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Trelawny Parish Romantic Vacation Rentals

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    Travelers to Trelawny Parish are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    30 Matching Rentals in Trelawny ParishView all 191 rentals
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    Vacation House by the sea  between Falmouth and Montego Bay1 / 15
    (10)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Falmouth's Home Sweet Getaway1 / 43
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    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 4 Quick View
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    • Ocean Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a family owned property located in Trelawny, Jamaica. Situated in the birth place of the world's fastest man, Usain Bolt, and 25 minutes from Montego Bay airport. It features a breathtaking view of the new deep water port Royal Caribbean Cruise and is located in a 24-hour secure, gated...
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    Falmouth, Trelawny Parish 0000
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Suite 3 at Paul's home away from home-Hidden Paradise1 / 9
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2018
    Paul’s home away from home is a wonderful place to vacation for all personality types. The environment is peaceful and beautiful. There are tours available for adventures and...
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    About this property
    This 3 bedroom, 2 bathroom suite is located at Paul's home away from home in Green Park Trelawny, Falmouth Jamaica. It has a full kitchen and living dining area. Paul's home away from home is the perfect place for your next family reunion, wedding or couples get away. You will enjoy our hidden...
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    Falmouth, Trelawny Parish JMCJS10
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 5 bedroom suite sleeps 10 people. It has two full bathrooms and 1 full bathroom on the out side. It has a private kitchen, living and dining room. We also have a out door grill. The rooms have air condition. We have secure parking and private entrance to suite. Paul's home away from...
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    Falmouth, Trelawny Parish FALMOUTH
    Private Room - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    9 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 8 Bedroom suite at Paul's home away from home is located in Green Park,Trelawny Jamaica. It comes with 5 bathrooms, 2 full kitchens, 2 living and dining room area, private balcony,secure parking. The beach is 10 mins away and night life is 5 mins away. We offer tours like Dunn's...
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    Falmouth, Trelawny Parish WI
    Rental Home - 9 Bedrooms, 6 Bathrooms, Sleeps 16
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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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    Silver Sands, Trelawny Parish 111111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ebb Tide Villa is a very luxurious four bedroom cottage located on the Silver Sand beach, the perfect place to relax and explore all that Jamaica has to offer. With just a beautifully landscaped lawn standing between the Jamaica villa and the sparkling Caribbean Sea, villa guests enjoy quick access...
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    Silver Sands, Trelawny Parish
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Wyf is a beautiful luxury villa in Jamaica, located within the Silver Sands Estates, less than 50 yards of the white-sand beach of Silver Sands. The two-bedroom, two-bathroom villa is perfect for two couples or a small family. Being located within 50 yards of the beautiful white sand beach at...
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    Silver Sands, Trelawny Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Location Information
    Falmouth, Trelawny Parish 32433
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Silver Sands, Trelawny Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 2 bedrooms of this beachfront 4 air conditioned bedrooms, 4 bathroom villa. Ebb Tide Villa is a very luxurious four bedroom cottage located on the Silver Sand beach, the perfect place to relax and explore all that Jamaica has to offer. With just a beautifully landscaped lawn standing...
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    Silver Sands, Trelawny Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Wyf is a beautiful luxury villa in Jamaica, located within the Silver Sands Estates, less than 50 yards of the white-sand beach of Silver Sands. The two-bedroom, two-bathroom villa is perfect for two couples or a small family. Being located within 50 yards of the beautiful white sand beach at...
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    Silver Sands, Trelawny Parish
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ebb Tide Villa is a very luxurious four bedroom cottage located on the Silver Sand beach, the perfect place to relax and explore all that Jamaica has to offer. With just a beautifully landscaped lawn standing between the Jamaica villa and the sparkling Caribbean Sea, villa guests enjoy quick access...
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    Silver Sands, Trelawny Parish
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Spice Villa is a fabulous luxury villa Jamaica located less than a one minute walk from the picturesque Silver Sands beach. Rebuilt in 2008, the lovely two-bedroom villa overlooks the sparkling waters of the Caribbean Sea. A tropical theme is prominent in the décor all through the Jamaica villa...
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    Silver Sands, Trelawny Parish
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    9 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful guesthouse has nine bedrooms, six bathrooms, kitchens, living dining area, private balcony with mountain view. This is the perfect place for a wedding, family reunion, friends and couples getaway. If you don't want all this space we can still accommodate you. We have private chef...
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    Falmouth, Trelawny Parish JAMAICA
    Rental Home - 9 Bedrooms, 6 Bathrooms, Sleeps 18
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Secure Parking
    • Private Yard
    • Washer
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A modern & romantic semi-detached studio unit furnished with a queen bed, well-equipped kitchen, and full bathroom in a 24-hour secured gated community. HAVE THIS VACAY HOME ALL TO YOURSELF! You will love our place - it is a perfect fit for singles and couples who want to bask in the beauty of...
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    Falmouth, Trelawny Parish 0000
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 6 bedroom, 3 bathroom suite is located at Paul's home away from home in Green Park, Trelawny Jamaica. It comes with full kitchen, 2 living and dining area. Private balcony with secure parking. This is the perfect place for your wedding, family reunion or friends and couples get...
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    Location Information
    Falmouth, Trelawny Parish JMCJS10
    Private Room - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Spice Villa is a fabulous luxury villa Jamaica located less than a one minute walk from the picturesque Silver Sands beach. Rebuilt in 2008, the lovely two-bedroom villa overlooks the sparkling waters of the Caribbean Sea. A tropical theme is prominent in the décor all through the Jamaica villa...
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    Silver Sands, Trelawny Parish
    Rental Home - 1 Bedroom, 2 Bathrooms, 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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    Silver Sands, Trelawny Parish
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2 bedroom suite at Paul's home away from home located in Green Park, Trelawny Jamaica. It comes with full kitchen, full bathroom, living and dining area with private balcony and secure parking. The beach is 10 mins away and night life is 5 mins away. We offer tours like Dunn's River...
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    Location Information
    Falmouth, Trelawny Parish FALMOUTH
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Silver Sands, Trelawny Parish
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7 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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    Silver Sands, Trelawny Parish
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful hide away is perfect for your next family reunion, couples getaway, retreat or wedding honeymoon. It is beautiful as it is peaceful. Located 20 mins from Montego bay international airport. We have many attractions close by---Martha Brae Rafting Village---Burwood Beach---Glistening...
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    Falmouth, Trelawny Parish JAMAICA
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 1 Quick View
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    • 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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 1
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note that other units are available for rent on the property, and there may be other travelers present during your stay** Pack your bags for a rejuvenating Jamaican getaway when you book this 2-bedroom, 2-bathroom vacation rental apartment that comfortably sleeps 6! Nestled in a lovely,...
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    Falmouth, Trelawny Parish JMCTY07
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note other units are available for rent on the property, and there may be other travelers present during your stay** Experience the best of Jamaica from this sensational 1-bedroom, 1-bathroom Falmouth apartment with room to comfortably accommodate 2 guests. Situated on a gated property,...
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    Falmouth, Trelawny Parish JMCTY07
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    **Please note that other units are available for rent on the property, and there may be other travelers present during your stay** If you're in need of the perfect home base for your Jamaican adventures, look no further than this fantastic 2-bedroom, 1-bathroom vacation rental apartment that...
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    Location Information
    Falmouth, Trelawny Parish JMCTY07
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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