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Portland Parish Villas

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    Travellers to Portland Parish are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in Portland ParishView all 96 rentals
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    The Fan Villa1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica1 / 30
    (17)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    San Cove1 / 9
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful one bedroom villa with small private beach just steps away from the verandah located near Folly at the edge of Port Antonio. A large Grocery store is within walking distance and only 10 minutes drive to the famous Frenchman’s Cove Beach and the Blue Lagoon. The spacious bedroom has 2 twin...
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    Location Information
    Portland Parish, Jamaica 00000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally owned by a member of Alexander Graham Bell's family, one of the first owners at San San, this magnificent family-friendly villa is located immediately above San San beach near Port Antonio. Halcyon is a casual and elegant 4 bedroom, 4 bathroom villa that entreats its visitors to relax,...
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    Location Information
    Portland Parish, Jamaica 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In this luxurious villa located in Jamaica's world-renowned Port Antonio, you'll never want to leave. This luxurious 6 bedroom villa sleeps a total of 8 adults and 6 children. Relax in exotic comfort & style. Sun tan on the beautiful deck, dine in our gorgeous dining room, or on the balcony. Swim...
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    Location Information
    Portland Parish, Jamaica 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Ridge Bay Chateau1 / 17
    (25)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Mountain Views
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2017
    Seven of us from Florida met up with 7 other family members in Jamaica. We arrived in Kingston and picked up the rest of the family in Portmore, St.Catherine. We spent two...
    Reviewed 3 April 2014
    Please forgive me in just writing this review, and here we are in April.The island and people are Lovely! What a unique vacation stay we had at Ridge Bay Chateau. The deck...
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    About this property
    Located across the Bay from Trident Castle in picturesque Port Antonio, Jamaica, Ridge Bay Chateau is a charming three cottage property that boasts two fully equipped three bedroom cottages and also a one bedroom private cottage. This getaway has breathtaking views of the Caribbean Sea with a...
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    Location Information
    Port Antonio, Portland Parish PORTLAND
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    Villa Paola Jamaica1 / 81
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Secure Parking
    • Balcony
    • Housekeeping Included
    • Wi-Fi
    • Ocean Views
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    We were 6 people looking for a place to stay for two nights, but finally we decided to stay for four nights as Villa Paola proved to be an excellent choice! We occupied both...
    Reviewed 3 January 2017
    This freshly painted (Jan. 2017) accommodation is strongly recommended! Georgia is very hospitable and her brother even offered to get pizza's for us in town on our request. And...
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    About this property
    Villa Paola Guest House is a very charming and inviting guest house that rents any of our 3 rooms to it's guests at any given time (but not the entire property as the Trip Advisor Website listing would suggest and has proven to be beyond our control to otherwise change) and has become a place where...
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    Location Information
    Port Antonio, Portland Parish JMBPD15
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soothing sounds of nature complement your walks through aromatic fruit and vegetable gardens. Mystical waterfalls, refreshing springs, abundant rivers meet you at every turn and offer you a chance to renew and reset. Various packages are offered at this resort including a 22 Day Transformation...
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    Location Information
    Port Antonio, Portland Parish W I
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa B is a spacious one bedroom villa. View of the pool and the Caribbean sea. The villa balcony is most ideal for the glorious sunset gazing. Equipped with wifi, daily maid service, balcony with outside seating area & private pool entrance. ROOM AMENITIES Sea view Garden Pool view & sea View...
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    Location Information
    Drapers, Portland Parish 0000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tranquility Villa - Port Antonio & Blue Mountains1 / 33
    (33)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2017
    I can't begin to say enough about our stay at Tranquility Villa. It surpassed all our expectations and then some!If you are looking for a five-star hotel with all the...
    Reviewed 18 March 2017
    spectacular view and tranquility is the perfect word to describe this villa. Dennis and Bev are the best host we have had over the years travelling. ask them to cook some jerk...
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    About this property
    Your Jamaican Home Away from Home!! Tranquility is a perfect hideaway for those who want a private villa with exceptional views, private pool, great service and a casual feel. The villa feature two air-conditioned bedrooms with ceiling fans and French doors that lead to a cobblestone patio that...
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    Location Information
    Port Antonio, Portland Parish WI
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Shotover Gardens Estate-Villa with Pool1 / 20
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Mountain Views
    • Grill
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2016
    the place is a complete standstill of peace. Excellent for the enlightened minds.. a positive vibration, a magical venue, the energy there is pure light, an extremely romantic...
