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Holiday Rentals with Pools in Trelawny Parish

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    Travellers to Trelawny Parish are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    77 Matching Rentals in Trelawny ParishView all 188 rentals
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    Cheap Jacuzzi Room, Pool, Bar, Beach1 / 32
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sol Mar Villa1 / 19
    (16)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    View, Rooms en-suites,Kitchen, Living Room Cheap!!1 / 51
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discount Discount Discount!!! Cheap clean rooms for less book for 2 weeks get 25% discount 4 weeks 40% discount. 40% book now. Limited offer. Book Book Book
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    Falmouth, Trelawny Parish 876
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Shared Garden
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pssst.... Why must you come here?1. Save Big!!! We are giving a 5% discount for persons coming for a two weeks with an already reduced price. 10% discount for a month2. Breakfast between 7-10.00US!!! 3. 14-20.00 US per person. Sweet Sweet deal.4. AIRPORT TRANSFER INCLUDED for persons staying 1...
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    Falmouth, Trelawny Parish 876
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Simple, Cheap and Gorgeous Apartment1 / 31
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 January 2015
    The hospitality was fantastic, my 11 year old son felt welcomed by the community and he liked the animals. My husband and I enjoyed sunbathing on the roof and the views were...
    Reviewed 7 December 2014
    My family and I live in Wisconsin and decided it was due time for a trip, we went to Cas bed and breakfast and it was certainly worthwhile, the beach was white and gorgeously...
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    About this property
    Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve the best for less. Hotels are...
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    Falmouth, Trelawny Parish 876
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxurious - Retreat Guest House1 / 29
    (3)Very good
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Just to say a big thank you again for the very warm welcome, fantastic authentic Jamaican food, your kindness and professionalism....,definitely will be back!
    Reviewed 25 April 2017
    This hotel is close to the beach location . It was very nice, comfortable and we had a pleasant.Our room was spacious and comfortable. Bathroom was clean and of a good...
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    About this property
    The Guesthouse is ideal for individuals, families/friends and groups wanting a first class experience of the Caribbean in a family run environment. The size and location of the property will enable individuals to feel relaxed, safe and comfortable. RETREAT GUESTHOUSE IS PERFECT FOR...
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    Falmouth, Trelawny Parish 87666
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Garden
    • Grill
    • Cable/satellite TV
    • Parking
    • Housekeeping Included
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pssst.... Why must you come here?1. Save Big!!! We are giving a 3% discount for persons coming for a two weeks with an already reduced price. 7% discount for a month 2: Friendly people3.Good food 4.Good Booze5. Good View 6.Privacy 7:Gorgeous Beach8 Seconds away from getting the perfect gift to take...
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    Falmouth, Trelawny Parish 876
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve the best for less. Hotels are...
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    Falmouth, Trelawny Parish 876
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Washer
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DISCOUNT DISCOUNT DEAL YOU CANT REFUSE Sip some wine, feel the Caribbean breeze kiss your nose. Get a Cheap, Safe, Clean vaca. Why pay a bagillion dollars when you can go cheap and get more? You deserve this. Breakfast included for persons spending more than 2 weeks. Persons spending a month will...
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    Falmouth, Trelawny Parish 876
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve the best for less. Hotels are...
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    Falmouth, Trelawny Parish 876
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve the best for less. Hotels are...
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    Falmouth, Trelawny Parish 876
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oh Boy Villa is a 4-bedroom, 3-bath private villa tucked away in Silver Sands, a private gated villa community built along one of Jamaica's most pristine white sand beaches. While only 45 minutes away from Montego Bay Airport, Oh Boy could not feel further away from the all-inclusive resorts and...
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    Silver Sands, Trelawny Parish TY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Flamingo Beach Villa1 / 69
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Ocean Views
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 2018
    Everything was perfect, a few drivers had trouble findingThe home but after your there you can explain that the home is off the Main Street from the check point, the power went...
    Reviewed 11 September 2017
    It's the most beautiful villa I've ever stayed in. The landscaping is kept up very nicely. It's so quiet and peaceful. Inside the villa is immaculate! Beautiful. Each room has a...
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    About this property
    7BR/7BA, 9000 square feet with air conditioning and a pool! Flamingo Beach Guest house, a 7 bedroom home that accommodates 14 guests, is located 20 minutes from the Montego Bay airport. This beautiful 2 storey house is located in a quite Trelawny community. The roof provides a perfect view of the...
