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Montego Bay Villas

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    Travelers to Montego Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 782 Rentals in Montego Bay
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    Ocean Front 2 Bed/2.5 Bath Suite Hip Strip Beach1 / 26
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club1 / 29
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2 bedroom/2 washroom Yachtclub view condo1 / 18
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautiful Waterfront Apt with Free Access to Private Beach Club Across Street1 / 27
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Washer
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We rented the apartment for initially a week, then extended it for a further five nights. Communications with Leora the owner who was brilliant; quick and very helpful. Nothing...
    Reviewed June 15, 2017
    This is our second time renting this condo from Leora, and we were very pleased again! Leora was easy to reach and quick to answer any of our questions before and during our...
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    About this property
    Situated on direct waterfront in Montego Bay in upscale Freeport. Unwind in paradise in this remodeled spacious waterfront 2 bedroom/2 bath apartment in a gated resort style complex with 24 hour security, large saline pool, kids wading pool, swing set, lovely tropical grounds and located across...
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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxurious 2 bedroom villa with pool, sleeps 6, Montego Bay1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 11, 2017
    I booked this trip to Montego Bay to celebrate my husband's 40th birthday. This place looked great online but in person...it was breathtaking. The views are incredible! This...
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    About this property
    This beautiful 2 bedroom cottage sits inside the greater Nianna Estate. With it's own privacy and access the Estate's infinity edge pool and luscious fruit-bearing gardens this is a great getaway for a family or group of 6. The cottage itself is uniquely designed from furniture sourced globally and...
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    Rose Hall, Montego Bay 1115
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms 2 Bath New Luxury Ocean Front Condo1 / 42
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The place has the best location in town. It is literally across the beach and on the hip strip-so restaurants and bars are 5-15 mins walk away. There is a money changer...
    Reviewed August 19, 2017
    One word: Perfection! About the host: Karl is a very nice, open, generous and warm person. He will help you and answer all your questions in a timely manner. He is really eager...
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    About this property
    2 bedroom 2 bath Luxury and Spacious just fully renewed Condo Apartment with fantastic ocean view on the Hip Strip, Montego Bay, Jamaica. Gated community, doorman, 24/7 supermarket in the building, pool, parking, garden. This is truly the most amazing location!! Just across the road from Doctors...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Front Modern Luxury Condo Montego Bay Club1 / 30
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Children's Pool
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Air Conditioning
    • Balcony
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 19, 2015
    Where to start. Me and my boyfriend decided to go somewhere warm and beautiful. I looked online for condos to rent. I am originally European so when i saw Karl's apartment i was...
    Reviewed October 6, 2015
    I had pleasant time. Karl suggested places to go out to eat and activities to do. The place was clean, spacious, modern and equip with all the necessities. The apartment was...
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    About this property
    Luxury and Spacious Condo Apartment available for vacation rental on the Hip Strip, Montego Bay, Jamaica Fully Rehabbed Condo in landmark building set in the side of a cliff with entry from the top and bottom of the building. King-size bed with orthopedic mattress Sofa or additional full size...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Front Montego Bay Club Apartments1 / 41
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Ocean Views
    • Mountain Views
    • Housekeeping Included
    • Wi-Fi
    • Waterfront
    • Washer
    • Air Conditioning
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2017
    Place looks just like the pic....everything was Beautiful. I will be returning. Every is right @ yur fingertips
    Reviewed December 30, 2015
    Apartment is great. Renovated and a little old "vintage" areas left in place. The view of Dr's Cave Beach is awesome and you can't beat it. The cabs at night that sit...
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    About this property
    Just fully renewed Affordable, Luxury and Spacious Ocean front Condo with balcony overlooking Caribbean Sea King-size bed with orthopedic mattress 50 inch LED Smart TV Wifi Internet and Cable TV Solid bamboo flooring Washer in the condo Fully equipped kitchen with granite counter tops,...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jus' Beachy - Luxury 1 Bdrm Apt with Sleeper Sofa1 / 26
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Patio
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    I definitely recommend this place. My wife and I live on the island and wanted a place to get away for a weekend before we traveled back to the USA for a few weeks. Serene was...
    Reviewed January 3, 2017
    Every bit of the rental was just as pictured. Serene was not only welcoming to us upon arrival but was available any time we needed her. The unit was glorious and we have...
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    About this property
    JUS’ BEACHY! This new beach theme apartment is located in the most sought after gated community in Montego Bay - 22 Freeport. 22 Freeport is a beach front complex on a Marina that features 24 hour security, a gym, infinity edge pool and playground. The apartment is located on the ground floor...
