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Saint James Parish Villas

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    R 15 981 Average
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    Travellers to Saint James Parish are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    360 Matching Rentals in Saint James ParishView all 629 rentals
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    5 Bedroom Luxury and Affordable Villa on 9 acres1 / 34
    (45)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Paradise Palms Jamaica Villa Montego Bay1 / 31
    (71)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Terrace
    • Washer
    • Shared Garden
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting a panoramic 180 degree view of the Caribbean Sea, Jawara (meaning Peace and Love in Swahili, captures the essence of our villa. Jawara sits on the hillside of Coral Gardens, above the Holiday Inn and a mere 10 minutes from the Montego Bay 'Hip Strip.' Each of the three bedrooms comes...
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    JMCJS12, Rose Hall, Montego Bay
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Celebrity Villa Jamaica1 / 43
    (13)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • 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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    N A, Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    Summertime1 / 54
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    Enjoyed a wonderful week at Summertime between Christmas and New Year. House is large and sparkling clean. You may find the bathrooms a bit dated, but the bed rooms are spacious...
    Reviewed 13 June 2016
    We went with a 4 families including 3 infants which is always a challenge. However, we throughly enjoyed the extended weekend with excellent service at our place. Although we...
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    About this property
    Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees,...
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    Location Information
    11111, Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (22)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 December 2017
    This was our third stay at Sea Island as a family of 10. The home has beautiful rooms for all. The pool, tennis court and seating areas on the wrap around porch are fabulous...
    Reviewed 20 October 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...
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    About this property
    GORGEOUS 6 BEDROOM, 6 ACRES WITH LARGE POOL AND TENNIS COURT. 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) home is the...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Casa Marina on the Bay/Beach1 / 33
    (1)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Waterfront
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming one bedrooms studio vacation villa. We are in the middle of it all. -We are directly on the bay and across the road from the beach (sit on the bay and watch the cruise ship doc across the bay) -We are next door to the Montego Bay Yacht Club (good food and entertainment) -Across the road...
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    Location Information
    00000, Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cozy Cove - 5 Bdrm Villa w/Pool, Gated Community1 / 66
    (21)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The property lived up to expectations, geographically, the house was perfectly located and made accessibility a plus for my family.. Restaurants, hotels, shopping, the beach and...
    Reviewed 28 February 2018
    My family rented this piece of paradise while we were in Montego Bay to attend a wedding. Jaime has a lovely house and we enjoyed every minute of our stay at Cozy Cove. On our...
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    About this property
    COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is...
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    Location Information
    WI, Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Chateau Gloria Luxury Villa1 / 21
    (5)Average
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Secure Parking
    • Ocean Views
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 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 13 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
    00876, Ironshore, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ALLAMANDA is a brilliant contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby membership at Round Hill. Additional amenities include: pool table, ping pong table, private chef, computer or laptop, connecting bedroom(s), golf on site or nearby,...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Luxury 1 bedroom suite with balcony 500 SQF -  Cotton Suite1 / 50
    (6)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 4 weeks ago
    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
    00000, Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Pavilion Villa1 / 15
    (5)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2017
    This was our second stay at Pavilion and it just keeps getting better. The setting is amazing, the staff excellent, and accommodations are top notch. We were here with a large...
    Reviewed 4 September 2017
    For our spring break, we had the pleasure of staying at Pavilion for a third time. My husband was surrounded by women. Our three girls (18,17,14), sister-in-law, niece (26...
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    About this property
    Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbean Sea to the north and a tranquil viewa of the mountains to the south. The villa is very spacious and beautiful. The home is designed as five separate 400 square foot octagons located in separate...
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    Location Information
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    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
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Serendipity  Jamaica - You won't want to leave!1 / 85
    (38)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 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...
    Reviewed 10 January 2018
    We had visited Jamaica around 3 years ago and stayed at Serendipity. Everything about our stay there was perfect so we had decided to book again. There was absolutely no...
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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
    99999, Rose Hall, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 2 bedrooms at a lower rate of this luxury 6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airport Serendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The villa has been...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Private villa, breathtaking views, pool, wi-fi, AC, full staff, sleeps 10-121 / 30
    (3)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2016
    I loved the enjoyed the ocean view and the peace and quiet on the deck. I spent four nights at this property and everything that I needed was provided to me. There was a...
    Reviewed 16 September 2016
    The owners of the home were very responsive from the planning stage of our trip to even after we returned to the U.S. We received attentive and personal service in every way...
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    About this property
    **We are fairly new to the FlipKey/TripAdvisor platform. Ask about our listing's 100% 5-star reviews on other vacation rental platforms** Point of View Villa & Spa is a newly renovated 4 bedroom, 3.5 bathroom villa nestled in the hills of Montego Bay with expansive ocean views from every bedroom...
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    READING, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Chateau De La Rose Safari Room1 / 19
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Shared Garden
    • Air Conditioning
    • Housekeeping Included
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2016
    While we (my husband and I) were at Mobay, we visited our cousin who stays at Chateau De La Rose. First impression when I stepped my feet at the Chateau, I felt very comfortable...