    Reviewed 15 March 2014
    I am getting ready for another Jamaica trip and will be returning to Shotover Gardens. I just realized I did not do a review from the last stay. I always stay in the cottage. It...
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    About this property
    Shotover Gardens Estate offers a three bedroom villa ( 3 day minimum) The villa is set in 6 acres of forests, lawns, gardens and pool. It is 1000 feet up in the hills outside Port Antonio, Jamaica, It is a 20 minute drive from downtown Port Antonio. The property is secure and very private,...
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    Location Information
    Port Antonio, Portland Parish 000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxe Modern Six-bedroom Cocosan Villa, Access to Geejam Hotel & Vintage Cars1 / 15
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Sauna
    • Air Conditioning
    • Ocean Views
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 March 2017
    This Villa is Spectacular !Modern and luxuriously spacious !It's such an interesting place.We enjoyed our time seeing Cocosan!The views are spectacular !Gym well...
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    About this property
    The next-level six-bedroom Cocosan Villa sits 200 meters above sea level with stunning views over Portland’s coastline, featuring a private spa, gym, lap pool and heated plunge pool. The design reinterprets the use of local materials in order to create a tropical contemporary atmosphere. Many of...
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    Location Information
    Port Antonio, Portland Parish 00000
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Sinopia Inn1 / 71
    (2)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Mountain Views
    • Grill
    • Balcony
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    Jamaica, as we all know, is a bright jewel in the Caribbean clutch of precious islands. Portland, in the much-undiscovered east of the isle, is the island's diamond for which...
    Reviewed 14 August 2017
    Portland is one my favourite destinations in Jamaica. I absolutely loved that this villa kept true to the vibe and spirit of Portland. It was close to a great beach (Frenchmans...
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    About this property
    Apart from its panoramic views, SINOPIA INN has a large lounge/living area, TV, wireless internet, bathroom essentials, air conditioning, free parking on premises, onsite security, housekeeper, washing machine and complete privacy. Additionally, its outdoor patio, man-made jerk pit and...
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    Location Information
    Port Antonio, Portland Parish 000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Heated)
    • Washer
    • Internet Access
    • Parking
    • Mountain Views
    • Shared Garden
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bolt Hole Villa is located in Port Antonio on a one acre estate overlooking the spectacular Caribbean Sea. With its beautiful breathtaking ocean front view, you can escape all your cares and unwind in the peaceful and tranquil atmosphere. The villa is of Jamaican Colonial architecture, uniquely...
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    Location Information
    Port Antonio, Portland Parish JMBPD15
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxe 4-Bedroom Panorama Villa/Access to Geejam Hotel1 / 12
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Panorama villa is absolutely beautiful! It's situated at the top of the hill, end of the road so you have an amazing view of Port Antonio overlooking the water. The villa itself...
    Reviewed 3 April 2018
    I had the most amazing time at the Panorama, the view is breathtaking , the most amazing 4 bedroom villa , staff on call 24 hours to cater to your needs , they are friendly and...
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    About this property
    More than an island retreat, the four-bedroom Panorama Villa, once frequented by Audrey Hepburn, is a renovated contemporary residence set on an acre of naturally landscaped gardens that offer stunning views of the Caribbean Sea, Portland’s Coastline, and the enchanting silhouette of the Blue...
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    Location Information
    Port Antonio, Portland Parish 00000
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Housekeeping Included
    • Parking
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Specially designed for small families or group of friends, guests can enjoy the comforts of home. The villa has its own private area to the pool. The apartment has a kitchen, patio, wifi, maid service, 3 bathrooms, and the breathtaking views. We are ideally located 5 miles east of the quaint and...
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    Location Information
    Drapers, Portland Parish 00000
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Birdie ‘ill Villa1 / 7
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    Everything about this Villa is breath takingly amazing. It's a private Oasis. The view of the Ocean from the house is a Dream. Very Lush and floral hiking trail. Lovely Pool and...
    Reviewed 1 January 2017
    This is a great place for multiple people to stay (3 bedrooms) if you're looking for quasi seclusion and don't mind driving (or being driven) on the incredibly terrible roads in...