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    Falmouth, Trelawny Parish JAMAICA
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Beautiful Williams Place Trelawny Jamaica1 / 24
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2016
    I'm normally skeptical about renting from strangers, in fact this was my first time renting like this. But I was going home to bury my mother and I needed somewhere almost...
    Reviewed 23 February 2015
    The house was very clean and the agent who checked us in was very pleasant and very accommodating. The place had all modern amenities and the location is very secure. I truly...
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    About this property
    This is a family owned property located in Falmouth, Trelawny, Jamaica. Situated in the birth place of the world's fastest man, Usain Bolt, and 22 minutes from Montego Bay International airport, the home is located in a special yet accessible part of the island. It features a breathtaking view of...
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    Falmouth, Trelawny Parish 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Moonshine Villa, Silver Sands1 / 10
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2018
    We are well travelled family. We prefer renting houses rather than staying at hotels or resorts - both for the space and to have a kitchen. Typically this results in me...
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    About this property
    Moonshine Villa is a newly built family vacation house designed with all of the comforts and luxuries of Home. With four large bedrooms, all with en suite bathrooms and lovely living spaces...the main feature of which is our beautiful covered verandah and pool area with breathtaking views of the...
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    Silver Sands, Trelawny Parish 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Mai Tai - Silver Sands 4 Bedrooms beachfront1 / 12
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Outdoor Dining Area
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    Our group of 4 couples (now 50-60’s in age) just returned from a week-long stay at Mai Tai just 3 days ago. Collectively, we have visited 10+ Caribbean locations preferring a...
    Reviewed 2 May 2017
    I am not sure a vacation could get much better. Despite the weather being a little overcast and too much wind to fly my kite, we could not of had a better time. The house was...
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    About this property
    Mai Tai is one of the newest villas in the Silver Sands resort. This beautiful and spacious 4 bedroom, 4 bathroom home sits on a prime waterfront location with a small beach and is just a few hundred yards from the main Silver Sands, on Jamaica's fabulous North Coast. Enjoy the beautiful Caribbean...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's fabulous North Coast. This gorgeous villa has all the amenities you desire for that dream vacation. There is a large breezy front verandah providing...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    Amenities & Details
    • Patio
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quadrille is a beautiful 4-bedroom Spanish villa overlooking the Caribbean Sea in the private beach community of Silver Sands. Located approximately 45 minutes from Montego Bay the Silver Sands beach is one of the finest in Jamaica. Quadrille offers the facilities of the Silver Sands Resort with...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 1
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pineapple Villa is located in the private beach community of Silver Sands approximately 45 minutes from Montego Bay, Pineapple Villas consist of two villas that may be rented together or separately. The houses are situated to provide the convenience of accommodating larger groups while providing...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Dukes Hideaway - Silver Sands 6 Bedroom1 / 10
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 May 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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    Silver Sands, Trelawny Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Beach, Privacy, Relax, Pure Nature and Good Vibz1 / 16
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2018
    This could be much better and perhaps we caught them at the bad time. The bed was comfy and the aircon was great. It was not cleaned whilst we were there and there was no...
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    About this property
    A 2 minute walk from approximately 2 miles long sandy natural beach of Duncans Bay. A few minutes along the beach, Jacob Taylor Beach, with restaurants, bars, fishing boats, woodcarvers and even a small music studio. Built 2016 and opened in January 2017 Beautiful rooms, all directed towards the...
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    Duncans, Trelawny Parish CYT06
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pineapple Cottage is located in the private beach community of Silver Sands approximately 45 minutes from Montego Bay. This charming cottage has two air conditioned bedrooms each with with its own full bathroom. The cottage is next door to Pineapple Villa, just a short walk to the beautiful Silver...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 4 bedroom, 4 1/2 bathroom, with a special feature of an outside shower off the master bedroom is located right on the water in a gated community with a wonderful beach. All four bedrooms are beautifully decorated and equipped with air conditioners, cable televisions and en-suite bathrooms....
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    • Balcony
    • Grill
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immaculate 3 bedroom house in the lovely Duncan's Bay Beach community in the parish of Trelawny, Jamaica. Our Sunshine Villa is a private house equipped with a housekeeper to attend to your every need. We offer a luxurious stay and a point of departure for your excursion trips throughout Jamaica....
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    Duncans, Trelawny Parish 00000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Honeycomb Villa, Silver Sands1 / 13
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Ocean Views
    • Washer
    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2018
    We highly recommend honeycomb to anyone looking for a wonderful beach villa! Honeycomb Villa is just a few minutes walk to the beach. However you have an amazing view of the...
