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Holiday Rentals with Pools in Saint James Parish

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    Travellers to Saint James Parish are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    339 Matching Rentals in Saint James ParishView all 592 rentals
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    2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club1 / 29
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Luxurious 1 BdRm Ocean Front Condo in Montego Bay1 / 28
    (19)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 28 Quick View
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    Luxury 2 bedroom suite with living area and balcony 900 SQF - Palm Suite1 / 50
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2018
    We rate our stay 11 out of 10, since it exceeded all our high expectations. The sketchy drive up the mountain only heightens the contrast once you arrive. The views are...
    Reviewed 19 March 2018
    I was in Montego Bay for two days and decided to stay another day at a different resort. I chose Waterfield Resort, and that was the best decision I made on this trip. The view...
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    About this property
    Our 2 bedroom 2 bathroom 900 square foot luxury apartment has super views overlooking Montego Bay. It also includes a lounge area and a satellite kitchen. Both rooms have V-Sprung Super King beds with Egyptian Cotten, so you are ensured of a good nights sleep. Come and lounge by the pool and have...
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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Private  Beachfront Condos in Montego Bay Jamaica1 / 6
    (18)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Patio
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2014
    This was our first trip outside USA booked on TripAdvisor, so we were kind of apprehensive. However, from the very first contact with the managers, we felt at ease. All our...
    Reviewed 4 August 2014
    Our stay at these Beachfront Condos in Montego Bay was, as expected, very quiet and peaceful. While the beach isn't crystal clear like in Montego Bay, it was still nice. The...
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    About this property
    Your island home in the sun awaits you. Looking to rent an apartment in Jamaica? Enjoy a quiet, peaceful retreat when you rent a studio, 1-, 2-, or 3-bedroom condo at Sea Castles in Montego Bay, Jamaica. Located on Jamaica’s Gold Coast, this hidden treasure is located just 15 minutes from...
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    Rose Hall, Montego Bay 00000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    (3) City/Ocean View 2 Bedroom Condo in Montego Bay1 / 48
    (46)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great vacation home clean customer service was great definitely an a in my book anytime I visit Jamaica again I will stay there again thanks Andre
    Reviewed 17 April 2018
    I want to first start by saying thank you to Andre and his staff. Upon arrival I was early and Bridget welcomed me but did advise that someone was still in unit 3 but she did...
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    About this property
    This condo is located in the quiet, upscale community of Westgate Hills, Montego Bay. It is approx. 15-20 minutes drive from the Sangster International Airport. The location is ideal as it is:>>1 minute away from a commercial shopping area that has a bank, supermarket, restaurants, pharmacy and...
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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    (8) City/Ocean View 2 Bedroom Condo in Montego Bay1 / 20
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 January 2018
    The place is amazing! had a good time. the place was just as described. Recommend to everyone to go and stay!
    Reviewed 16 January 2018
    very close to major shops and business in Bogue and 10 minute ride downtown. convenient and within walking distance of major transportation within the city.
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    About this property
    This condo is located in the quiet, upscale community of Westgate Hills, Montego Bay. It is approx. 15 -20 minutes drive from the Sangster International Airport. The location is ideal as it is: >>1 minute away from a commercial shopping area that has a bank, supermarket, restaurants, pharmacy and...
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    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pleasant View Villa1 / 20
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2017
    From Bobby picking us up at the airport to our final conversation with Murine. Everything was tranquil and luxurious. By far the best trip I have ever been on. Thanks to Bobby's...
    Reviewed 7 November 2015
    I stayed at this villa for a week with my family, 6 adults and 1 toddler, and this villa ended up being the icing on the cake for our trip. The grounds are beautiful and there...
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    About this property
    Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal...
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    Hopewell, Montego Bay READING PO
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    (4) City/Ocean View 2 Bedroom Condo in Montego Bay1 / 34
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2018
    What a great experience! All the amenities that made it feel like home. Andre was a great host and Carlene the property manager ensure I was well taken care of. Very central to...
    Reviewed 31 March 2017
    Andre was very helpful and ensured that my stay was great.Very clean, quiet and safe.I would go back in a heart beat!
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    About this property
    DescriptionThis condo is located in the quiet, upscale community of Westgate Hills, Montego Bay. It is approx. 15-20 minutes drive from the Sangster International Airport. The location is ideal as it is:>>1 minute away from a commercial shopping area that has a bank, supermarket, restaurants,...
