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Holiday Rentals with Pools in Trelawny Parish

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    Travellers to Trelawny Parish are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    67 Matching Rentals in Trelawny ParishView all 181 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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    Simple, Cheap and Gorgeous Apartment1 / 31
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    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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    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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    • 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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    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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    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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    • 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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    Location Information
    Falmouth, Trelawny Parish 876
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful Williams Place Trelawny Jamaica1 / 28
    (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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    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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    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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    Silver Sands, Trelawny Parish 12
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Duncans, Trelawny Parish DUNCANS TREWLAWNY JA
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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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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    Silver Sands, Trelawny Parish JAMAICA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    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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    Silver Sands, Trelawny Parish CTY06
    Holiday Rental House - 5 Bedrooms, 5 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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    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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    Falmouth, Trelawny Parish 000000
    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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    Duncans, Trelawny Parish W I
    Holiday Rental House - 5 Bedrooms, 5 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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    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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    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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    Silver Sands, Trelawny Parish W I
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset 1 is truly the hidden gem of the Silver sands community. This 3 bedroom, 3 bathroom vacation rental is less than a 2 minute stroll from the pristine beaches . Breezy living room, comfortable dinning. Let our onsite housekeeper and butler cater to your every need. (Both available at your...
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    Silver Sands, Trelawny Parish JAMAICA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    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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    Mai Tai - Silver Sands 4 Bedrooms beachfront1 / 12
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Housekeeping Included
    • Porch
    • Cable/satellite TV
    • Patio
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Azure Cove villa, located in private resort community of Silver Sands, is a lovely new property completed in 2009. This spacious 5 bedroom, 5 bath villa is just a short walk to the famous Silver Sands Beach. The villa has expansive views from the pool terrace, living room, television lounge and...
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    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Air Conditioning
    • Grill
    • Internet Access
    • Waterfront
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeps 1-8 Situated on the beautiful property of Silver Sands, Mai Tai Villa is the perfect destination for a vacation. Mai Tai Villa provides a perfect view of the Caribbean Sea and first class, experienced staff who will take care of all you needs. This newly constructed 4 bedroom, 4 1/2...
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    Location Information
    Duncans, Trelawny Parish W I
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Quadrille Villa, Silver Sands, Jamaica1 / 17
    (8)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 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...
    Reviewed 2 April 2016
    Hyacinth and Cheryl were lovely housekeepers and made sure everything was perfect. If you like to try local foods then just leave the cooking up to them and they will make...
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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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    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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    Location Information
    Duncans, Trelawny Parish 00000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Azure Cove, Brand new 5 bedroom villa in Silver Sands, few minutes walk to the beach, gated community! Great white sandy beach! Azure Cove Villa is one of the most luxurious Jamaica villas in Silver Sands. The very beautiful villa rental in Jamaica offers five spacious bedrooms, an expansive...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LIMITED TIME SPECIAL OFFER:  QUADRILLE - SUMMER SPECIAL $1000 (4 br booking) OFF FOR JULY / AUGUST/ SEPT 2018 only - WEEKLY BOOKING/ 8 PEOPLE OR LESS A week booking with the special of $1000  discount for 4 bedroom, $750 discount for the 3 bedroom booking also includes a complimentary round trip...
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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 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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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 1
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • Wi-Fi
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    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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    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 2 bedrooms at a lower rate of this charming 3 bedroom villa - Sol Mar Villa is a delightful villa in Silver Sands offering three lovely bedrooms and three luxurious en suite bathrooms. This luxury villa Jamaica provides spectacular views of the sparkling Caribbean Sea and is just five...
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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 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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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    6 BEDROOM VILLA -Pineapple Villa 1 is a luxurious and comfortable villa rental in Jamaica. The seven bedroom villa offers all the facilities needed to make a vacation unforgettable. This Jamaica villa 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 - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sol Mar Villa is a delightful villa in Silver Sands offering three lovely bedrooms and three luxurious en suite bathrooms. This luxury villa Jamaica provides spectacular views of the sparkling Caribbean Sea and is just five minutes' walk to the pristine white sand beach of Silver Sands.   The...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 BEDROOM VILLA -Pineapple Villa 1 is a luxurious and comfortable villa rental in Jamaica. The seven bedroom villa offers all the facilities needed to make a vacation unforgettable. This Jamaica villa 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 - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Yellowbird is a wonderful private 4 bedroom villa located in the gated community of Silver Sands which is 30 minutes from airport and only 5 minutes walk to the beach! The open living room and dining room with high ceilings adds outdoor living to indoor space. Fully staffed with your own...
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    Location Information
    Silver Sands, Trelawny Parish 111111
    Holiday Rental House - 4 Bedrooms, 4 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, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Red Fox Villa By the Sea is a wonderful 5 bedroom villa rental in Jamaica, located within the gated community of the beautiful Silver Sands. The breathtaking sandy beach of Silver Sands, protected by coral reef, lies midway between Montego Bay and Ocho Rios. The villa is situated 27 miles east of...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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