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Jamaica Luxury Vacation Rentals

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    Travellers to Jamaica are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    375 Matching Rentals in JamaicaView all 2,495 rentals
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    Celebrity Villa Jamaica1 / 43
    (15)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    DUKES Hideaway at Silver Sands Resort1 / 9
    (7)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Jamaica Destination Wedding Villa: HUMMINGBIRD HALL JAMAICA1 / 37
    (1)Terrible
    2 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    PROMOTION! COMPLEMENTARY DRIVER/VAN FOR WEEK- LONG STAY GOOD FROM 3/1 - 9/301 / 29
    (26)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2018
    What a magical stay! The staff was nothing short of perfect; from greeting us with complementary smoothies, to doing our laundry and fixing us the perfect meals. The resort is...
    Reviewed July 25, 2018
    We had an amazing time at Sea Island Villa, the property was immaculate and the Staff was extremely gracious. I highly recommend this Villa you will definitely be happy to add...
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    About this property
    GORGEOUS 6 BEDROOM, 6 ACRES WITH LARGE POOL AND TENNIS COURT. TYALL MEMBERSHIP. 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...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Negril Beach Villa1 / 16
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    We went with 2 other couples!!! So 6 of us all together!!! The house is so beautiful in its own way. I love the way it was built and I love how every room is completely open to...
    Reviewed February 19, 2019
    My husband and I took our two sons and daughters-in-law to the Negril Beach Villa for a week. The house is right on seven mile beach in a quiet location with nice grounds and a...
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    About this property
    Be it ever so humble, there's no place like a villa on Negril Beach. Nothing else even comes close. Happily, here it is, friendly staff and all. A slice of Eden ensconced on one and a half lushly landscaped acres with 400 feet of pristine white sandy beach. In this Spanish-style villa on...
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    Location Information
    Negril, Westmoreland Parish NEGRIL
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Luxury Ocean Front Villa w/ Private Pool & Beach Cove *DISCOUNTS* 3&4 Room rates1 / 55
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Waterfront
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2016
    I stayed at this villa with my family and had the best time! The house is beautiful and is on a gorgeous property overlooking the ocean. We had a great time jumping off the...
    Reviewed March 13, 2015
    Our family had the pleasure of vacationing at ‘Brown Shuggah.’ The listing couldn't be more accurate. Every aspect of this home is absolutely breathtaking; the layout and design...
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    About this property
    Your five bedroom Ocean front villa, comes fully staffed with Butler, chef, houskeeper and gardener. The large covered verandah opens on to our Beach Entry swimming pool with an Infinity Edge. It is surrounded in a tropical garden and conveniently located between the resort towns of Ocho Rios and...
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    Location Information
    Runaway Bay, Saint Ann Parish 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
    Chef, Butler, Beach, Pool, Spa, Billiards, Rooftop Movies, Tennis, Family Fun!1 / 46
    (18)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2019
    This place was AMAZING! The entire staff went above and beyond to make our experience memorable. Dillon, Chef Perry, Mack, Prento, Patricia and I'm sure a host of others behind...
    Reviewed March 10, 2019
    Mais Oui was absolutely incredible. Immaculate gardens, safe, secure, private property, amazing made-to-order food, friendly, considerate, in-house staff, very clean, large...
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    About this property
    Our love affair with Jamaica led us to create Mais Oui Tennis and Spa Villa as more than a home away from home. We wanted to share the island’s vibrant culture in a setting that offered unique amenities reminiscent of a boutique hotel rather than a private home. Our 18 years of experience has...
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    Location Information
    Discovery Bay, Saint Ann Parish DISCOVERY BAY PO JAMAICA
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 21
    ULTIMATE LUXURY! BUTLER! CHEF! BEACH MEMBERSHIP! Flower Hill Villa- 5BR1 / 37
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 5, 2019
    We rented this property for a family of 17 which included 9 college age kids and younger down to 8. It was perfect for our group for a week. Though not on the beach, it has...