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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Front Modern Luxury Condo Montego Bay Club1 / 29
    (3)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    • Washer
    • Ocean Views
    • Mountain Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2017
    We really enjoyed our stay! Karl was very welcoming and accommodating. The apartment was clean and safe. Most places within walking distance. Great view of the beach. Got great...
    Reviewed November 1, 2015
    What a great place! Spotless, brand new, comfortable, clean, close to beaches, restaurants, shopping, big screen TV, high speed Internet, excellent communication with our host...
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    About this property
    Open, light filled studio with large balcony, overlooking the ocean, in a safe and secure building. Centrally located on Hip Strip, across a road from Doctors Cave Beach, nightclubs, casino, shopping, restaurants. Gated community, 24/7 security, pool Fully Rehabbed Condo in landmark building set...
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    Location Information
    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Mobay Club Studio Hip Strip, Beach Pool Nightlife1 / 34
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Balcony
    • Patio
    • Wi-Fi
    • Children's Pool
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 12, 2017
    Karl is amazing & and excellent at what he does. He is so informative with tours and makes them all fun from start to finish!! The condo has a beautiful view, in a great...
    Reviewed November 15, 2015
    Karl was our perfect welcome to Jamaica! Picked us up from the airport and looked after us throughout the stay, and even took us to a bargain of a car rental place to carry on...
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    About this property
    Quiet studio apartment with own patio on Hip Strip, in a middle of everything in Montego Bay. Nightclubs, beaches, restaurants, shopping, deep sea fishing, catamaran cruses, snorkeling, diving The studio has a fully equipped kitchen, AC and ceiling fan, cable TV, Wi-Fi, towels, linen, a swimming...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Front Modern Studio Hip Strip Beach Mobay1 / 27
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Location: Perfect location right across the street from the beach which is very convenient. It's very easy to get a taxi from outside the building. The supermarket was great. It...
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    About this property
    Open, light filled studio with large balcony, overlooking the ocean, in a safe and secure building. Centrally located on Hip Strip, across a road from world famous Doctors Cave Beach, nightclubs, casino, shopping, restaurants. Gated community, 24/7 security, pool, parking, tropical garden,...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Paradise Plum - 4BD,Pool, Ocean views, full staff1 / 16
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 26, 2017
    This place is everything it is advertised to be and more. The staff is outstanding. They accommodated every request the group of 8 could think of. The food was amazing...
    Reviewed January 24, 2017
    We stayed at the house with 4 couples. We each had our own room and bathroom. The staff were amazing! They always knew just what we wanted and always keeping us safe and kept...
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    About this property
    PARADISE PLUM VILLA Located in an exclusive Rose Hall Great House and Golf Club Gated community, offering 4 spacious air-conditioned bedrooms with 4 bathrooms en suite, all with king-size four poster mahogany beds with all bedrooms facing north to the Caribbean sea. Paradise Plum is surrounded by...
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    Rose Hall, Montego Bay 876
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    • DVD Player
    • Air Conditioning
    • 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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    Village Maria~ A true Jamaican villa experience with a full staff1 / 25
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    My friends and I stayed here for our annuals girls trip and to say our stay was AMAZING would be an understatement. The staff at Villa Maria is the BEST. When we arrived, we...
    Reviewed November 6, 2016
    I came to Jamaica to celebrate my 30th birthday with a group of friends(6 of us). My stay here at Villa Maria was more than what I could have imagined. The staff was amazing and...
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    About this property
    Village Maria is one of the most cost effective, fully staffed villa in Montego Bay, Jamaica: Staff Include: Housekeeper Free Chef with stays 5 Nights or more (breakfast and dinner you buy groceries) Caretaker Free Airport pick-up and drop-off. Excursion extra The community: Nestled in this...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Serendipity  Jamaica - You won't want to leave!1 / 169
    (34)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • 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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    Seaview Chateau1 / 108
    (29)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • 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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    Location Information
    Montego Bay, Saint James Parish JAMAICA
    Rental Home - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay. * superior 4-bedroom 4-bathroom private villa at the famous Tryall Club * staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff...
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    Hopewell, Montego Bay JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    BEAUTIIFUL MOUNTAIN VIEW APARTMENT - EXCELLENT LOCATION, CLOSE TO EVERYTHING.1 / 28
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Smart Home in Montego Bay 6 Minutes away from Airport (2 Bedroom apt)1 / 52
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Satellite TV
    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    I enjoyed staying here! My friend and I were impressed by the smart home idea so we were already excited to check in, the convenience of not having to get up to turn off the...
