Skip to main content

Featured vacation rental destinations

Destination inspiration for your trip – find a vacation rental

The best vacation rentals in Portland

Check out our selection of great vacation rentals in Portland

Filter by:


Review score

Wonderful: 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. Carla is an absolute legend and the amazing positive aura she have will let you feel home and in a total relax! The staff with her are also an awesome team.. can’t wait to be back

Show more Show less
9
Wonderful
134 reviews
Price from
$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 property was super clean and the hosts were very welcoming on every entry. The breakfast was great. Barbara also recommended really nice dining spots for us of which we were grateful. The property is in close proximity to Winnie Fred Beach. The freshness of the air was also excellent.

Show more Show less
9.4
Wonderful
123 reviews

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 👌

Show more Show less
9.7
Exceptional
9 reviews

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
Wonderful
6 reviews
Price from
$612
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
Wonderful
75 reviews
Price from
$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. We had a fantastic stay at Centrally Located. Marie showed us all the facilities which included air conditioning, Flat Screen Smart TV, outdoor cooking facilities & a fully tiled bathroom. The room was spotless & the house only recently been built, so very modern. We made use of the outdoor cooking facilities which had everything we needed. Marie also gave us great advice on things to see & made us feel very welcome while also giving us plenty of space. Marie was also very communicative before we arrived answering all our questions. Thanks Marie, we really appreciated it!! I would absolutely recommend staying here. Look no further!!!

Show more Show less
9.8
Exceptional
81 reviews
Price from
$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. - Location - clean room - hot water - welcoming hosts

Show more Show less
9.6
Exceptional
50 reviews
Price from
$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. If you want a quiet place with friendly hosts and a fantastic view of the Ocean and Mountains, that's the place to go. We took two of the tours they offer (Reach Falls and Kingston/Blue Mountains) and enjoyed them.

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. This apartment was truly fantastic. A very tasteful interior design. The terrace with a hammock offered a stunning view of the sea. Down in the village, there is a small shop where you can buy your daily products. In the garden, you’ll find beautiful flowers, birds, lizards, and palm trees. Simply wonderful.

Show more Show less
9.3
Wonderful
65 reviews
Price from
$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. Words can not do justice when I try to describe this piece of garden of eden at the end if the world.If you are blessed you will get to reason with Ras Landi and maybe other members of this amazing Rasta family and receive life teachings. I recommend to stay at least 2 nights as it is 1 hour drive from Port Antonio. Bring your walking shoes, water boots, bathing suit and something warm to wear in the evenings.

Show more Show less
9.5
Exceptional
16 reviews
Price from
$115
per night

Most booked vacation rentals in Portland this month

FAQs about vacation rentals in Portland

Vacation Rentals that guests love in Portland