    Reviewed 15 February 2015
    I just want to make a quick note to extend my heartfelt thanks to Shernett & Dave their family and staff for outstanding hospitality extended to us at your lovely Villa.We...
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    About this property
    The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With its exquisite landscape garden, beautiful sea views, own private swimming pool, 24 hour security and other facilities. We have created an environment where you will have all...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    *PLEASE ENQUIRE FOR  SPECIAL RATES* Luxury 4 Bed Fully Staffed Beachfront Villa1 / 29
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2015
    We've only been home for one day and we are ready to go back. We traveled with 3 other couples for a 50th birthday celebration, and it was the perfect place to go. The house...
    Reviewed 15 April 2015
    From the moment we stepped off the plane we were treated like queens!We hired a driver for the full 2 weeks.(the very best idea ever!) The house is beautiful! Spotless and well...
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    About this property
    Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibly one of the most magical Jamaican...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bogue Villa is very comfortable and luxurious private home in a quiet residential neighborhood in a suburb of Montego Bay. It offers the opportunity to spend a very relaxing holiday in Jamaica, in the luxury, privacy, and splendor of a luxury villa Jamaica. Bogue Villa was originally designed as a...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Sunset on the Beach at the Tryall Club1 / 34
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 January 2015
    We have vacationed throughout the Caribbean yearly for 30+ years. Tryall, and specifically the Sunset Villa, is one of the most memorable of all. The Villa is beautifully...
    Reviewed 17 June 2014
    My wife and I just recently spent time with our family in Montego Bays, Sunset on the beach Villa at Tryall club. This Villa is located right on the Ocean. It has three bedrooms...
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    About this property
    Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living. Additional amenities include: private chef, poolside shower, snorkel gear, golf on site or nearby, golf available, beach...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Half Moon | Garden View1 / 29
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I am from east coast and I needed to get away. Half Moon was perfect although prices were expensive for no reason, the staff was amazing. We stayed in the villas and it was a...
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    About this property
    Located along Montego Bay in Jamaica and part of the famous Half Moon Resorts property, the Villa Half Moon - Garden View is a fantastic find. Ideal for a group of discerning world travelers, a large family gathering or a discreet and private destination event, the seven-bedroom gem offers a wealth...
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    Location Information
    Ironshore, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Sea View Heights Villa Montego Bay1 / 36
    (9)Very good
    16 Bedrooms, 16 Bathrooms, Sleeps 36 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 March 2018
    This is a nice location off of the beaten path (literally) :) We had a driver that gave us a real down to earth tour of the local area and places to get food and entertainment...
    Reviewed 22 July 2017
    This was our first time staying in a Villa, a bit skeptical at first to go. However from we stepped through the gate of sea view heights villa it was a totally different story...
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    About this property
    Located in Barrette Town - Rose Hall, Montego Bay Recently Completed in 2007, Sea View Heights Villa is a lovely private home surrounded by real authentic Jamaican Homes, and Luscious countryside. The villa is tastefully decorated in colorful recreational fabrics, satellite TV, VCR, stereo and...
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    Location Information
    00000, Montego Bay, Saint James Parish
    Holiday Rental House - 16 Bedrooms, 16 Bathrooms, Sleeps 36
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    Fairway Manor1 / 50
    (5)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Hot Tub
    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 21 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
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Endless Summer1 / 54
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Very picturesque - The villa is ornate, open and airy with 2 big beautiful patios overlooking the pool, then a sea of palm trees with the ocean in the background. The...
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    About this property
    One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: private chef, poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to the us,...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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    10 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the Upmarket Suburb of Iron Shore in Montego Bay. The Area Boast a rich colonial heritage and is a tourist attraction in itself. The property itself is unmistakably Caribbean, with brightly coloured rooms, a tranquil atmosphere and a laid back feel. All rooms come with private bath...
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    Location Information
    XXXXXX, Ironshore, Montego Bay
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 18
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    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Rose Cottage at the Tryall Club on Jamaica is a stylish premiere estate with traditional Jamaican styling. This luxurious Montego Bay six-bedroom villa offers outstanding views of the lush mountainside and the crystalline Caribbean Sea. Enjoy beautifully landscaped grounds that offer...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Mahogany House • 3/4BR Villa • Grand spaces • Amazing views • *Cook • RoseHall •1 / 12
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 February 2018
    Great location, amazing views, and would recommend over any all inclusive resort. There were 7 of us and more than enough room. Chef Trevor and Ms. Pat the housekeeper were...
    Reviewed 17 May 2017
    Was very pleased with my decision to book this property. We usually stay in all inclusive and confined to small room. The pictures do not show how big the space in this house...
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    About this property
    Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with your favourite Jamaican...
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    ST JAMES, Rose Hall, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    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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    11111, Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Enjoy True Jamaican Hospitality at Davelyn Villa1 / 14
    (23)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 January 2018
    My stay was good pictures are accurate and truthful. How ever they did not have a desktop as stated and the internet was not strong. Also we didn't know that we would have to be...
