Skip to main content

Featured holiday rental destinations

Destination inspiration for your trip – find a holiday rental

The best holiday rentals in Portland

Check out our pick of great holiday rentals in Portland

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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. The location was excellent, walking distance to Frenchman’s Cove beach, Blue Lagoon, and many bars. The place was very cozy, and everything was very clean.

Show more Show less
9.1
Superb
133 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. Everything was great at Polish Princess :) Barbara is a very good host, always attentive, and her breakfasts are delicious! Thank you!!!

Show more Show less
9.4
Superb
124 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.

Show more Show less
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

Show more Show less
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.

Show more Show less
9.1
Superb
69 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. Well equipped room in the center of town. Loved the outdoor kitchen area.

Show more Show less
9.7
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. Laure and Chris are truly wonderful people. They gave us a warm welcome and were always there for us. We really enjoyed our stay! The area is beautiful! We will definitely come back. Many thanks to Laure and Chris!

Show more Show less
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. We had a very pleasant time! Birgit and Richard are very pleasant hosts, the view is amazing, and the breakfast is wonderful! The road to the place can be a bit challenging, but very much worth the effort!

Show more Show less
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.

Show more Show less
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 views are spectacular and the river is a mere 100 feet away. The food was tasty.

Show more Show less
9.5
Exceptional
16 reviews
Price from
US$100
per night

Most booked holiday rentals in Portland this month

FAQs about holiday rentals in Portland

Holiday Rentals that guests love in Portland