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The best holiday rentals in Portland

Check out our pick of great holiday rentals in Portland

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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. Don’t waste your time or money looking anywhere else! This place is SUPER CLEAN, and the room smelled like flowers as soon as we walked in! The room was comfortable and cozy, with a mini fridge and hot water in the shower. We truly felt at home. Barbara was incredibly helpful, always making sure we had an amazing experience. The breakfast was delicious, and the service was fantastic!

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9.5
Exceptional
126 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. The surrounding was calm and welcoming. It was quite spacious and luxurious. The pool water was clean, the environment was clean and the host was very professional 👌

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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. Our stay at Mesmerize guest house was amazing. The owner helped us out when we had questions and was always willing to help us out. The room had everything we needed and was centrally located. Can certainly recommend staying here!

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9.1
Superb
72 reviews
Price from
US$69
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. Nice space, super nice hosted by Marie and her lovely family. Portland is the nature parish, so there's a lot of nature to explore. The place is located very central so most of the town is basically within walking distance and route taxis will take you further out of town if needed. Would definitely recommend to book this place when you vist Portland.

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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. Staying at the house for those few days felt like home. Laura and Chris are very friendly and eager to help. They helped us with everything, and more than just guests, we felt welcomed. The energy of the house and their friendship made all the difference. I'm very grateful for everything, and I hope to return again.

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9.6
Exceptional
52 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. it was so calm and peaceful, like the Jamaica I remembered.

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9.3
Superb
65 reviews
Price from
US$65
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 hosts were great. The food was amazing. The location was awesome.

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9.5
Exceptional
16 reviews
Price from
US$115
per night

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