    Reviewed 3 October 2017
    I have lost count of how many times I’ve stayed at this villa. It is incredible: large bedrooms, beautiful pool, relaxing living room and kitchen with all the appliances you...
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    About this property
    Davelyn is a private resort villa situated just outside of Montego Bay, Jamaica, complete with the services of a cook, maid, and caretaker to handle the chores while pampering you with inimitable Jamaican hospitality. Each bedroom at Davelyn Villa has luxury bedding, an en-suite bathroom, air...
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    Location Information
    N A, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    11111, Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Tranquillity on the Beach1 / 34
    (3)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2018
    What a wonderful spot. The staff was excellent and made the place so comfortable. The food was delicious. Leefurt was an awesome concierge and host. Chef Danny amazing. The...
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    About this property
    True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: private chef, available for large groups, connecting bedroom(s), paddle...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6,000-square-foot private villa on 5 acres with magnificent views of the Caribbean Sea. After sunset, the view transforms from brilliant blue water to the mesmerizing beauty of the sea at night, glimmering with reflections of cruise ships and the romantic night lights of Montego Bay nine miles...
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    Location Information
    JMCJS12, Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 3 bedrooms at a lower rate of this private luxury villa -6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airport Serendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Greatview1 / 24
    (3)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green...
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    Location Information
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featuring spellbinding vistas of the Caribbean, Nutmeg is located in the upscale residential neighborhood of Spring Farm. Nutmeg is set on five acres of gardens lush with tropical flowers and fruit trees. It has a large lawn which is the perfect playground for children. The villa is extremely...
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    Location Information
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    Endless Summer1 / 35
    (3)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 January 2013
    rented Endless Summer for one week in December for venue for my daughters wedding and short family break. The villa provided a beautiful setting for the wedding and luxurious...
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    About this property
    Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery encircling and...
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    Location Information
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Wild Orchid - Jamaica1 / 18
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 December 2015
    Wild Orchid is a beautiful villa on an amazingly large property. The staff is fantastic; competent, courteous, friendly and responsive. The chef prepared meals that were varied...
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    About this property
    Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably...
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    Location Information
    11111, Saint James Parish, Jamaica
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Camelot is a staffed two-bedroom villa at the legendary Tryall Great House. The villa is distinguished by breathtaking views of sea, sky and mountain from its comfy furnished veranda and spacious interiors are smartly decorated. Its newest addition is a private plunge pool. Additional amenities...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise. Feel free to ask...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms1 / 14
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Terrace
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2017
    My family and I attended a family member's wedding taking place at Hyatt Ziva resort in Montego Bay in May 2017. However, instead of staying at the wedding venue, we decided to...
    Reviewed 21 February 2017
    First let me explain that Caribbean Jewel was arranged as a replacement villa for our vacation by Villas by Linda Smith as our original booking had been sold. What a fantastic...
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    About this property
    Caribbean Jewel Villa is located within the exclusive gated Spring Farm Estates community and offers secure and luxurious accommodations with spectacular sea views. Caribbean Jewel represents the perfect blend of modern Caribbean elegance with a staff committed to the highest standards of...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark Villa is a fabulous luxury villa, located on two acres of beautiful tropical gardens with flowers, fruit and palm trees, plants and lush grassy lawns. The villa offers picturesque views of the sparkling Caribbean Sea directly overlooking Half Moon Bay. Neighboring villas are also located on...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Housekeeping Included
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise. Feel free to ask...
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    Location Information
    JMDWD14, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Lazy Laguna  - New Waterfront 4 bed/4bath Villa1 / 24
    (9)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2015
    We thoroughly enjoyed our stay at Lazy Laguna in Montego Bay. There were 3 couples in our group and the house accommodated us all comfortably. We stayed 5 days and could have...
    Reviewed 6 February 2015
    Our stay was wonderful!! Five stars in every way! Master suite was incredible. Bedding amazing. Views spectacular. Spacious, clean, beautifully decorated! Friendly! Great...
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    About this property
    Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors...
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    Location Information
    000000, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Windfall Villas... FREE TRANSPORTATION !1 / 64
    (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
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 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 23 April 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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    WINDFALL VILLAS, Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Jamaican Dream Golf Villa in Rose Hall - Ideal for Couples and Families, Beautif1 / 20
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 March 2016
    Absolutley fantastic!!! The accomodations are great. The staff is extremly friendly and a joy to be around. They make you feel right at home and pamper you beyond belief.
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    About this property
    JAMAICAN DREAM is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well-located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half...
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    Location Information
    JMCJS12, Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed Beachfront Villa1 / 20
    (5)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Private Garden
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sunset on the Beach, a charming 5 bedroom(beach house + cottage) private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. Sunset on the Beach underwent a significant upgrade during the summer of 2016 (reopening in November 2016). The addition of a...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    Karma Bay at the Tryall Club1 / 38
    (5)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 11 January 2018
    Our family of 9 (7 kids in their 20’s) stayed at Karma Bay and loved our time at the private and luxurious villa for a week. The property is waterfront with beautiful 6 bedrooms...
    Reviewed 30 May 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...
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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
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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