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Boston Bay House Rentals

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    Don't let other travellers get your favourite Boston Bay area vacation rental. You're so close to securing your perfect getaway. Book today.
    27 Matching Rentals in the Boston Bay AreaView all 99 rentals
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    Happy Villa – The Splendor of Fairy Hill1 / 40
    (1)Excellent
    Boston Bay
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Boston Bay.
    PORT ANTONIO CHATEAU  EXOTICA WATER VIEW ESTATE SLEEPS 12 POOL STAFF BEACH1 / 15
    (4)Excellent
    Port Antonio
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    FAIRY HILL PALMS1 / 22
    (17)Very good
    Port Antonio
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Manchioneal
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Patio
    • Housekeeping Included
    • Waterfront
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in late 1970’s, Serendipity represents the classical architecture of its era, with original Terrazzo floors and classic iron work. Private and spacious, it offers the perfect intimate getaway as well as a fabulous family vacation. Serendipity is off the beaten-path and sits in front of one...
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    Manchioneal, Portland Parish 0000
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Mr Barrys - Portland1 / 27
    (14)Excellent
    Port Antonio
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Patio
    • Porch
    • Mountain Views
    • Parking
    • Outdoor Dining Area
    • Ocean Views
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 20, 2017
    I stayed at Mr Barry's for a week. The thing I loved most was the is a massive terrace with amazing sea views that I had breakfast on everyday and sat on every evening. It...
    Reviewed January 16, 2017
    I stayed at Mr Barry's over the summer holiday with my family. Staying there and seeing the beautiful country of Jamaica is and always will be one of my most treasured memories...
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    About this property
    Mr Barrys is nestled nicely on a hill in the heart of Fairy HIll, Boston. We welcome visitors from around the world to stay with us and to feel at home here. Mr Barry's White House is in a quiet part of the Island and the locals are very warm and welcoming, there are plenty of places to find food...
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    Location Information
    Port Antonio, Portland Parish WI
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    NO REGRETS SERVICES1 / 36
    (4)Excellent
    Port Antonio
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Private Garden
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 19, 2018
    He was very accommodating. Even though I'm a very quiet individual. Winston always checked to see if I was ok and if there's anything I needed and let me know of any events in...
    Reviewed January 17, 2018
    My experience staying at this location was really a wonderful one with my family. The owner/Winston was really warm and accommodating. He made our stay very comfortable. this is...
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    About this property
    Rooms rent separately for $55 per night. Tourist License / Licencia de turismo N °: 100153836
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    Location Information
    Port Antonio, Portland Parish 876
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Port Antonio
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Porch
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Bar villa is located in Jamaica's world-renowned Port Antonio. 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 in our plunging pool or snorkel in...
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    Port Antonio, Portland Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Port Antonio
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Outdoor Dining Area
    • Porch
    • Patio
    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Cove is the sister villa to San Bar next door. There's no place like a villa on the sea. In this elegant villa at Jamaica's world-renowned Port Antonio, you'll never want to leave. This luxurious 4 bedroom villa sleeps a total of 8 guests. Relax in comfort & style. Sun tan on the beautiful...
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    Location Information
    Port Antonio, Portland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Drapers
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goblin Hill Boutique Villa Townhouses - Goblin Hill is located in the heart of the most beautiful scenery in Jamaica. Nearby are beaches, mountains, waterfalls, caves, rain forests and rafting to explore. There are 15 x 2 bedroom villas, and 12 x one bedroom villas. We can presently accommodate...
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    Drapers, Portland Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tranquil Retreat Port Antonio1 / 28
    (4)Very good
    Port Antonio
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2018
    I've been to Portland before and was looking for a rural laid back vacation in this area. The home and location was exactly what I was looking for. This rental was a in perfect...
    Reviewed April 18, 2017
    Port Antonio has become my favorite part of Jamaica untouch by hotels and city, natural beauty. I have always stayed close to town but Tranquil Retreat was in a very nice...
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    About this property
    Located in the beautiful parish of Portland, this vacation rental has all the comforts of home. The home is located 5-7 minutes from downtown Port Antonio, and 10-15 Minutes from all beaches. If rafting on the Rio Grand is on your agenda, we are only a 10-minute drive away. Centrally located, and...
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    Location Information
    Port Antonio, Portland Parish 00000
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Port Antonio
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Washer
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It a beach front house four bed rooms three bathrooms two kitchens two living rooms two pouches up stairs downstairs sleep 8 highj speed internet each room have it own tv breakfast in the morning beach towels and beach chairs free parking and a maid Tourist License / Licencia de turismo N...
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    Port Antonio, Portland Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Port Antonio
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Internet Access
    • Waterfront
    • Mountain Views
    • Patio
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Star is the latest addition to the ultra luxurious villas located on the world famous Blue Lagoon in romantic Port Antonio. This exquisite newly built 5-bedroom waterfront villa is nestled in between the lush vegetation of Portland and the sparkling Caribbean Sea. You will find the atmosphere...
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    Location Information
    Port Antonio, Portland Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Long Bay
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a relaxed vacation in contact with nature, nice people, safe environment, beautiful beaches, best jerk food, then this is the spot to be.Get to know the real Jamaica, you will love it. The house is on the hill side of Long Bay, 10 minutes walk from the 1 mile white sand beach where you will...
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    Location Information
    Long Bay, Portland Parish 0000
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Port Antonio
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Garden
    • Balcony
    • Secure Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2 floor house with big staircase around the house. You have a lot of privacy. Comfortable, pretty rooms and abeautiful garden between 2 Rivers where you can chill and relax. Very near to town and Near to beach. Come and enjoy. And also every sightseeing like blue lagoon, dunn,s river...