    Reviewed February 9, 2016
    It was very much like home. The hospitality was genuine; Ian was very helpful, friendly and overall an awesome person. He made my stay more than amazing! I would definitely...
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    About this property
    2 Bedroom Apartment, 6 minutes drive from the airport. Everything available for your comfort and relaxation. Use your voice to turn lights on and off, control the door, the television, ceiling fan, Air conditioner, check the status of the door, check on the weather at home, and lots more. This...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •1 / 12
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2017
    Was very pleased with my decision to book this property. We usually stay in all inclusive and confined to small room. The pictures do not show how big the space in this house...
    Reviewed May 12, 2017
    Had a truly memorable stay! The house is huge, perched on hillside with lots of land. Many family pictures and history inside- very homely indeed! There were a couple of issues...
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    About this property
    Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with your favourite Jamaican...
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    Location Information
    Rose Hall, Montego Bay ST JAMES
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Satellite TV
    • Housekeeping Included
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nianna Coral Bay is a fabulous vacation community featuring five 2-bedroom 2-storey townhouses with views of the Caribbean Sea. The beach is a 45 second walk away. The community has an infinity edge swimming pool, is enclosed by a remote controlled gate and secured with a guardhouse. Each townhouse...
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    Location Information
    Rose Hall, Montego Bay JMCJS12
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Comfy Apartment in Rose Hall, Montego Bay1 / 12
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Wi-Fi
    • Patio
    • Mountain Views
    • Balcony
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Stayed with my wife here for 2 weeks for our honeymoon. I enjoyed it very much. The property is well taken care of and there is everything in the apartment to make you feel at...
    Reviewed September 29, 2015
    I have just returned from a two week stay at this apartment and want to thank the host for their hospitality. The apartment was clean and well furnished. I can't wait to book my...
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    About this property
    Relax in beautiful Rose Hall away from the hustle and bustle of the city. Just a few minutes drive and you are at the beach where you can spend all day swimming, tanning, eating and just relaxing every day. There are lively spots along the coastline where you can enjoy cold beers, cocktails and...
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    Location Information
    Montego Bay, Saint James Parish PO 1
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Celebrity Villa Jamaica1 / 172
    (10)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed June 13, 2017
    A group of 18 women traveled to Montego Bay to stay at this Luxury home for a Bachelorette Party. The pictures are extremely accurate of this beautiful home. From the beginning...
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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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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego...
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    Montego Bay, Saint James Parish JMDWD14
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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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    Starfish Beach Front Villa1 / 39
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 18, 2017
    Amazing, reasonably priced- especially for large groups and families. it is located in a beautiful complex, full of amenities. We got Everything from a pool, tennis courts...
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    STARFISH Waterfront Villa is an unique, recently renovated, beachfront townhouse located in Montego Bay's most prestigious gated community Lagoons. This exquisite villa offers it's own sandy beach overseeing Montego Bay. Spacious patio coupled with tropical garden creates private relaxing...
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    Montego Bay, Saint James Parish 0000
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    • 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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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Following Seas is a marvelous private villa with the top rating of Premier. It is tastefully renovated with thoughtful comforts, amenities and stylish bathrooms throughout. * 8,000-square-foot, 6-bedroom villa on 7 acres at the prestigious Tryall Club * highest Premier rating * 2...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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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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    Location Information
    Montego Bay, Saint James Parish 11111
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis pro...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Wi-Fi
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    Pet friendly
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    About this property
    Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful. * deluxe 4-bedroom private villa at the famous Tryall Club * excellent for families * large...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    River Lot Gardens is a superior villa located on a lush hillside on Copperwood Ridge. Newly decorated, it is situated amidst lush tropical foliage. Gently sloping, red brick steps lead both to the main house and the separate guest cottage. The interiors are spacious and feature tasteful furnishings...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Silent Waters Villa - Private Luxury Villa1 / 45
    (12)Excellent
    10 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Satellite TV
    • Mountain Views
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 25, 2015
    The service at Silent Waters is top notch, from the staff adapting their gourmet menus for individual dietary needs, to your clothes magically reappearing washed and pressed, to...
    Reviewed December 13, 2014
    I organized my husband's 40th bday celebration at Silent Waters. Words can not express how amazing the villa and staff are but I'll try. Jean Lawrence, the property manager, is...
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    About this property
    Winner of the Caribbean Travel & Living Awards "Best Luxury Villa of the Year" for 9 straight years! Silent Waters Villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience....