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    Location Information
    Montego Bay, Saint James Parish 12345
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whispers 3 bedroom located along the coastline of Montego Bay, Jamaica offers guests an outdoor swimming pool, tropical gardens & ocean view. The 3 spacious, air-conditioned rooms feature attractive decor and a peaceful milieu. Peaceful residential neighborhood, near to beaches, 10min drive from...
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    Location Information
    Ironshore, Montego Bay 8766
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2018
    The villa is nestled high in the mountains of Montego Bay with an amazing view of the city. The jungle comes alive at night with all the sounds of local wildlife. The owners...
    Reviewed 15 March 2018
    We stayed for 9 days at Waterfield Retreat and all i can say is Wow!! Beautiful rooms, all the amenities, gorgeous pool, lush surroundings and OMG what a view!! Way up on the...
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    About this property
    Waterfield Retreat has stunning panoramic views over Montego Bay, set in 20 acres of tropical vegetation, come and relax by the lovely pool with sunny days and cool evenings. Experience the real Jamaica in its natural surroundings away from the tourist traps. Set 800 ft above sea level this is...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Seacastles  Vacation Penthouse1 / 30
    (11)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2014
    If only it could have lasted forever, I was amazed how much fun my 2 kids were having.I was having an awesome time myself.They have a relaxing beach that I would lay in while my...
    Reviewed 2 January 2014
    Pleasant experience with personable on the ground staff. Relaxing environment. Areas outside the apartment needs facelift (along stairs) and common area. Near to shopping and...
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    About this property
    Beautiful 2 bedroom penthouse located in Rose Hall Montego Bay, Jamaica. Sleep 6 people. Features an upstairs master bedroom with 2 twin beds, that can easily transfer into a king-size bed, master bedroom with own private full bathroom. the second bedroom has a queen bed with a full bathroom....
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    Montego Bay, Saint James Parish JMCJS12
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Luxury 1 BDRM Condo1 / 19
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Ocean Views
    • Balcony
    • Hot Tub
    • Secure Parking
    • Washer
    • Air Conditioning
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    Amazing place - lovely apartment and the beach is phenomenal! It's not perfect, but its just perfect for what me and my boyfriend wanted. It is slightly away from the shops, so...
    Reviewed 11 November 2016
    It was so perfect. The only think wrong was the jacuzzi not working. The beach was very clean an peaceful
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    About this property
    WELL APPOINTED LUXURY 1BEDROOM APARTMENT ON JAMAICA'S GOLD COAST, ROSE HALL IS WITHIN 5 MINUTES FROM MONTEGO BAY AIRPORT. AMENITES INCL GRANITE COUNTER TOPS IN KITCHEN & BATHROOMS, BREATHTAKING VIEW FROM BALCONIES OF THE CARIBBEAN SEA/POOL AREA, OTHER ON PROPERTY AMENITES INCL 24 HOUR SECURITY,...
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    Montego Bay, Saint James Parish JAMAICA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Beautiful ocean views, Montego Bay Studio near Doctors Cave Beach and Hip Strip1 / 12
    (21)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 November 2017
    I enjoyed my stay at the Garden Studio unit in the El Greco Resort complex. It has what I needed for a comfortable stay. Doreen met me at the unit when I arrived and took me...
    Reviewed 27 May 2017
    We enjoyed our stay, this is our 2nd time staying here and look forward to coming back. It was just enough space for myself and my husband. The beach, the strip, and a 24 hour...
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    About this property
    A lovely studio apartment within grounds of the El Greco resort, is only 10 minutes drive from Montego Bay Airport. Near the beautiful Doctor’s Cave beach, and vibrant Hip Strip with it’s many bars and restaurants, this apartment benefits from being in a relaxed and safe environment. On the second...
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    Montego Bay, Saint James Parish JAMAICA
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Jus' Beachy - Luxury Apartment in Beachfront Gated Community1 / 26
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2018
    This is a beautiful apartment in a very beautiful complex in Freeport, Montego Bay. The place is clean, modern and quiet and check in was seamless. The property is gorgeous and...
    Reviewed 26 December 2017
    Serene's location is just beautiful. We loved the colors of the furniture. The kitchen was well equipped and the kingsize bed huge and cosy. The pool is a 2 minute walk from the...
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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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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seaview Chateau Villa located along the coastline of Montego Bay, Jamaica offers guests an outdoor swimming pool, tropical gardens & ocean view. The 9 spacious, air-conditioned rooms feature attractive décor. and a peaceful milieu. Peaceful residential neighborhood, near to beaches, 10 min drive...
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    Ironshore, Montego Bay 8766
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Chateau Gloria Luxury Villa1 / 21
    (5)Average
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    Mr.Michael and Ms.Sharrone were great. The downside was that I had to do my own grocery shopping which was not what was supposed to happened and when I was given the grocery...