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    About this property
    OMG! You have found a villa with a VERY SPECIAL OFFER!! COMPLIMENTARY 15 SEATER VAN AND DRIVER FOR WEEKLY BOOKINGS!! Includes complimentary airport transfers, trips to Negril and over to Ocho Rios! Best way to see Jamaica! (Guests responsible for gas and tips to driver) One of the most luxurious...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica1 / 30
    (18)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2018
    We decided on Port Antonio for our holiday and it was perfect for all of us (2 adults and 6 kids ranging from 13 to 23 years old), and Spicy Villa was a treat that far exceeded...
    Reviewed August 1, 2017
    This villa was everything right with a vacation. We got there late on our first day. Denny, Keith, and Karen were there to greet us and show us around the property. There...
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    About this property
    Spicy Hill Villa, one of Jamaica's best-kept secrets. In a secluded tropical setting surround yourself in luxury. Spend romantic candle lit moments dining around the pool or watch the sunrise on the bay.  Spicy Hill Villa is a Jamaica Tourist Board approved Villa, this achievment sets us apart from...
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    Location Information
    Port Antonio, Portland Parish SAN SAN
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Crystal Cove Villa1 / 34
    (7)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2018
    Whatever pictures you see online ignore them, that's not how the place looks. It is amazing and looks WAY BETTER! This place beat my expectations! The host is amazing and...
    Reviewed January 24, 2018
    We stayed at Crystal Cove for a week in December, 2017.  Arthur and Evette were very helpful in communicating before our stay to help us with arranging transportation, tours and...
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    About this property
    Located in the heart of Ocho Rios, Jamaica, Crystal Cove Villas boasts 6 bedrooms and 7 bathrooms. There are 3 bedrooms and 4 bathrooms in the Main House. Each bathroom has its own distinct feature. The Master Bathroom has a Jacuzzi whilst another bathroom has a Rustic Outdoor Effect; built...
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    Location Information
    Ocho Rios, Saint Ann Parish 0000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Pattoo Castle1 / 98
    (12)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 19 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Hot Tub
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2019
    We were there for our daughter’s wedding in July. Their wedding made me feel like I was in a live action Disney Princess movie. The storybook couple stood underneath one of the...
    Reviewed July 23, 2019
    What a beautiful home! The castle is so beautiful, the views were amazing from all angles. Such beauty! The grounds were amazing as well. Patrick was wonderful and very helpful...
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    About this property
    8 bedroom 8 bathroom 2 kitchen castle located on a ocean side cliff Just 65 minutes from Montego Bay Airport, This private quiet unique castle located on a cliff a few minutes drive from Negril town and 7 mile beach. The house has recently been renovated to international standards and is built...
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    Location Information
    Negril, Westmoreland Parish 000000
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 19
    Selah - Runaway Bay 4 Bedroom Beachfront1 / 31
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Porch
    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 14, 2017
    We had a fabulous week here celebrating our 30 th wedding anniversary .All upstairs bedrooms had stunning balconies with ocean views , beautifully furnished , comfy beds and...
    Reviewed November 22, 2016
    My sister booked this for her family months ago and I was fortunate enough to be able to join them. We are thoroughly enjoying the week here. The food is amazing and the staff...
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    About this property
    Selah (Say-la) Villa , one of our newer 4 bedroom Runaway Bay villas, sits on the sea where the waves gently break on shallow reefs and roll in providing their own music. Runaway Bay is the place the sugar plantation slaves escaped in the bygone slave era of Jamaica. The beach is one mile of white...
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    Location Information
    Runaway Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    VILLA MARA1 / 33
    (13)Excellent
    7 Bedrooms, 10 Bathrooms, Sleeps 19 Quick View
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    • Terrace
    • Washer
    • Grill
    • DVD Player
    • Housekeeping Included
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 23, 2019
    I celebrated my 15th wedding anniversary at the villa this January. When I tell you it exceeded all my expectations it is truly awesome. Trudane is the most professional...
