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Westmoreland Parish Luxury Vacation Rentals

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    Travellers to Westmoreland Parish are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    29 Matching Rentals in Westmoreland ParishView all 197 rentals
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    Villa Gilgal -  Possibilities Are Endless....1 / 46
    (25)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Luxury Villa in Negril1 / 27
    (7)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Blue sky villa,Seaside Resort1 / 179
    (29)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Little Bay Country Club1 / 55
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • DVD Player
    • Housekeeping Included
    • Children's Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2019
    This townhouse is located on the outskirts of Negril so that it is private yet close to the town. It is updated and has all the modern amenities and technology that you'll ever...
    Reviewed December 22, 2018
    My family and I stayed at little Bay country Club last week and it was amazing. The pics don't do this place any justice. All off the furniture looks exactly as advertised. The...
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    About this property
    This house is a beachfront villa in Little Bay Country Club, an upscale gated community in Negril. This spectacular villa with it's own private white sand beach and infinity edge swimming pool is only a 45 minute drive from the Airport. The community sits on a thin peninsula surrounded by the ocean...
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    Negril, Westmoreland Parish JAMAICA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    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 2 weeks 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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    Negril, Westmoreland Parish NEGRIL
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    The Biggest and Best on Jamaica's South Coast1 / 32
    (1)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whitehouse Jamaica's #1 Villa Point Of View is a Million Dollar Villa, the largest, nicest brand new Villa in the area located in a private gated community of Villas on a lush hillside with magnificent views of the Caribbean Sea and surrounding area. Other Villa owners have come here and called it...
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    White House, Westmoreland Parish 00000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
    Pattoo Castle1 / 98
    (13)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 19 Quick View
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    • 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 1 week ago
    My husband and I booked our Destination Wedding here and it turned out to be the most incredible weekend! The owner, Gary, is very helpful and quick to communicate. The staff...
    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...
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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
    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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    Negril, Westmoreland Parish PO BOX
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
    Award-winning villa with private beach and pool1 / 56
    (89)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 26, 2019
    This is the second year in a row that I have stayed at Culloden Cove. It really is a paradise. From the moment you arrive to the moment you leave the staff takes great care of...
    Reviewed April 20, 2018
    Culloden Cove is truly the most magical place. Andy and his team of cooks and ground maintence staff couldn’t do more! The house, garden, pool and , jetty is picture perfect. My...
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    About this property
    Culloden Cove is a beautiful villa with a private beach, jetty, swimming pool and an acre of tropical gardens on the unspoilt south coast of Jamaica. It is ideal for family vacations, groups of friends, and romantic getaways. The villa combines tranquility and complete privacy with access to top...
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    White House, Westmoreland Parish WHITEHOUSE P O
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Hot Tub
    • Cable/satellite TV
    • Outdoor Dining Area
    • DVD Player
    • Waterfront
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Little Waters on the Cliff is the newest addition to Negril's water front properties. This private villa is nestled on the cliff side at the western most point in Jamaica allowing guests to have an uninterrupted view of the setting sun. Newly constructed, it is architecturally designed to offer...
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    Negril, Westmoreland Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Where the Cliffs and the Beaches Meet1 / 31
    (41)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
    • Ocean Views
    • DVD Player
    • Housekeeping Included
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 28, 2019
    The property is beautiful - well maintained, expansive grounds, 2 beaches and a tennis court. Paddle boats and kayaks. A comfortable hammock swinging from a shady tree on a...
    Reviewed March 26, 2019
    This house was perfect and the staff were very friendly and accommodating. Its a big funky wooden house with a huge veranda for eating meals and hanging out. Down the steps of...
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    About this property
    This two acre beachfront estate with nearly 1000 feet of sea front is facing The Seven Mile Beach on Long Bay in Negril. Its historic beach house and cottage is ideal for families and friends and can accommodate up to 12 guests. It is located at the beginning of the West End 'Where the cliffs and...
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    Location Information
    Negril, Westmoreland Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury...
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    White House, Westmoreland Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Waterfront
    • Outdoor Dining Area
    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Culloden Cove is a remarkably private and authentic Jamaican country house on the beautiful South Coast of Jamaica about 75 minutes from the Montego Bay airport. It is located near the fishing village of Whitehouse. The newly-refurbished property can sleep up to 10 in a 3 bedroom main house and 2...
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    Location Information
    Bluefields, Westmoreland Parish
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Outdoor Dining Area
    • Porch
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lime Acre is a beautiful and unique 3 bedroom, 3.5 bathroom beachfront villa with separate 2 bedroom cottage located in Whitehouse on Jamaica's tranquil south coast. The villa is about 1 mile to the new Sandals Whitehouse resort. Built in the 1920's as the residence of a lime plantation owner the...
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    Savanna La Mar, Westmoreland Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Culloden Cove: Ideal for Large Groups or Romance1 / 21
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Balcony
    • Grill
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 13, 2012
    If you and a group of loved ones (yes, you must bring only those you wish to spend quality time with) seek a getaway in a corner of "real" Jamaica and you are tired of...