    Reviewed 14 July 2017
    Very nice property it exceeded our expectations. Very clean and we'll kept. Definitely would stay here again.We checked in super fast, amazing house for a group of...
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    About this property
    Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical garden. The villa has an...
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    Location Information
    Ironshore, Montego Bay 00876
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful spacious ocean view villa located in Ironshore, Montego Bay surrounded by luscious palms and fruit trees. Fully furnished and comfortable for a family on a short vacation or monthly stays. the villa has a gorgeous large blue pool on deck. The property is gated with security. The villa...
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    Ironshore, Montego Bay 87666
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy 1 bedroom apart located in the quite Breadnut close gated community of reading St. James, fully equipped with the necessary amenities, if you need a nice and quiet place to relax, this is the place to be. This one bedroom studio is consist of one bed a connecting bathroom. This room...
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    Location Information
    Montego Bay, Saint James Parish 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chateau de la Rose is situated in the beautiful and picturesque neighborhood of Ironshore, which is an upper class suburb of Montego Bay. It is on the north shore of Jamaica 10 mins from the airport and very tranquil. The Villa is the perfect hideaway where you and yours can have that special...
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    Location Information
    Ironshore, Montego Bay 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Nautical Homes Miramar1 / 44
    (7)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2018
    Amazing property clean and well-equipped, fabulous hosts. Stayed at this property for just under a week with a group of friends celebrating my 30th birthday. everything about...
    Reviewed 2 January 2018
    The condo is beautiful, clean and very well equiped. The whole complex is very nice with a beautiful view ( exactly as the photo showing the property) . The owner was very...
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    About this property
    This property is located in a upscale gated community Just 15 minutes away from the Donald Sangster International Airport and 6 minutes west of Fairview Shopping Center. This gated community is nothing short of today's luxury-living. Miramar is the real deal in terms of residential property. This...
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    Location Information
    Montego Bay, Saint James Parish P O 2
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Village Maria~ A true Jamaican villa experience Beachfront1 / 24
    (6)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2018
    This place is very nice and the staff is amazing. If you are expecting a typical tourist vacation with a resort feel, this is not the place for you. If you are open to having an...
    Reviewed 17 April 2018
    Villa Maria and the staff that work to make this villa stay exceptional. The villa is spotless and the staff does a great job making sure all of your needs are met. There is a...
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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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    Location Information
    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Celebrity Villa Jamaica1 / 43
    (13)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 March 2018
    Great food from staf (Mikey). Always helpful (Jason) They made us felft very welcome from start to finish. I cant express how much fun we had. Pool very clean. Felt secure and...
    Reviewed 6 December 2017
    Beautiful, comfortable Villa. I had my 60th birthday party for around 32 gyuest. 14 of us stayed at the villa for 2 nights, we had the best care and treatment from the staff...
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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
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well-manicured lawn, walking paths and a garden...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A spacious 1 bedroom apartment in the heart of Montego Bay, steps from the beach with a beautiful view. Newly renovated kitchen, restaurant onsite as well as grocery store, pool & parking....
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    Location Information
    Montego Bay, Saint James Parish 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Caribbean Soul your island home1 / 42
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Ocean Views
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2018
    Staying at Valerie’s condo was amazing, the best place I’ve rented in Jamaica by far. Everything is exactly how it is in the pictures. I cannot thank Valerie enough for all of...
    Reviewed 30 August 2017
    This property and Valarie's condo were perfect and exactly what we wanted for our vacation. Secure, Quiet, Clean, and very well put together. We are planning to make this our...
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    About this property
    Caribbean Soul is located in the newly built gated community of Miramar in Unity Hall, Montego Bay. The location is 5 minutes from downtown Montego Bay with ample shopping and dining experiences to choose from. Our property has a state of the art swimming pool and thermal controlled hot tub with...
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    Location Information
    Montego Bay, Saint James Parish 90210
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Mountain Views
    • Air Conditioning
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring free WiFi, a year-round outdoor pool and a barbecue facilities, Villa Donna Inn offers accommodations in Ironshore. The bed and breakfast has a terrace and views of the sea, and guests can enjoy a meal at the restaurant or a drink at the bar. Free private parking is available on site....
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    Location Information
    Ironshore, Montego Bay 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean view 2 BR, 2 1/2 Bath inc. staff1 / 24
    (13)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 December 2015
    Nice 2 bedroom townhouse, comfortable furnishings, clean. Best part of the accommodations was Nicole, our helper. Upon arrival she greeted us with fresh pumpkin soup, Jamaican...
