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Trelawny Parish Smoking Friendly Vacation Rentals

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    Travelers to Trelawny Parish are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    27 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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    View, Rooms en-suites,Kitchen, Living Room Cheap!!1 / 51
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 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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    • Housekeeping Included
    • Parking
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 16, 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 December 7, 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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    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
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Tallest pier view villas1 / 18
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed August 3, 2018
    Accidently requested a offer with TripAdvisor (AirBnB was much cheaper) and still receive (automated) mails if i want to book. Anyway i wanted to stay close to MoBay for the...
    Reviewed January 28, 2018
    We couldnt have wished for more from this booking. We only spent 24 hours there but in this time they were the perfect hosts for me and my boyfriend. They met us in fallmouth...
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    About this property
    Relax and enjoy the awesome view of the Caribbean Sea from the veranda. Watch the cruise ships come in a go out again. We are minutes away from historic Falmouth, Burwood Beach and the luminous Lagoon Only 30 minutes from Montego Bay airport. Feel safe and secure on the gated community of...
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    Falmouth, Trelawny Parish 9999999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Shared Yard
    • 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
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Tallest Pier View Villas is located in a secure gated community with 24 hour security guard service in Stonebrook Vista. The veranda overlooks the Caribbean Sea, the mountains and the Community. There is a playground nearby and it is close to public transportation. We are 30 minutes from Montego...
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    Falmouth, Trelawny Parish 999999999
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    • Private Yard
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    • Private Outdoor Pool (Unheated)
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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pura Vida1 / 18
    (2)Excellent
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2016
    We stayed here for two nights. Richard (the manager) was so kind and helpful with organising and recommending activities. The room was beautiful and the bathroom too. We can't...
    Reviewed December 5, 2014
    It was the top moment in my holiday, Rich the housekeeper is a really amazing person, you can have fun talk about everything and he s extremely gentle and available! This place...
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    About this property
    Welcome to Pura Vida. Where the pure life, solitude and tranquility will slow you down to the rhythms of the island. Enjoy a lazy day rocking away on one of five patios to catch the ocean breeze or strolling through the grounds to pick okra, ackee, avocado and oranges to tickle your taste buds. A...
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    Falmouth, Trelawny Parish JMCTY07
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    Sea view, close to the water, pampered vacation1 / 23
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 28, 2015
    Guided by the recommendation of a family member, we visited Cannon Cottage during our recent trip to Jamaica. After a 45 minutes drive from the Montego Bay airport we entered...
    Reviewed December 13, 2014
    Four of us went to Cannon Cottage for a birthday celebration. We brought food with us and Lorna, the cook, prepared us a wonderful dinner. When we went to the sea edge at...
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    About this property
    Cannon Cottage is a spacious 3 bedroom en suite villa with its tropical colours, distinctive art work and furnishings that are tasteful, stylish and one of a kind. The Villa boasts two original cannons from Jamaica's colonial days and is located in the fully gated, secured and patroled community of...
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    Silver Sands, Trelawny Parish 00000
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Dream Villa steps away to the silver sands beach1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 12, 2017
    Beautiful seaside house located perfectly within a quiet, safe community, perfect for a family vacation. The host Kelly is kind and super attentive to every need the guest may...
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    About this property
    Our Beautiful Seaside Villa, just footsteps away from an amazing North Jamaican Beach front, located between Ocho Rios, and Montego Bay. Silver Sands offers all of the Islands most precious elements, Water, Sun, and Fun! An ECO FRIENDLY HOME with DRINKING AND SHOWER, STATE OF THE ART WATER...
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    Silver Sands, Trelawny Parish JMCTY06
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 February 8, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 April 12, 2018
    Great view.Relaxing Seabreezes.Friendly.Total Package for a Wonderful Vacation.Spacious clean modern rooms and amenities.Best Vacation experiece.
    Reviewed March 10, 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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    Falmouth, Trelawny Parish FALMOUTH P O
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    DUKES Hideaway at Silver Sands Resort1 / 9
    (6)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2015
    First off I want to let everyone know that I'm about to reveal an amazing place to stay, I would. Love to keep this hideaway my own secret but was just so impressed with Dukes...