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    About this property
    Sleeps 1-10 Leave your world behind and enter quite another sense of place and time, just 70 minutes from Montego Bay on Jamaica's quiet South Coast between Bluefields and Whitehouse you will find CULLODEN COVE. Formerly the well-known Culloden Cafe, rated one of Jamaica's top 10 restaurants,...
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    White House, Westmoreland Parish W I
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We know what it means to come from a long tiring trip, wanting a genuine welcome drink and a friendly face. We have made that possible!. With our AUTHENTIC, HAND CRAFTED designs; our hotel is the perfect choice for your home away from home vacation. Come and experience a family oriented service; on...
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    Negril, Westmoreland Parish 000000
    Private Room - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury...
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    White House, Westmoreland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury...
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    White House, Westmoreland Parish
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury...
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    Location Information
    White House, Westmoreland Parish
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Little Waters Negril - Cliff side private villa1 / 13
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • Waterfront
    • Housekeeping Included
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 3, 2017
    First of all, this 3-bedroom Villa on the cliffs is beautiful! My husband and I stayed here for the last three days of our honeymoon, 11/25-11/28. It's quite the drive past the...
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    About this property
    Little Waters on the Cliff is an exclusive private villa nestled on the cliff side at the western most point in Jamaica allowing guests to have an uninterrupted view of the setting sun. It is designed to offer visitors a secluded, tranquil environment in which to relax and unwind from day to day...
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    Location Information
    Negril, Westmoreland Parish 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Central Heating
    • Washer
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue Lotus Villa is a fabulous villa on the South Coast of Jamaica with gorgeous sunsets, stunning sunrises and luxurious accommodation for six persons. The villa offers a private beach on the natural and unspoiled coastline. The newly refurbished luxury villa is located within an acre of tranquil,...
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    Location Information
    Little London, Westmoreland Parish JMDWD17
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Villas Sur Mer (1-Bedroom)1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 4, 2019
    I went here for my birthday and I can’t deny the fact that it was everything! Kaje and I enjoyed it! The staff was extremely friendly, room was clean and tidy, pool was great...
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    About this property
    At Villas Sur Mer boutique resort you are guaranteed luxurious accommodations whilst maintaining a chic rustic feel. Enjoy a great vacation with close friends, or hold your wedding ceremony, honeymoon or other special occasion in our lagoon cottages that offer breathtaking views of the Caribbean...
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    Negril, Westmoreland Parish 00000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anthony's Modern Villa is only 4 minutes drive to the beach and is a stunning, architecturally modern villa, situated in the idyllic fishing village of Whitehouse on the South Coast of Jamaica. Over 7,000 sq ft of living areas, 4 large bedrooms, 4 ensuite bathrooms, great for families and special...
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    White House, Westmoreland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on the cliffs, Balinese style, modern design, secluded, tranquil environment. Modern luxury waterfront villa, butler service! Little Waters Villa is a very sophisticated and exclusive private villa that nestles on the cliff side at the western most point in Jamaica. The newest addition...
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    Negril, Westmoreland Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on the cliffs, Balinese style, modern design, secluded, tranquil environment. Modern luxury waterfront villa, butler service! Little Waters Villa is a very sophisticated and exclusive private villa that nestles on the cliff side at the western most point in Jamaica. The newest addition...
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    Location Information
    Negril, Westmoreland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful two story, 3 bedroom villa with a most prized location on the famous stretch of Negril's white sandy beach. Negril Beach Villa is a fabulous three-bedroom villa in Jamaica, with a prime location on the very famous Negril white sand beach. The beach-front villa has an exclusive seven...
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    Negril, Westmoreland Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Hot Tub
    • Patio
    • Waterfront
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sur Mer is a brand new in 2009, 6 bedroom, 6 bath villa nestled atop the cliffs of Negril's West End with a picture perfect view of the Caribbean Sea. Every aspect of this beautiful, private, waterfront property has been upgraded. Enjoy snorkeling in the crystal clear waters of Villa Sur...
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    Negril, Westmoreland Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Fully furnished and comfortable for a family on a short vacation or monthly stays. Centrally located and less than 1/2 mile from the Rose Hall highway and Whitter Village Shopping Centre. Only 5 miles from Sansgster Airport. The condo has a large pool and deck, with 1 bedroom and bathroom, a...
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    Location Information
    White House, Westmoreland Parish 111
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    About this property
    6 bedroom seaside villa! Waterfront property! Fabulous seafront property in Negril. PLUS...11 Lagoon cottages! Villas Sur Mer is the 'Gem of Jamaica'. Nestled atop the cliffs of Negril with a picture perfect view of the Caribbean Sea. We invite you to experience these elegant villas which truly...
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    Location Information
    Negril, Westmoreland Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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