa is located in a lush hill country overlooking the Caribbean Sea. The 750 foot elevation and ocean breezes provide a cool atmosphere and a very romantic view. In fact, every room has a view at High View Villa. The Villa is surrounded by beautiful tropical...
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    Montego Bay, Saint James Parish JAMAICA
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    * deluxe 9,000-square-foot mansion overlooking a 400-acre championship golf course * 4 bedrooms/4 baths for adults; additional 2-bedroom/2 bath apartment -- main villa accommodates 12 guests * 7th bedroom/suite being added summer/fall 2017 - NEW! * 5 minutes from 3 golf courses GOLF...
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    Ironshore, Montego Bay JMCJS12
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand...
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    Hopewell, Montego Bay 11111
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Seaview Chateau1 / 27
    (29)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 1 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Mountain Views
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 11, 2016
    Had a brilliant time in Jamaica the stay at the villa was excellent. went with family to have my 10 year wedding anniversary kids had brilliant time in and out of swimming...
    Reviewed August 6, 2016
    My family and I spent almost two weeks in this Lovely Villa and waited for extended family members and friends to arrive to take part in our Family Reunion events. This...
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    About this property
    9 bed room french style villa. With great view, sleeps 18 to 24 comfortable master bed room king size bed with built in jacuzzi , 2 other rooms with king size bed and 6 rooms with 2 full size bed, each room has its own bath room a large kitchen and dining area, a laundry room,a power room, a...
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    Montego Bay, Saint James Parish JAMAICA
    Rental Home - 9 Bedrooms, 9 Bathrooms, Sleeps 1
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room...
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    Hopewell, Montego Bay 11111
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    The Wharf House - Old World Charm By The Sea1 / 20
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2017
    To try and put a place and experience like The Wharf House into words is challenging because no matter how eloquent my words are they will fall short in capturing the beauty...
    Reviewed July 4, 2016
    In May, I traveled to Jamaica for a cousin's wedding and I was fortunate enough to stay at the beautiful Wharf House. Imagine waking up every morning to dappled sunlight...
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    About this property
    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a large saltwater inlet of the Caribbean Sea which is part of the Montego Bay Marine Park. For several decades, The Wharf House has also been - and remains until today - one of the...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    About this property
    Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores is one of the newest homes in this collection. Its prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location. * contemporary 4-bedroom beachfront house...
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    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    About this property
    The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican mountains and Caribbean Sea beyond. The home is built on two levels and offers traditionally styled interiors with some local artwork. The home boasts seven...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Patio
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    Pet friendly
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    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
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located along Montego Bay in Jamaica and part of the famous Half Moon Resorts property, the Villa Half Moon - Garden View is a fantastic find. Ideal for a group of discerning world travelers, a large family gathering or a discreet and private destination event, the seven-bedroom gem offers a wealth...
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    Location Information
    Ironshore, Montego Bay
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Sea View Villa Montego Bay1 / 28
    (1)Excellent
    18 Bedrooms, 22 Bathrooms, Sleeps 36 Quick View
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    • Cable/satellite TV
    • Ocean Views
    • Internet Access
    • Waterfront
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    If you are looking for total paradise with and awesome view, in a safe location, and being catered to 24/7 this is your place. We've stayed in many big all inclusive resorts in...
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    About this property
    Sea View Heights Villa Montego Bay, is a lovely private home surrounded by real authentic Jamaican homes, and luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, Stereo and comfortable furniture inside and out. The spacious bedrooms are...
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    Montego Bay, Saint James Parish JMDEH20
    Rental Home - 18 Bedrooms, 22 Bathrooms, Sleeps 36
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    Serenity on the Beach1 / 30
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 21, 2015
    This was undoubtedly one of the best vacation homes we have ever stayed in. Five siblings and my parents returned to my father's homeland to once again enjoy Jamaica. It was a...
    Reviewed June 15, 2015
    Gladstone, Maud, Jean, Pauline and Wisdom, the staff, was the best part of this vacation. They made my vacation with my 6 daughters exceed my expectations for a trip that my...
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    About this property
    SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Grounds include a tennis court, basketball hoop and heated pool. Additional amenities include: private chef, poolside shower,...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pet friendly
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    Smoking allowed
    About this property
    Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally...
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    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Windfall Villas... FREE TRANSPORTATION AND MAID1 / 36
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 3, 2016
    My group’s first impression when Mel and his father arrived at the airport set the premise for the remainder of the trip. They were so warm and welcoming and treated us as if we...
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    About this property
    Hello, I'm Mel. Thank you for your interest in Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety come first. It also has to be cost friendly….within your budget. With that in mind let's talk about what you get. Free transportation...
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    Location Information
    Montego Bay, Saint James Parish JAMAICA
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    BEAUTIIFUL MOUNTAIN VIEW APARTMENT - EXCELLENT LOCATION, CLOSE TO EVERYTHING.1 / 28
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2017
    This villa is a beautiful place to stay in Montego Bay!! In the process of booking the villa for a week stay, Mr. Noel was always there to answer any questions or concerns that...
    Reviewed August 17, 2017
    This place is a great property! Truly a home away from home. All the comforts and more. Stayed in the top floor unit. 3 br. Each br has on suite bath, sat. tv, ac. Beautiful...
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    About this property
    Beautiful (3) three bedrooms, (3.5) bathrooms Apartment with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, Wifi, dining room, utensils,...
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    Location Information
    Montego Bay, Saint James Parish 000
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership. * glamorous 9,000-square-foot private estate on 6 landscaped acres overlooking the sea * 6...
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    Montego Bay, Saint James Parish 00000
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    About this property
    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name 'Knockando' is a Gaelic term which refers to the distillery in Scotland which is renowned as...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    3 Bedrooms, 4 Bathrooms, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rush Bond Villa is a Villa with 3 bedrooms, 3 bathrooms, kitchen, living-room with dining area. Outside is a swimming pool with bubble bath and jacuzzi. It is situated in a gated community (with securety) in Ironshore in Montego Bay. This is 3 minutes away from the airport. Close to Blue Diamond...
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    Ironshore, Montego Bay
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 3
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    Bogue Villa1 / 21
    (34)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2017
    A recent visit to Jamaica with visits to Kingston, Mandeville, Ocho Rios, and Montego Bay reinforces my belief that bigger is not necessarily better. The ultimate stop of my...
    Reviewed January 8, 2017
    This place has an amazing staff, awesome view and lots of places to relax. Mr. & Mrs. Allen did a wonderful job making us feel at home. Once you've had the pleasure of meeting...
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    About this property
    Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history,...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Bella is a stunning Mediterranean-styled villa overlooking the Caribbean Sea and is only15 mins. from the Montego Bay airport. The villa has 4 air-conditioned bedroom en-suites with king-sized beds. The contemporary styled furnishings throughout the villa were chosen for your comfort and...
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    Location Information
    Rose Hall, Montego Bay 99999
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    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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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast. Elegantly perched on eight and a half acres atop this hill is Bambu, a grand six-bedroom private villa distinguished by its classic architecture and...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Jamaican Dream Golf Villa in Rose Hall - Ideal for Couples and Families1 / 20
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 2016
    Absolutley fantastic!!! The accomodations are great. The staff is extremly friendly and a joy to be around. They make you feel right at home and pamper you beyond belief.
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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...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 8
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