    Reviewed 24 July 2018
    I have stayed at HoneyComb before and after it’s newly done renovations, while I thought it was not possible to improve on perfection, they proved me wrong. The newly renovated...
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    About this property
    Honeycomb is one of the feature Villas in Silver Sands. A few minutes walk from the beach, Honeycomb boasts a beautiful view of the Sea. A large and comfortable entertainment area that allows for outdoor dining, cocktails and tons of poolside fun! Honeycomb has four Bedrooms, but can be rented...
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    Duncans, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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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    Unity, Trelawny Parish
    Condo/Apartment - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 1 bedroom of this comfortable 3 bedroom villa:  Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home! Miss P's Place is a lovely 3 bedroom, 2 bathroom villa rental in...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Point of View Villa 1 Jamaica1 / 94
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2018
    It was really a pleasure.I do not believe I would have enjoyed my Vacation Any Better than I did at Point of View Villa.Scenic View Great accomadation , Great Guest...
    Reviewed 3 April 2018
    This is a comfortable villa and most relaxing. If your looking for a nice, quiet and relaxing place to stay then this is the place for you. It's so peaceful and truly beautiful...
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    About this property
    Our beautiful home sits on the hill with a panoramic view of the Caribbean Sea. In this exclusive location in Greenside, Trelawny, you can relax under a Mango tree in the front yard, or a breadfruit tree in the backyard, sipping your favourite drink. We keep the environment natural and in tune with...
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    Location Information
    Falmouth, Trelawny Parish NONE
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sunset 1 - Silversands Ja1 / 28
    (1)Excellent
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2016
    This property was just as pictures describe it.. The pool was maintained during our entire visit. Everything was very clean and kept clean/organized by Marva. The food was...
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    About this property
    Less than a 2 minute walk from the pristine beaches of Silver sands Ja, Sunset 1 offers a wondrous getaway from everyday life. This 3 bedroom, 3 bathroom family owned villa offers it's own private pool and gazebo and is ideal for entertaining adults and children alike. All bedrooms are beautifully...
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    Location Information
    Duncans, Trelawny Parish DUNCANS TREWLAWNY JA
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home! Miss P s Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hillside overlooking the...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 2 minute walk from approximately 2 miles long sandy natural beach of Duncans Bay. A few minutes along the beach, Jacob Taylor Beach, with restaurants, bars, fishing boats, woodcarvers and even a small music studio. Built 2016 and opened in January 2017 Beautiful rooms, all directed towards the...
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    Location Information
    Silver Sands, Trelawny Parish CTY06
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Pineapple Cottage      The Hidden Gem1 / 11
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 February 2013
    We stayed at Pineapple Cottage for Jamaica Jazz and Blues in January and we loved it! We loved the fact that we had access to the internet, the ability to call family in the...
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    About this property
    One of 3 villas at Silver Sands owned & managed by Peggy Wall (Chin), Pineapple Cottage is located in this gated private community which is approximately 35 minutes from Montego Bay. This charming cottage has two air conditioned bedrooms en suite. The cottage is next to Pineapple Villa,...
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    Location Information
    Silver Sands, Trelawny Parish JAMAICA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Children's Pool
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are on the upper floor and the...
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    Location Information
    Silver Sands, Trelawny Parish 12
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Children's Pool
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are on the upper floor and the...
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    Location Information
    Silver Sands, Trelawny Parish 12
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kelso is located within the private beach community of Silver Sands, which is approximately a 30-minute drive from Montego Bay. The home is located on a hillside and offers spectacular views of one of the most beautiful beaches on the entire island. Kelso is a beautiful 4+-bedroom home furnished in...
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    Location Information
    Duncans, Trelawny Parish 11111
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 2 bedrooms of this 3 bedroom, 3 bathroom  waterfront villa on the cliffs of Silver Sands - spectacular view, own swimming pool, Jacuzzi, and a short walk to the white sandy beach!  Je Suis Content Villa is a pleasant luxury villa Jamaica, offering three lovely bedrooms and bathrooms, and...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Kelso: Spectacular View & Experienced Staff1 / 44
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2016
    We loved our stay at Villa Kelso! We visited in late June through the July 4th weekend and we were a bit fearful of the heat, but during the day there were wonderful breezes...
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    About this property
    Sleeps 1-10 (8 adults, 2 children in child's room off of Master Bedroom) VILLA KELSO is conveniently located in the town of Duncans only moments from Silver Sands Beach (guests have full access to the beach and bar/restaurant) and within a short drive to Glistening Waters (1 of 3 bioluminescent...