    Reviewed 19 May 2015
    I simply do not know where to begin so I will do,so from the very beginning. I was initially in contact with Jennifer/homeowner May 2014. At first I was hesitant being that I...
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    About this property
    It's always been our dream to have our own little spot in Jamaica. After a life time of travelling to this beautiful Island and introducing it's many wonders to others, we finally have a place to call our home away from home. Located in the lovely 'Reading' area, just 20 minutes from the airport...
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    Location Information
    Montego Bay, Saint James Parish WEST INDIES
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Serendipity  Jamaica - You won't want to leave!1 / 85
    (39)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2018
    My husband and I, our two kids (ages 3 and 4), my parents, and our nanny stayed at Serendipity this past February and it was a DREAM vacation. Even though we were traveling with...
    Reviewed 17 January 2018
    We had the chance to stay at Serendipity for the second time and it was simply AMAZING! Somehow the property and staff continue to improve. The staff was incredibly attentive to...
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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
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Annabella - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 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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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Fairway Manor1 / 50
    (5)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2017
    Fairway Manor was not what I expected at all. The grounds are gorgeous, the staff was so professional and accommodating at all times and our chef charles cooked his heart out...
    Reviewed 22 November 2014
    This is the second villa we have rented in Montego Bay from Linda Smith and it exceeded our expectations once again. The property is beautiful and the grounds and views are...
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    About this property
    Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Chateau de la Rose  Moonlight Room1 / 21
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2016
    The hosts here are beyond expectation. I felt like family almost from the moment of me arrival. Room is large and ample. The meals are very tasty and service is without...
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    About this property
    Chateau de la Rose is situated in the beautiful and picturesque neighborhood of Ironshore, which is an upper class suburb of Montego Bay. It is on the north shore of Jamaica 10 mins from the airport and very tranquil. The Villa is the perfect hideaway where you and yours can have that special...
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    Location Information
    Ironshore, Montego Bay 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Silent Waters1 / 51
    (2)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Parking
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 January 2015
    I just returned from a eight day stay and I can tell you each day was special from the entire staff greeting us at the entrance until we had to say good-by. From day one the...
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    About this property
    Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site,...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Grill
    • Washer
    Suitability
    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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Enchanted Villas  For the holiday of a life Time1 / 18
    (3)Excellent
    10 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2018
    Bruce and I have visited Jamaica 2 years in a row. We have fell in love. Omar, Shelia and Mr. Murant have become family. They make our stay excellent, home away from home...
    Reviewed 21 June 2018
    Enchanted Villas offers the traveller looking for the Jamaican experience a chance to enjoy themselves. Located minutes from the airport and one of the main shopping areas in...
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    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
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    Location Information
    Ironshore, Montego Bay XXXXXX
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 18
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    Seawind Studio - Montego Freeport, Montego Bay1 / 38
    (6)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Children's Pool
    • Private Garden
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    By far the best place to stay in Montego Bay. Close to the beach, retail, and restaurants. There is security and a pool on the property. Petronia is super friendly and very...
    Reviewed 8 January 2018
    Petronia was a very kind and helpful host. The pictures are exactly what it looks like. Awesome place!
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    About this property
    This studio is located in the Seawind On The Bay complex in the upscale Montego Freeport area with full access to the beach at The Hard Rock Cafe. The complex is surrounded by two major hotels, Secrets Resorts and Sunscape Resorts and is next door to the world renowned Montego Bay Yacht Club. The...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nature’s Bliss is a lifestyle retreat center and health ministry founded on the belief that a healthy mind, body and soul are within reach for each one of us. Our goal is to provide our guests the resources they need to live in tune with nature as God intended. We help our guests learn to adopt a...
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    Location Information
    Ironshore, Montego Bay 8766
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Hot Tub
    • Parking
    • Air Conditioning
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool,...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a taste of paradise where the waves lap the shore and the trade winds caress the palm trees, Karma Bay has all the attributes that make for an unforgettable oceanfront living experience. With six private bedrooms, this magnificent waterfront villa melds influences from Asia and the Caribbean...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Montego    Apartment one Come To Jamaica And Feel Alright1 / 40
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Secure Parking
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2017
    I looked at a lot rentals and this one caught my eye. The response from the owners was hassel free. The place provides all that you need. Alene was very accommodating and...
    Reviewed 2 August 2016
    We had a great stay very accommodating. Kids Loved the pool!!! Private setting. Rooms where spacious. Hostess was friendly!!
