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The best holiday rentals in Portland

Check out our pick of great holiday rentals in Portland

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Offering a garden and sea view, Drapers San Guest House is situated in Port Antonio, 1.8 km from Frenchman's Cove Beach and 31 km from Reach Falls. There is an in-house restaurant, plus free private parking and free WiFi are available. The accommodation features a shared kitchen, a housekeeping service and currency exchange for guests. Carla is a wonderful person and together with TJ a great caring host. She has all the knowledge of Portland and beyond and can tell how to find your way. The clean and well equipped guesthouse has a relaxing lush garden with the sound of sea and birds. Beautiful beaches are within walking distance and Port Antonio within minutes by taxi for JMD 150. A lovely place.

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9.1
Superb
134 reviews
Price from
US$30
per night

Situated within 1.8 km of Winnifred Beach and 27 km of Reach Falls in Port Antonio, Polish Princess Guest House provides accommodation with seating area. This property offers access to a terrace, a pool table, free private parking and free WiFi. The accommodation features full-day security, luggage storage space and currency exchange for guests. The hostess, Barbara makes the stay at the Polish Princess comfortable and welcoming The location is fantastic for touring the area. The breakfasts are delicious and filling.

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9.5
Exceptional
125 reviews
Price from
US$115
per night

Situated in Port Antonio, Round View Guest House features accommodation with private pool, free WiFi and free private parking for guests who drive. Boasting family rooms, this property also provides guests with a terrace. Clean, quiet, beautiful, relaxing.

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9.7
Exceptional
9 reviews
Price from
US$120
per night

The spacious holiday home is located on the ground floor and has 4 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a microwave, a fridge, a washing machine, a stovetop and kitchenware. Towels and bed linen are available in the holiday home. The property has an outdoor dining area. This was slightly confusing but I got it sorted by phoning the host

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9.2
Superb
6 reviews
Price from
US$720
per night

Offering a garden and garden view, Mesmerize Guest House is located in Port Antonio, 400 metres from Port Antonio Beach and 38 km from Reach Falls. There is a private entrance at the bed and breakfast for the convenience of those who stay. The bed and breakfast provides rooms with air conditioning, free private parking and free WiFi. Great experience. Clean, nice place. Carmen is receptive and very helpful.

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9.1
Superb
72 reviews
Price from
US$48.45
per night

Set in Port Antonio, Centrally Located Room - 5 features accommodation 38 km from Reach Falls. This property offers access to a patio, free private parking and free WiFi. The property is non-smoking and is located 400 metres from Port Antonio Beach. The room had everything provided needed for a nice and comfortable stay. The host was super friendly and hospitable making sure everything was ok. We had an issue with the rental car and she helped us out a lot. The outdoor kitchen is perfect to cook meals and the location is ideal to explore the nearby beaches. The room was spacious and super clean.

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9.8
Exceptional
81 reviews
Price from
US$48
per night

This holiday home comes with 1 bedroom, a kitchen with oven, a flat-screen TV, a seating area and 1 bathroom with a walk-in shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance. Wonderful stay. 10/10. Definitely would recommend everyone to stay here. Laura and her husband are exceptional! She sent directions for the property and met me the way. Helped to bring in my stuff. She ensured I had a great stay, checking if I was comfortable. Provided everything little thing I requested. She even made me breakfast. I can recommend everyone to come and stay here!

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9.6
Exceptional
51 reviews
Price from
US$35
per night

Featuring a patio with city views, a garden and barbecue facilities, Fantastic views at Friends can be found in Port Antonio, close to Norwich Public Beach and 42 km from Reach Falls. Boasting a 24-hour front desk, this property also provides guests with a picnic area. There is free private parking and the property provides paid airport shuttle service. Our stay at Friends was the most memorable part of our trip to Jamaica! Birgit and Richard were the perfect hosts to our time in Port Antonio. We decided not to rent a car in Jamaica and arrived in the evening by shuttle. Richard was easy to get a hold of, and he picked us up a few minutes from Friends, where it was best to transfer from the van that brought us to Port Antonio. I was traveling with a friend, and we rented both apartments for ample space and to have our own comfy beds. The apartments had everything we needed and convenient items for purchase in the fridge and on the shelf, including Blue Mountain coffee, a water kettle and french press. The rooms were clean, quiet and nicely decorated with views of the lush property from the lower apartment and the most amazing, nearly 360-degree views from the upper patio. Upon request, Birgit prepared a delicious and large breakfast spread each morning with fresh fruit from their property, honey from their bees, a homemade baked item, a savory warm dish, coffee and so much more! All of which we enjoyed, slowly each morning, on their beautiful wood deck built among their blooming/fruiting trees. After breakfast, we spent our days cruising around with Richard in their capable Land Rover to all the best spots listening to some great music. We went on an excursion each day and Birgit and Richard helped us plan based on the weather and other variables. Richard drove us to dinner in town before we went back to Friends or gave us a ride later in the evening. We felt so taken care of the whole stay! We spent 4 amazing nights at Friends. I am already dreaming of my next visit!

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9.7
Exceptional
29 reviews

The units in the holiday home are equipped with a kettle. The units include a coffee machine and a private bathroom with a walk-in shower, while selected rooms also offer a fully equipped kitchen fitted with a microwave. All units at the holiday home come with a seating area and a flat-screen TV with streaming services. Very nice place (we rented all 3 rooms) in a really great location with a super-nice view across the ocean during dawn. The kitchen is great and we did some cooking here (necessary utensils were available). All in all a great experience in this relaxing house. Also, the hosts were very nice and helpful (e.g., we forgot a personal item when we left and the host was kind enough to help us out by sending it to a packing station at the airport). Thank you!

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9.3
Superb
64 reviews
Price from
US$60
per night

Providing lake views, Portland Riverside Retreat in Port Antonio provides accommodation and a shared lounge. Featuring a 24-hour front desk, this property also provides guests with an outdoor fireplace. There is a sun terrace and guests can make use of free WiFi and free private parking. The views are spectacular and the river is a mere 100 feet away. The food was tasty.

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9.5
Exceptional
16 reviews
Price from
US$115
per night

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