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    About this property
    Built by the Woolworth family in the early 60′s, Birdie ‘ill Villa is described as Jamaican Colonial Architecture with a French flair. Birdie ‘ill Villa formerly named Pixie Hill, is located on 5 acres of lush gardens and pathways overlooking the ocean. The likes of Vogue, German Bunte, Town &...
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    Location Information
    Port Antonio, Portland Parish JMBPD15
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Pimento Room in Sinopia Inn1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 January 2018
    Beautiful location - near to the Long Bay beach with its bright blue sea and EMPTY beach. Sinopia offers a glimpse of rural Jamaica but with all the modern conveniences. Our...
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    About this property
    Apart from its panoramic views, SINOPIA INN has a large lounge/living area, TV, wireless internet, bathroom essentials, air conditioning, free parking on premises, onsite security, housekeeper, washing machine and complete privacy. Additionally, its outdoor patio, man-made jerk pit and...
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    Location Information
    Port Antonio, Portland Parish FAIRY HILL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Bar Villa is a beautiful deluxe villa located on the renowned Blue Lagoon. The exquisite new villa in Jamaica is positioned right on the water, a short swim to Pellou or Monkey Island. Situated right on the waters of the Blue Lagoon, this Jamaica villa offers a magical vacation. A very lovely...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bonne Amie is in the picturesque Blue Lagoon area of Port Antonio, which offers excellent swimming, snorkeling and scuba. The villa has four bedrooms able to satisfy the most discriminating of tastes. Each room has four-poster beds, and tropical paintings complement each to add that special...
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    Location Information
    Port Antonio, Portland Parish 123
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mamiti Blue is a 4 bedroom villa is situated right on the water on the San San strip. It is the second to last villa before the world famous Blue Lagoon in Port Antonio. Tucked away on Jamaica's Northeast coast is Port Antonio, a quaint beach town that has been known as the playground for the rich...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Crystal Cove villa in Jamaica, Port Antonio, For Vacationers looking for a unspoiled beauty and away from the tourist hub, perfect hideaway, very private 3 bedrooms, 3 bathrooms Housekeeper/cook, handyman, house maid Air conditioning, ceiling fans in all bedrooms Cable TV, DVD, CD player...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Cove Villa is an exquisite luxury villa Jamaica, located on the waters of the lovely Blue Lagoon Villa, a short swim to Pellou or Monkey Island. The exquisite, fully renovated four-bedroom San Cove Villa has three bedrooms on the first floor and one at sea level. All bedrooms are...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Balcony
    • Ocean Views
    • Mountain Views
    • Secure Parking
    • Grill
    • Patio
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A vacation home away from home with probably the best view in Long bay. With just steps from the beach and a short drive to Port Antonio or other nearby attractions you can enjoy a fun relaxing island vacation. There are 4 spacey bedrooms available for rent (or entire house on special requests), a...
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    Location Information
    Long Bay, Portland Parish JMBPD11
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SINOPIA is an early twentieth century house refurbished with modern interior decor which is set on two acres of lush green gardens, filled with palm trees - making it a stunning hideaway in Portland, Jamaica. Units are perfect for families, couples or large groups (not more than ten) to use as a...
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    Location Information
    Port Antonio, Portland Parish FAIRY HILL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • Patio
    • Grill
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apart from its panoramic views, SINOPIA INN has a large lounge/living area, TV, wireless internet, bathroom essentials, air conditioning, free parking on premises, onsite security, housekeeper, washing machine and complete privacy. Additionally, its outdoor patio, man-made jerk pit and...
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    Location Information
    Port Antonio, Portland Parish FAIRY HILL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Housekeeping Included
    • Mountain Views
    • Balcony
    • Grill
    • Patio
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa sits on 5 acres of fruited land. Captivating views of ocean from Port Antonio to Boston Bay and of Blue Mountain. Access to famous San San Beach, Winifred Beach close. Also, close to a number of attractions - Blue Lagoon, Reach Falls, Boston Jerk, Non Such Cave, Somerset Falls, Rio Grande...
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    Location Information
    Port Antonio, Portland Parish DRAPERS
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Housekeeping Included
    • Wi-Fi
    • Balcony
    • DVD Player
    • Patio
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apart from its panoramic views, SINOPIA INN has a large lounge/living area, TV, wireless internet, bathroom essentials, air conditioning, free parking on premises, onsite security, housekeeper, washing machine and complete privacy. Additionally, its outdoor patio, man-made jerk pit and...
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    Location Information
    Port Antonio, Portland Parish FAIRY HILL
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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