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 10 Bedrooms, 7 Bathrooms, Sleeps 20
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    Fully staffed! Pool! Cook Services! Montego Bay! Cliffside Cottage1 / 26
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Terrace
    • Balcony
    • Patio
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 19, 2010
    Upon arriving for our stay Dec 2-12, 2010 I breathed a sigh of relief when I saw just how beautiful this home and view actually are. The photos are true to what you will find...
    Reviewed December 19, 2010
    Cliffside cottage begins with a heartwarming welcome from the professional friendly staff as you take your first steps onto the lush green property. It was awesome meeting some...
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    About this property
    'Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night....
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    About this property
    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Own Cook! Housekeepers! Pool! Staff! Gated community! Friendly! Near1 / 19
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    I stayed and had my wedding here in February of this year. Everything, from my initial contact with Rayne Russell, was simply flawless! Rayne went above and beyond to assist me...
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    'For the tennis enthusiast! 7 bedroom villa , fully staffed, private swimming pool and only 10 minutes from the airport. The comfortable Ladywood House has a total of 7 bedrooms. Two bedrooms with king size bed, two bedrooms with queen beds that share a bathroom The spacious house has a large...
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    Location Information
    Rose Hall, Montego Bay
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hillside House at Round Hill Ocean View 5 Bedrooms1 / 20
    (5)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Wi-Fi
    • Sauna
    • Satellite TV
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 30, 2017
    2.0 because 10 years ago we stayed at Hillside House with a party of six, and had the best experience. The home, the views, the access to activities within Round Hill and other...
    Reviewed March 28, 2017
    We came with my adult siblings and everyday was paradise. We woke up with the view of the sunrise over the mountains and cocktails at sunset on the veranda. The meals were...
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    About this property
    Hillside House, a crown jewel at Round Hill Resort, has been fully renovated and had a grand reopening in October of 2015. This lavish extraordinary private villa is located inside the secluded gates of the exclusive award winning Round Hill Resort in Montego Bay, Jamaica where princesses,...
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    Location Information
    Montego Bay, Saint James Parish JAMAICA
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Beach Club! Tennis! Pool! Luxury! Golf! Gym! Butler and Chef! Bougainvillea1 / 24
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 23, 2017
    This villa is a well-thought-out gem. The architectural elements and comfortable living spaces appeal to both your body and soul. The 270-degree ocean and mountain view...
    Reviewed September 6, 2011
    We recently got back from our second trip to Bougainvillea House at Tryall, having been three years ago. We had almost forgotten how fantastic Tryall is – beautiful location...
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    About this property
    'Bougainvillea House is a beautiful luxury villa. The lavish villa in Jamaica provides unsurpassed luxury and offers every 21 st century amenity. Designed by a renowned Jamaican architect the villa covers over 8,000 square feet. The expansive verandah at Bougainvillea House is more than 50 feet,...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Seawind Studio - Montego Freeport1 / 24
    (11)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Patio
    • Air Conditioning
    • Grill
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea. *...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    7 Bedrooms, 8 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
    One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. * remarkable new 7-bedroom 15,000-sq-ft villa on 7...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Porch
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy and personalized attention of villa living, and the amenities of the Tryall resort. With its spectacular views, lush gardens with waterfall, fountains and lily ponds, this beautiful villa is truly...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. * five-bedroom...
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    Location Information
    Montego Bay, Saint James Parish JMCJS12
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Montego  Bay Mango Walk Country Club Townhouse1 / 21
    (28)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Patio
    • Satellite TV
    • Washer
    • Mountain Views
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2017
    This was truly a home away from home. Everything was conveniently close, there was a pool and small cafe shop in within the vicinity. We enjoyed every minute of our stay. The...
    Reviewed May 8, 2017
    Marion is very helpful prior to checking in at the townhouse to ensure the logistics of handing over the keys is covered. Both Dennis and Marion came and visited as well to see...
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    About this property
    Great Value , Family Friendly Air-conditioned split level Two Bedroom Townhouse in gated community with 24 hour security, five minutes from airport, city centre , Doctors Cave Beach and Hip Strip .Perfect Home away from Home in relaxed quiet area .Comfortably furnished living and dining area ,...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Balcony
    • Terrace
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nianna Coral Bay is a fabulous vacation community featuring five 2-bedroom 2-storey townhouses with views of the Caribbean Sea. The beach is a 45 second walk away. The community has an infinity edge swimming pool, is enclosed by a remote controlled gate and secured with a guardhouse. Each townhouse...
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    Location Information
    Rose Hall, Montego Bay 12345
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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