    Reviewed January 23, 2019
    The villa Mara was absolutely breath taking,it is spacious clean beautifully decorated the staff was amazing they took very good care of us Trudane the owner was a was wonderful...
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    About this property
    Located on the beautiful white sand beach on the Mammee Bay Estate, and built in the 1970s, this Caribbean gem has a stellar reputation for old world charm satiated with all the luxurious components of modern living. The Villa sits on a bluff rising 2 feet above the gorgeous Caribbean Sea. Take...
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    Location Information
    Mammee Bay, Saint Ann Parish JMCAN19
    Holiday Rental House - 7 Bedrooms, 10 Bathrooms, Sleeps 19
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 7 BEDROOMS of this 7 Bedroom Elegant Good Hope Plantation Coach House - this villa reflects Jamaica's old world charm - fully staffed with private swimming pool. * Fully Staffed villa with own cook and housekeeper, butler * Only 40 minutes drive from the Montego Bay airport. * Only 25...
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    Location Information
    Unity, Trelawny Parish
    Condo/Apartment - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Waters Edge - The Caribbean sea at your feet1 / 15
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2017
    My wife and I stumbled upon this place while searching for a vacation spot.We'd been on multiple cruises and really enjoyed Jamaica as a destination yet we'd never stayed...
    Reviewed January 31, 2017
    Hmmm where did the other guest reviews go? Oh well here's mine.Vivian and staff are first class yet down to earth. Family stayed for 4 nights and barely left to sight see...
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    About this property
    New modern sea side villa. Centrally located less than 30 minutes from the Montego Bay Int'l Airport (MBJ) and many attractions. Bedrooms are spacious, fully air conditioned with sea views. We off er 4 bedrooms of which 3 have en-suite baths. One bed room adjoins an extra family room with 2...
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    Location Information
    Montego Bay, Saint James Parish 9999
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Moon San Villa at the Blue Lagoon '5 Bedrooms'1 / 40
    (4)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Parking
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Balcony
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 29, 2016
    I stayed here with a group of friends in July...while this place is NOT luxurious it offers a different vibe...a more country bed and breakfast feel that has seen better...
    Reviewed May 7, 2013
    My 3 girlfriends and I had the optimal experience there, thanks to Greg and Marley, who knew how to help us actualize every enjoyable adventure imaginable! From serving...
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    About this property
    This villa offers daily COMPLIMENTARY BREAKFAST FOR 10, FREE USE OF BOAT WITH CAPTAIN for snorkeling and sightseeing to San San Beach, Monkey Island and Blue Lagoon. You also receive COMPLIMENTARY PASSES TO THE BLUE MOUNTAIN BICYCLE TOUR, #1 tour in Portland(If you stay 3 days or longer). Moon San...
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    Location Information
    Port Antonio, Portland Parish 00000
    Private Room - 5 Bedrooms, 5 Bathrooms, Sleeps 14
    Pineapple Villa1 / 17
    (25)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2017
    A group of 12 of us stayed in Pineapple Villa in March and it was the most relaxing trip we could have ever asked for. The cottage is so big with 2 levels of outside seating...
    Reviewed December 30, 2016
    Pineapple Villa is the perfect house for myself, my four children, their "significant others", and three granddaughters (ages 2, 4, and 6). The floor plan is ideal and...
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    About this property
    The largest of 3 villas owned and managed by Peggy Wall (Chin) is located on the North Coast approximately 35 minutes from Montego Bay. This luxurious villa is located in Silver Sands, a gated community, with a private beach and club house and 24 hour security. This Villa offers 3 large living...
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    Location Information
    Duncans, Trelawny Parish JAMAICA
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The most luxurious property of all, this eco-friendly architectural masterpiece boasts 270- degree views of the Caribbean Sea and is an oasis of vacation indulgence, just 10 minutes from Jakes… The main house has five ample bedrooms, plus a deluxe lower level suite and games room replete with a...