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    About this property
    A 3 bedroom 3bathroom full size kitchen pool and only 5 minutes drive to the beach, their is also a day care available with 24 hour service(fee). This villa/apartment is located in Iron Shore a sort after area for travelers. Close to everything. Maid and car services are available upon request...
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    Location Information
    Ironshore, Montego Bay 00000
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Air Conditioning
    • Shared Garden
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property is located on escarpment 14 stories above sea level, take elevator in adjacent Montego Bay Club to street and across to world renowned Doctors Cave Beach. Property is located 5 minutes from Montego Bay airport. Property is located above Gloucester Ave (the 'Hip Strip') including...
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    Location Information
    Montego Bay, Saint James Parish 87666
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Housekeeping Included
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chateau de la Rose is situated in the beautiful and picturesque neighborhood of Ironshore, which is an upper class suburb of Montego Bay. It is on the north shore of Jamaica 10 mins from the airport and very tranquil. The Villa is the perfect hideaway where you and yours can have that special...
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    Location Information
    Ironshore, Montego Bay 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chateau Margarite 3 Bedroom Villa1 / 35
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Terrace
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Balcony
    • Porch
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2015
    If I am being blankly honest, Chateau Margarite in Montego Bay, wouldn’t have been my first choice when finding a place to stay in Jamaica. There were a few things that I liked...
    Reviewed 6 April 2015
    My wife and I spent a week at this establishment in February 2015. It was all around amazing from the location, service and setup. From the moment we pulled up to the minute we...
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    About this property
    Are you looking for a getaway to white sandy beaches, scuba diving, beautiful falls and breathtaking sunsets, lush green tropical vegetation and the warm care of your personal staff? Well, look no further, visit Chateau Margarita where our prime concern is you: Relax in luxurious surroundings where...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    • Cable/satellite TV
    Suitability
    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Montego Bay Studio-Montego Freeport , Montego Bay1 / 37
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Children's Pool
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2018
    This was the most wonderful homey experience I have had on holiday. Clean comfortable and all you could ask for. Real sence of community in tranquil surroundings. Outstanding...
    Reviewed 11 January 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...
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    About this property
    This studio is located at the Seawind on the Bay property , Montego Bay , a gated complex in 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...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring free WiFi, a year-round outdoor pool and a barbecue facilities, Villa Donna Inn offers accommodations in Ironshore. The bed and breakfast has a terrace and views of the sea, and guests can enjoy a meal at the restaurant or a drink at the bar. Free private parking is available on site....
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    Location Information
    Ironshore, Montego Bay 87666
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pavilion Villa1 / 15
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Hot Tub
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This is the perfect get-away to escape from the crazy chaos of everyday life! From the moment you arrive to the moment you leave you will be relaxed and pampered. The property...
    Reviewed 28 April 2018
    Traveled with my dad, sister, husband and son. We were greeted at the airport by our driver Mr Morris. He provided us with refreshments to enjoy on the ride to paradise...
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    About this property
    Situated on 4 acres above Jamaica's 400-acre Half Moon champion golf course and a mere 5 minutes from the new Ritz Carlton and the Rose Hall Resort & Country Club of Montego Bay is where you will find The Pavilion, the deluxe 5 bedroom, 5 1/2 bathroom Jamaican villa that is fully staffed with a...
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    Location Information
    Saint James Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Seacastle blue suite,Rose hall1 / 20
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Waterfront
    • Skiing: Property Is In A Ski Resort
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2016
    Incredible ocean view alone was well worth it. About 15/20 minutes from the airport. About 10/15 mins from town. This place feels like a well preserved castle. Very very quiet...
    Reviewed 27 February 2016
    My goal on my first trip to Jamaica was to avoid if possible the traditional trappings of resorts and spas. Instead, I wanted to find the comforts of home and be very close to...
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    About this property
    Deluxe fully furnish 2br ,2ba Sunny On the beach Park Snorkeling Kite surfingFully furnish North and south expsoure Steps to margarita ville PoolTennis Enjoy jogging on resort With fine linen Steps to everything 7 min from airport Sleep 6, Rate is 50.00 per guest additional guest 50.00 per...
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    Location Information
    Montego Bay, Saint James Parish ROSE HALL
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Balcony
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montego Bay Club is a high–rise resort actually built into the side of a mountain, and best of all, it's right across the street from world–famous Doctor's Cave Beach. Guests can lounge by the unique roof top pool and take in the magnificent views. The Montego Bay Club is found in Montego Bay and...
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    Location Information
    Montego Bay, Saint James Parish
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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