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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 549 Rentals in Montego Bay
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    2 Bedrooms 2 Bath New Luxury Ocean Front Condo1 / 84
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    2 bedroom/2 washroom Yachtclub view condo1 / 18
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 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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    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Washer
    • Mountain Views
    • Air Conditioning
    • Children's Pool
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2017
    Karl's apartment was just as described and as pictured! He was the perfect host very accommodating and available at anytime.
    Reviewed August 21, 2017
    EXELENT LOCATION! Next to the beach and walkable to everything. It's really comfortable, and has everything that you need- towels, coffee maker, cups, and fridge. There is also...
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    About this property
    Brand new, fully remodeled luxury Condo (new granite kitchen with dishwasher, 2,5 Bath, washer) with large balcony, overlooking the ocean, in a safe and secure building. Centrally located on Hip Strip, across a road from Doctors Cave Beach, short walk to nightclubs, casino, shopping, restaurants....
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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 September 2, 2017
    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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    Ocean Front Modern Luxury Condo Montego Bay Club1 / 30
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    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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    Amenities & Details
    • 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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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reef House comprises a one story, mid-century Jamaican beach house and guest cottage. The design highlights the natural beauty of the setting and embodies the concept of “outdoor living.” The house has been updated to accommodate modern day necessities while keeping its original character. The main...
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    Hopewell, Montego Bay 11111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Rose Hall, Montego Bay JMCJS12
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation. There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool....
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    Hopewell, Montego Bay 11111
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Luxurious 2 bedroom villa with pool, sleeps 6, Montego Bay1 / 56
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    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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    Amenities & Details
    • Sauna
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Patio
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2017
    Karl's place was phenomenal and exceeded any expectations we could have had about our stay in Jamaica. Right in the heart of the Hip Strip and all of the happenings of Mobay. Be...
    Reviewed June 26, 2017
    Great location, right across the street from Dr. Caves Beach and plenty of shopping. Condo was very clean. When we arrived A.C. wasn't working and it was extremely hot and...
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    About this property
    Affordable, Luxury and Spacious Ocean front Condo with balcony overlooking Caribbean Sea King-size bed with orthopedic mattress + sofa bed 2 Full size beds Two 50 inch LED Smart TV Wifi Internet and Cable TV Washer in the condo Fully equipped kitchen, breakfast place, Microwave and Fridge...
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    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Patio
    • Mountain Views
    • Balcony
    • Housekeeping Included
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2017
    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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    Montego Bay, Saint James Parish PO 1
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 September 6, 2017
    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 Montego Bay, Jamaica: Housekeeper. Free Chef with stay of 5 night or more for breakfast and dinner (you buy groceries) or $60 per person per day all inclusive, breakfast and dinner (no need to buy grocery) Free airport pick-up and drop-off. The community: Nestled in this small...
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    Montego Bay, Saint James Parish 00000
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Celebrity Villa Jamaica1 / 86
    (11)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • 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 2 weeks ago
    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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    Montego Bay, Saint James Parish N A
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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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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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 2013
    This was our third stay at Tryall. The first time was 10 years ago when we got married. The second time was 7 years ago when we went back to celebrate my sister's 40th Birthday...
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    About this property
    Formerly Villa Viviana and now in new ownership, Annabella is built on two levels and surrounded by 6 acres of gardens on an elevated stretch of Mahogany Drive. The world famous Tryall Golf Course, private white sand beach, world class tennis, Restaurants, Kids Club and more of the resort’s...
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    Hopewell, Montego Bay 11111
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Yard
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My place is close to great views. You’ll love my place because of the comfy bed, the coziness, the kitchen, the high ceilings, and the views. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Located in Rose Hall, St. James in a village called...
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    Location Information
    Rose Hall, Montego Bay 00000
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Sea View Villa Montego Bay1 / 28
    (1)Excellent
    18 Bedrooms, 22 Bathrooms, Sleeps 36 Quick View
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    • 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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    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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    Montego Bay, Saint James Parish WI
    Rental Home - 5 Bedrooms, 5 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre site with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificant setting for this...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    • 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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    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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    Montego  Bay Mango Walk Country Club Townhouse1 / 21
    (28)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    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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    Serendipity - Spring Farm, Montego Bay 6 Bedrooms1 / 18
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 1 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Patio
    • Outdoor Dining Area
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 1, 2016
    Our stay at this amazing villa was simply amazing. The staff was wonderful, and it truly felt like we were in paradise. We didn't have to lift a finger, and the staff made sure...
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    About this property
    Serendipity Villa is located in the prestigious Spring Farm neighborhood above and overlooking Half Moon Bay resort and the blue Caribbean Sea. The villa has been totally remodeled with style and for comfort in 2008. Serendipity will delight you. The quiet entrance through a flowering vine covered...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 1
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    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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    Montego Bay Studio-Montego Freeport1 / 32
    (2)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Parking
    • Wi-Fi
    • Children's Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 10, 2017
    My girlfriend & I stayed here for 10 days on vacation and were more than pleased with this studio! If you're not the all-inclusive hotel type and looking for a nice apartment...