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    About this property
    Dukes. 31 steps to the beautiful private white sand beach . A 6 Bedrooms/ 6 bathrooms ensuite may be rented as 4,5,or 6 Bedrooms Fabulous panoramic Sea view. Heated Infinity pool . Gated family oriented resort , 24 hour Security. Located 35 miles from Montego Bay on the North coast. Flexible...
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    Silver Sands, Trelawny Parish 00000
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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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 August 3, 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 July 24, 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Internet Access
    • Washer
    • Patio
    • Balcony
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stay at SIBLINGS, our beautiful sister villas situated in their own private grounds on the beautiful north coast side of Jamaica, will afford you peace, serenity and relaxation. Here you can do as much or as little as you want to, from simply lazing on the beach, approximately 3 minutes walk...
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    Duncans, Trelawny Parish WEST INDIES
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 March 19, 2017
    A group of 12 of us stayed in Pineapple Villa in March and it was the most relaxing trip we could have ever asked for. The cottage is so big with 2 levels of outside seating...
    Reviewed December 30, 2016
    Pineapple Villa is the perfect house for myself, my four children, their "significant others", and three granddaughters (ages 2, 4, and 6). The floor plan is ideal and...
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    About this property
    The largest of 3 villas owned and managed by Peggy Wall (Chin) is located on the North Coast approximately 35 minutes from Montego Bay. This luxurious villa is located in Silver Sands, a gated community, with a private beach and club house and 24 hour security. This Villa offers 3 large living...
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    Location Information
    Duncans, Trelawny Parish JAMAICA
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    PALM VILLA, The perfect getaway1 / 20
    (11)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Shared Yard
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2015
    After reading all the great reviews, we thought maybe it was too good to be true but Palm Villa actually exceeded all expectations. First and foremost, Miss Jennifer (the...
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    About this property
    Palm Villa ,' the perfect getaway comes with housekeeping and a fantastic chef ( Jennifer),driver and personal guide( Mr. Roody ) are ready to take you to all the historical and romantic places in Jamaica. The warm and friendly staff of Palm Villa awaits your arrival and is ready to enhance your...
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    Duncans, Trelawny Parish P O BOX
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated midway between Montego Bay & Ocho Rios. Hummingbird House is a 10 min drive to historic Falmouth, less than 10 min drive to the famous Luminous Lagoon and 5 mins drive to Burwood beach & Royalton White Sands Hotel (ideal if you're attending a wedding there). The house is less than 5 min...
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    Falmouth, Trelawny Parish NA
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice vacation home in gated community 45 minutes away from Sangster International Airport (Montego Bay). Friendly, safe, and pretty environment. Near to town (Falmouth), Restaurants, and various tourist attractions. House located right by the main security gate. Fully furnished with Air...
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    Falmouth, Trelawny Parish NA
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable room in owner occupied house. Share kitchen, living area & dining area with unobtrusive owner. 40 min drive from Montego Bay airport. 20 min walking distance from Burwood Beach, 15 min drive to historic Falmouth. 10 mins drive from Glistening Waters. Easy access to public transport...
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    Location Information
    Falmouth, Trelawny Parish NO CODE
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Ocean Views
    • Waterfront
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy an authentic Jamaican Vacation. Live among the people and experience the rich culture. The food, the reggae music and Jamaican Red Stripe Beer are all there for you to enjoy. Clean rooms equipped with fans are provided for your comfort. Our very helpful staff is available to assist...
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    Location Information
    Falmouth, Trelawny Parish 0000
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Centrally located, cozy 2 bedroom & bathroom house in a quiet and safe gated community. The house is also equipped with additional safety features such as a remote controlled gate, burglar barred windows and doors. It is also located in close proximity to restaurants, popular local entertainment,...
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    Falmouth, Trelawny Parish 32433
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Secure Parking
    • Internet Access
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Royal Vista Villa is a five bedroom, five and a half bathroom vacation villa with private swimming pool situated in the gated community of Silver Sands on the North Coast of Jamaica. Royal Vista Villa features a very large living room area on the Lower Level with separate dining area and open plan...
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    Location Information
    Silver Sands, Trelawny Parish JAMAICA
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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