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    Location Information
    Treasure Beach, Saint Elizabeth Parish 0000
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Serendipity  Jamaica - You won't want to leave!1 / 85
    (40)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 November 12, 2018
    Serendipity Villa is a home away from home. The staff is so warm and inviting. They’re completely attentive to you and the service is exceptional! The property is luxurious and...
    Reviewed May 1, 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...
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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
    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 7 Bed Fully Staffed Beachfront Villa1 / 25
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Fortlands Point on the Beach, one of the world's most exquisite and luxurious 7 bedroom beachfront mansions located on a private promontory with its own private beach, swimming pool extensive gardens. Set amongst stunning landscaped gardens with tropical flowers Fortlands Point is...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    The Wharf House - Old World Charm By The Sea1 / 20
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2018
    We are a family with three generations who regularly travel together. In the last three years, we've been to Vietnam, Mexico, Italy, and England. We always pick villas...
    Reviewed January 18, 2017
    To try and put a place and experience like The Wharf House into words is challenging because no matter how eloquent my words are they will fall short in capturing the beauty...
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    About this property
    The Wharf House is a beautiful and historic 18th century property located on the shores of the Montego Bay Lagoon, a large saltwater inlet of the Caribbean Sea which is part of the Montego Bay Marine Park. For several decades, The Wharf House has also been - and remains until today - one of the...
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    Location Information
    Montego Bay, Saint James Parish 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Beautiful Beachfront Villa With Private Pool and Bar (Fully Staffed)1 / 59
    (8)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2019
    The Villa was beautifully landscaped, maintained, and the view was perfect. It is right on the beach, and has its own volleyball court. At night, we loved hanging out in the...
    Reviewed July 30, 2019
    My stay here absolutely exceeded expectations and I would recommend it to anyone looking for a comfortable luxurious experience. When I first arrived I was stunned by just how...
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    About this property
    Welcome to Aqua Beach Villa, a private, fully staffed vacation rental with 5-star amenities. The exclusive rental includes the beautiful 6-bedroom home with numerous forms of entertainment, dining and relaxation spaces. The villa rental includes the full 1-acre property, beach bar, pool, water...
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    Location Information
    Negril, Westmoreland Parish PO BOX
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exquisite, breezy villa is just a trot down the road from Jakes proper. Extreme privacy is yours, as a bamboo fence, acres of flowering trees and a quiet cove of Caribbean Sea peacefully ensconce you. Inside, behold massive windows, Indian and Moroccan-style décor and four bedrooms each with...
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    Location Information
    Treasure Beach, Saint Elizabeth Parish 0000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Dukes Hideaway - Silver Sands 6 Bedroom1 / 10
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 4, 2018
    Dukes Hideaway was booked by my friend Roxanne for her 50th Birthday Celebration, but I was a guest (Cathy). The house was amazing and the staff was equally amazing! There were...
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    About this property
    The website is currently under construction and should be up in a few weeks with new pictures. Current pictures are preliminary to give you an early peek at the villa. In the mean time, if you need more information on Dukes Hideaway in Silver Sands, please contact us. Dukes Hideaway is a new...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTING 4 BEDROOMS AT A LOWER RATE OF THIS 9 BEDROOM MANSION 3 levels - Each floor has 3 luxury bedrooms and each level has its own kitchen - for a grand total of 9 bedrooms - Fantastic for large family reunions or large groups that would like to stay together. This villa is over 12,000 sq feet...
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    Location Information
    Ironshore, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Wine Down Villa, Blue Mountains, Jamaica1 / 37
    (1)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Terrace
    • Housekeeping Included
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    • Balcony
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 6, 2019
    We thoroughly enjoyed our stay at this wonderful villa in the mountains! The gardens are beautiful and the view of the city below is breathtaking both day and night. Thank you...
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    A beautiful family home built in 2017 to include all of the luxurious amenities to make your vacation a memorable and relaxing one. Located in the beautiful Blue Mountains, A 5 bedroom home (with an optional 6th), Wine Down is three floors of beautiful living space facing glorious views of the...