    Reviewed April 25, 2016
    “The apartment perfectly matched it's description. The neighborhood was very quiet and safe, we really felt right at home. The pool on site was clean. The beach a the Seawind...
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    About this property
    This studio is located at the Seawind on the Bay property , Montego Bay , the tourist capital of Jamaica. Close to Secrets Hotel , Seascape Resort (formally the Seawind beach hotel) and Hard Rock Cafe where we offer free access to the beach. Hard Rock also offer a pool and a spa Next to the world...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Karma Bay at the Tryall Club1 / 38
    (4)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2017
    We stayed at Karma Bay for a week and it was AMAZING. We were treated like family by the entire staff. Service via our head of household, Edward, couldn't be topped anywhere...
    Reviewed May 8, 2017
    Six couples at Karma Bay to celebrate my wife's 50th birthday. Karma Bay was the PERFECT setting for our party! Six individual rooms gave everyone private settings while the...
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    About this property
    A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. Additional amenities include: private chef, poolside shower, snorkel gear, golf available, beach club, bathrobes,...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    Karma Bay sits on the Tryall plains, along Country Club Drive. The villa is a brief stroll to the Club’s private white sand beach and the legendary Tryall Golf Course. A short golf cart ride will take you up to the Great House, tennis courts, shops, Kid’s Club and gym. Karma Bay’s six bedrooms are...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    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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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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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    Location Information
    Rose Hall, Montego Bay 876
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Heated)
    • Waterfront
    • Satellite TV
    • Ocean Views
    • Wi-Fi
    • Housekeeping Included
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover this light-filled haven of tranquility, nestled in the hills above Half Moon Bay - while easily accessible to bustling Montego Bay, Jamaica. 7,700 square feet on just over 2 landscaped acres in a gated community. Fully staffed by chef, butler, housekeeper, laundress, gardeners and night...
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    Location Information
    Rose Hall, Montego Bay JMCJS12
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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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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    Overlook - Tryall Club1 / 15
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 2014
    This is our second time to Tryall and first to Overlook Villa. Last year we stayed at Bumpers Nest. Overlook is first class all around. The views are breathtaking from any where...
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    About this property
    Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay. With spectacular views of the Caribbean Sea and Tryall's famous golf course, Overlook villa lives up to its name with mesmorizing views. There are 5 wonderful bedrooms all with air conditioning for...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    Mango Walk Country Club1 / 17
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2014
    My sister, daughter, and a friend of ours stayed here from Aug 2/14to Aug 8/14. Very nice safe and comfortable gated community house was very clean ms Jackie was nice and...
    Reviewed March 24, 2014
    We stayed here from Feb 1/14 to Mar 1/14. The first 2 weeks it was 2 women, and our husbands joined us for the last 2 weeks. This is a well equipped, very clean town house in a...
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    About this property
    Brand new fully furnished 2 bedroom townhouse available in gated communty with 24 hour security for weekly monthly rental. Central air, hot water, internet/cable and washing machine with pool on site. 5 minutes from Sangsters airport, entertainment, shopping area and beach. Additional cost...
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    Location Information
    Montego Bay, Saint James Parish 250000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Balcony
    • Satellite TV
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful three story apartment home with remote control gates, five (5) minutes from restaurant and supermarket . Home is air conditioned, with washroom, pool, cabana bathroom, big back yard to hang out and entertain and plenty of parking. Home has great view of the mountains overlooking Montego...
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    Location Information
    Montego Bay, Saint James Parish 000
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This isn't your every day Villa this property is an Estate I call it my private Traven on the Green, because it very private and is located right outside the main city area of Montego Bay and it coved in green plants and palm trees in a area the locals call 'Barnett Estates' a very Exclusive area...
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    Location Information
    Montego Bay, Saint James Parish 11111
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views. With its charming detached bedroom cottage, great gathering spaces such as the ocean side pool deck and quarter acre lawn, Tradewinds is a...
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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Newly renovated studio in the safest neighbourhood of Montego Bay. Steps away from the beach (free access to our guests) and few restaraunts. Only 7-10 min drive from famous Hip Strip. Free parking and swimming pool and 24 hour security. Guest access 24 hour security, two pools and barbeque area....
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    Location Information
    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chelsea Inn is a safe environment with that authentic atmosphere of living as a local! Dedicated in loving memory for my daughter, it is a safe and fun place. Want you to feel the real Jamaica as we are locals and we will show you the beauty of this truly amazing island at local prices! We are NOT...
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    Location Information
    Montego Bay, Saint James Parish PO1
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Knockando on Round Hill1 / 34
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. * 8 bedroom/10 bathroom deluxe villa at...
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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Ocean Front Modern Studio Hip Strip Beach Mobay1 / 81
    (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 August 23, 2017
    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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    Location Information
    Montego Bay, Saint James Parish JMCJS23
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Windfall Villas... FREE TRANSPORTATION !1 / 32
    (2)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Housekeeping Included
    • 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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    Location Information
    Montego Bay, Saint James Parish WINDFALL VILLAS
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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