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    Location Information
    Duncans, Trelawny Parish W I
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home! Miss P's Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hillside overlooking the fabulous...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mi Amor is a villa is family friendly and a short walk to the beach. With 5 bedrooms and 5 bathrooms, this Jamaican villa is great for family reunions and can sleep 10 persons comfortably.  Private swimming pool, fully staffed villa and only 35 minutes drive from the Montego Bay airport, Mi Amor is...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    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 19 March 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 30 December 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
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Ocean Views
    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are on the upper floor and the...
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    Location Information
    Silver Sands, Trelawny Parish 12
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pineapple Cottage or Pineapple Villa 2 is a two bedroom luxury villa Jamaica. Luxurious and very comfortable, the villa offers all the facilities needed to make a vacation memorable. This villa in Jamaica is only a short 3 minute walk to Silver Sand's white sandy beach. Silver Sands is a beautiful...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Point of View Villa Jamaica1 / 96
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Ocean Views
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2018
    Great view.Relaxing Seabreezes.Friendly.Total Package for a Wonderful Vacation.Spacious clean modern rooms and amenities.Best Vacation experiece.
    Reviewed 10 March 2018
    This villa offers the most majestic views. The service was impeccable. I was very impressed with the level of professionalism and how courteous our hosts were. Joseph and Euda...
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    About this property
    Our beautiful home sits on the hill with a panoramic view of the Caribbean Sea. In this exclusive location in Greenside, Trelawny, you can relax under a Mango tree in the front yard, or a breadfruit tree in the backyard, sipping your favourite drink. We keep the environment natural and in tune with...
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    Location Information
    Falmouth, Trelawny Parish FALMOUTH P O
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Point of View Villa 2 Jamaica1 / 84
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 2018
    The Villa and Grounds is Clean Airy and Spacious.Real Unobstructed View of the Coastline and Sea.One Evening There were Four Ships lit up in the Area between Montego Bay and...
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    About this property
    Does relaxing on the veranda overlooking the caribbean sea sounds great. At the picturesque hillside location in Greenside, Trelawny, you could be sitting on a pool-deck watching the beautiful cruise liners roll into the Falmouth shipping pier. Or, just relax under a mango tree in the front yard,...
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    Location Information
    Falmouth, Trelawny Parish 000000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windjammer Villa is a delightful villa rental in Jamaica located within the gated community in the prestigious Silver Sands Resort. The incredible sandy beach of Silver Sands lies midway between Montego Bay and Ocho Rios. This villa is situated at a 30 minutes' drive from Montego Bay Airport! Only...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 4 bedrooms at a lower rate  of this wonderful 5 bedroom villa -Mi Amor is a villa is family friendly and a short walk to the beach. With 5 bedrooms and 5 bathrooms, this Jamaican villa is great for family reunions and can sleep 10 persons comfortably.  Private swimming pool, fully staffed...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Quadrille Villa, Silver Sands, Jamaica1 / 17
    (9)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Cable/satellite TV
    • Ocean Views
    • Mountain Views
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2018
    From the pickup at the airport to the return drop off, nothing could have been more perfect. The professionalism, efficiency and proficiency of the entire staff was exemplary...
    Reviewed 16 August 2016
    We had an excelent stay at the villa. Everything was clear on what was included. The staff were perfect It was great to be picked at the airport. Our drivers were great...
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    About this property
    Beautiful 4 bedroom, 4 bath villa located in Silver Sands, private beach access, fabulous ocean views from every room. Your own pool and private Gazebo with lush landscaping and multiple terraces to enjoy the ocean and cooling breezes. Featured in Caribbean Travel and Life magazine December 2007....
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Miss P's Place: Perfect Place for Family & Friends1 / 33
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2014
    We spend 2 very nice weeks at Miss P's Place. Silver Sands is a nice, clean, safe and well organized Location. The beach is one of the best on the Island. There is a Shop and a...
    Reviewed 3 April 2013
    We spent the last week of March -- myself, my wife, two grown sons and one son's girlfriend. We could't have asked for a better time. Weather was perfect, and although we might...
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    About this property
    Sleeps 1-6 At Miss P's Place you most likely will wake up to hummingbirds in the orchid tree outside your window, meander to the kitchen for a cup of Blue Mountain coffee or fresh squeezed juice and then take a quick dip in the pool...sounds pretty spectacular. Take a quick mid-morning stroll,...
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    Location Information
    Silver Sands, Trelawny Parish W I
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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