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    Location Information
    Irish Town, Saint Andrew Parish 00000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Allamanda1 / 26
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I was a part of a girls trip who stayed at the villa for 4 days and 3 nights and it was one of the most amazing vacation experiences I have ever been a part of!! Michael was an...
    Reviewed June 22, 2019
    I booked this property for my entire family for the first week in June, 2019. 6 adults and 4 children. We were met at the airport by our driver and a 24 passenger van with 3...
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    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
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 6 BEDROOMS of this 7 Bedroom Elegant Good Hope Plantation Coach House - this villa reflects Jamaica's old world charm - fully staffed with private swimming pool. * Fully Staffed villa with own cook and housekeeper, butler * Only 40 minutes drive from the Montego Bay airport. * Only 25...
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    Location Information
    Unity, Trelawny Parish
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 5 bedrooms of this 6 bedroom villa - just steps to the white sandy beach! One of the newest villas in Silver Sands - 6 bedrooms, 6 bathrooms All bedrooms air-conditioned! Great Jamaican getaway! Duke's Hideaway Villa in Silver Sands, Jamaica is 60 seconds walk to the white sandy beach! 6...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    FAMILY REUNIONS! LUXURY! FULLY STAFFED! POOL-Golden Castle Villa 12BR1 / 87
    (1)Excellent
    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    Reviewed August 12, 2018
    We stayed here as a large group. The house was clean, the rooms were clean, the view was amazing and it was an overall wonderful experience. The staff was top notch and exceeded...
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    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic...
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    Rose Hall, Montego Bay
    Holiday Rental House - 12 Bedrooms, 12 Bathrooms, Sleeps 24
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership. Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa. Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic sugar...
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    Location Information
    Sandy Bay, Hanover Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the newest of the Discovery Bay luxury properties, Fortlands Point is located at the point of land at the entrance to the bay. The villa offers panoramic views of the Caribbean Sea and Discovery Bay from its expansive terraces and dramatic infinity pool area. In 2018 an additional 2 bedrooms...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean Sea. Arrive in style on the convenient onsite helipad and discover a full staff including the services of a personal chef, a butler, housekeepers and a laundress. The interior of...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Bay is one of the jewels of Discovery Bay, a gorgeous 5-bedroom beach front villa designed and built by its present owners to capture the authentic style of a traditional Caribbean villa. Although built only in 1995, the quality of materials and workmanship recall a sadly lost construction...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    4 Bedrooms, 9 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Summer Place villa in Jamaica, Villa in Jamaica on the beach-Great for the family, spacious and playful. 7 bedrooms, 9 bathrooms Luxury beachfront villa! Own gym and tennis court. Sea kayaks to explore the bay! ** 7 bedrooms, 9 bathrooms ** Own private beachfront villa!! ** Private...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 9 Bathrooms, Sleeps 8
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This ELEGANT MANSION is a must for anyone who wants to be away from the hustle and bustle, perfect for total relaxation, unwind, just be yourself, enjoy the unspoiled view of the ocean and mountain along with the pleasant breeze from both, bake in the sun, enjoy the exotic fruits (when in season)....
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    Location Information
    Runaway Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
    10 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Grill
    • Cable/satellite TV
    • Washer
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    • Parking
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Haystack at the Tryall Club on Jamaica is a huge eight-bedroom vacation home nestled into a green Jamaican hillside overlooking the Caribbean Sea. This gorgeous Montego Bay estate is spread out over three stories with every amenity for special celebrations or a wonderful vacation with an...
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    Hopewell, Montego Bay
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 16
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
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    • Internet Access
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. Additional amenities include: private chef,...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Tranquillity on the Beach1 / 34
    (4)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2018
    We arrived via private van with 9 women for 6 days in paradise. We were greeted by the staff and Leeford with rum punch. Leeford is a gem of a human. He was gracious and...
    Reviewed January 14, 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
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTING 4 BEDROOMS OF A 6 BEDROOM VILLA-Hidden Bay Villa in Jamaica is a luxury waterfront 6 bedroom, 6 bathroom private villa near from the historic town of Runaway Bay, lies a secret and secluded treasure. Hidden Bays Main House features four bedrooms and the Cottage - two bedrooms. The...