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    Location Information
    Port Antonio, Portland Parish 0000
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Drapers
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mamiti Blue is a 5 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. The villa now offers 5 bedrooms / 5.5 bathrooms – 3 rooms with king size beds and 2 with queen beds all with en-suite bathrooms....
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    PINEAPPLE HILL SEA VIEW COTTAGE1 / 28
    (1)Very good
    Port Antonio
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Mountain Views
    • Patio
    • Private Garden
    • Porch
    • Outdoor Dining Area
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 18, 2016
    This two bedroom little house was perfect for us. Wifi was great. Tv not so much. New fridge....gas stove and all the kitchen utensils to do your own cooking. Even a dining room...
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    About this property
    Pineapple Hill Sea View Cottage is located within the city limits and within walking distance of quaint yet beautiful Port Antonio. Port Antonio itself is located by the Caribbean sea on the north eastern coast of Jamaica and is the capital of the parish,Portland. The rainfall here is ample and...
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    Location Information
    Port Antonio, Portland Parish PORTLAND
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Port Antonio
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect off the beaten track beach house perched in the midst of Portland natural green vegetation on one side and the sea on the other, you literally hear the sound of the waves from the rooms facing the sea. The place to be, to have your entire body and soul rejuvenated. The 3 bedroom house...
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    Location Information
    Port Antonio, Portland Parish 00000
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mamiti Blue - San San, Port Antonio 5 Bedrooms1 / 15
    (1)Excellent
    Port Antonio
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • Porch
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2016
    The service was exceptional which must be said upfront because it's not easy to find great service. The house is beautiful and located in the middle of paradise with both the...
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    About this property
    Mamiti Blue Mamiti Blue is a beautiful and luxurious villa located in San San, Port Antonio, just steps away from the world-famous Blue Lagoon. Mamiti Blue was completely refurbished in 2011.The villa has four air-conditioned bedrooms, four and a half bathrooms, a spacious family room upstairs,...
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    Location Information
    Port Antonio, Portland Parish 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Drapers
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goblin Hill Boutique Villa Townhouses - Goblin Hill is located in the heart of the most beautiful scenery in Jamaica. Nearby are beaches, mountains, waterfalls, caves, rain forests and rafting to explore. There are 15 x 2 bedroom villas, and 12 x one bedroom villas. We can presently accommodate...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Port Antonio
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Fransica, a very homely hideaway nestled in the hills above St. Margarets Bay, Portland. This House boasts one of the most magnificent view of the Caribbean Sea.., while the beach is only 12 minutes away. If you are looking for a real secure Jamaican living experience, coupled with...
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    Location Information
    Port Antonio, Portland Parish 00
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Port Antonio
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is a secur 4 bedroom house that I am renting 1 or 2 of the room from. There is Hot water, air condition, fully furnished and comes with security camera and other necessary amenities Available for weekly, monthly or maximum 4 months rental contract at a time. With option to renew....
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    Location Information
    Port Antonio, Portland Parish 33323
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Drapers
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goblin Hill Boutique Villa Townhouses - Goblin Hill is located in the heart of the most beautiful scenery in Jamaica. Nearby are beaches, mountains, waterfalls, caves, rain forests and rafting to explore. There are 15 x 2 bedroom villas, and 12 x one bedroom villas. We can presently accommodate...
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    Location Information
    Drapers, Portland Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Port Antonio
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern and spacious 4 bedroom 3 bathroom home on the second floor with modern conveniences such as internet, wifi, hot water, full kitchen, lounge area, balcony-fully grilled and secured etc. 1 bedrooms have 2 beds each and; one bedroom have a total of 3 beds; 2 bedroom have 1 bed(*private and at...
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    Location Information
    Port Antonio, Portland Parish JMBPD15
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    La Cousins bnb1 / 42
    (2)Excellent
    Port Antonio
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 26, 2018
    Wanted a get away, little Peace and quite,a little of nature.La Cousins BnB is a home away from home. Staff was friendly. Will definitely return.
    Reviewed March 26, 2018
    If you would like to get away from it and recharge your batteries. There is no better place then "LA Cousins B&B.
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    About this property
    My house is perfect for nature lovers. 4 bedrooms with 2 shared bathrooms with hot and cold water surrounded by beautiful gardems. Also breakfast is included in the cost. Located 15 minutes drive from Port Antonio, we are close to the famous attractions of Portland. These includes the blue lagoon,...
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    Location Information
    Port Antonio, Portland Parish JMBPD15
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Port Antonio
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Patio
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country cottage sitting on over 1 acre of landscaped and farmed property. Great hiking in the area. Off the main road of Snow Hill at a dead end on highland. Property overlook the Caribbean sea. Beautiful lawns/gardens for outdoor living. Hammocks, seating and dining areas invites guests to enjoy...
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    Location Information
    Port Antonio, Portland Parish WI
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Port Antonio
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Patio
    • Secure Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country cottage sitting on over 1 acre of landscaped and farmed property. Great hiking in the area. Off the main road of Snow Hill at a dead end on highland. Property overlooks The Rio Grande River ending into the Caribbean sea. Beautiful lawns/gardens for outdoor living. Hammocks, seating and...
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    Location Information
    Port Antonio, Portland Parish WI
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Port Antonio
    1 Bedroom, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    • Patio
    • Parking
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country cottage sitting on over 1 acre of landscaped and farmed property. Great hiking in the area. Off the main road of Snow Hill at a dead end on highland. Property overlooks The Rio Grande River ending into the Caribbean sea. Beautiful lawns/gardens for outdoor living. Hammocks, seating and...
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    Location Information
    Port Antonio, Portland Parish WI
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 8
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