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    Location Information
    Runaway Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Lhorizon A Jewel in the Caribbean1 / 16
    (32)Very good
    8 Bedrooms, 10 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Hot Tub
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 26, 2019
    21 of my Sorority Sisters and I stayed at L'Horizon for Easter. Mr. Barrington the owner always responded to our questions quickly. The house was absolutely gorgeous! The rooms...
    Reviewed December 29, 2018
    My husband, myself and my little 8 month daughter had such a wonderful peaceful but fun filled time in Jamaica and it was all because of this beauful villa, the perfect staff...
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    About this property
    L’Horizon offers 8 spacious Bedrooms all with Ensuite/spa bath and shower, Room safe, Cable TV, Internet access and Radio, Wireless access, Hair dryer, Air-condition, 6 with Balconies offering spectacular sea or mountain views and 1 Room with panoramic front garden view and rear pool with...
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    Location Information
    Ocho Rios, Saint Ann Parish 0000
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 22
    4 Bedrooms, 10 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10 bedroom villa in Ocho Rios, Waterfront Spectacular!! Only 5 minutes to town and activities! Own private full tennis court! Kai Kala property is spectacular waterfront private villa compound with 4 unique villas for a total of 10 bedrooms set in 2 ½ acres of fruit trees and flowers, on a cliff...
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    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 10 Bathrooms, Sleeps 8
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    10 bedroom villa in Ocho Rios, Waterfront Spectacular!! Only 5 minutes to town and activities! Own private full tennis court! Kai Kala property is spectacular waterfront private villa compound with 4 unique villas for a total of 10 bedrooms set in 2 ½ acres of fruit trees and flowers, on a cliff...
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    Location Information
    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
    Greatview Villa Jamaica1 / 23
    (7)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Hot Tub
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2019
    We could not speak any higher about the Greatview Villa. It was so obvious that the owner takes a lot of pride in every single detail of the property. The property itself is...
    Reviewed May 12, 2019
    Our family stayed at Greatview Villa for our spring break, and it was an amazing experience. The house itself is breathtaking- the views from the property are like no other...
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    About this property
    You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, you'll find this oasis of beautiful gardens with spectacular ocean and mountain views. Both secluded and handy to golf, sailing, beach, horseback riding and other adventures, Greatview...
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    Location Information
    Rose Hall, Montego Bay JMCJS12
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Patio
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bumper's Nest at the Tryall Club on Jamaica is an extraordinary private home surrounded by tropical vegetation of the hillside within view of the blue Caribbean Sea. Designed by a distinguished architect, this Montego Bay estate is a bright and airy residence that exudes the upbeat charm...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    5 bedroom Villa - 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...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 5 BEDROOMS of this 7 Bedroom Elegant Good Hope Plantation Coach House - this villa reflects Jamaica's old world charm - fully staffed with private swimming pool. * Fully Staffed villa with own cook and housekeeper, butler * Only 40 minutes drive from the Montego Bay airport. * Only 25...
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    Location Information
    Unity, Trelawny Parish
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Offering you a lower 4 bedroom rate out of 9 bedrooms in Summerhill villa. Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! . Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Wheelhouse at Tryall 6 Bedroom fully staffed Villa1 / 7
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Reviewed April 24, 2017
    I highly recommend this Villa! Gavin and his team were amazing! The location and the amenities this Villa offer are one of the best! 5 star all the way! We enjoyed delicious...
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    About this property
    Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and marble bathrooms. All six...
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    Location Information
    Sandy Bay, Hanover Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hidden Bay Villa in Jamaica is a luxury waterfront 6 bedroom, 6 bathroom private villa near from the historic town of Runaway Bay, lies a secret and secluded treasure. Hidden Bays Main House features four bedrooms and the Cottage - two bedrooms. The expansive main house is perfect for families and...
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    Location Information
    Runaway Bay, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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