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The best vacation homes in Portland

Check out our selection of great vacation homes in Portland

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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Royal Villa 360

Port Antonio

The villa has 1 bedroom, 1 bathroom, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchenette, and a terrace with sea views. A private entrance leads guests into the villa, where they can enjoy some fruits. This villa is allergy-free and non-smoking. spacious room, bathroom, tidiness

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9
Wonderful
9 reviews
Price from
$58.50
per night

Port Antonio Residence

Port Antonio

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. Was very nice room, with perfect host family. We can really recomended.👌

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9.1
Wonderful
9 reviews
Price from
$30
per night

Spicy Hill Villa

Port Antonio

The Spicy Hill Villa is well appointed property that offers free WiFi and has a game room with pool tables and table tennis. It also has an outdoor pool and babysitting services.

The bright-coloured rooms are air conditioned and feature flat-screen cable TVs. The bathrooms are private and have a shower. Location is fabulous. In the heart of the most beautiful parish in Jamaica - green and lush Portland. Frenchman's Cove, Blue Lagoon and Boston Bay Jerk are minutes away. (Don't forget the exceptional rafting on the Rio Grande). Close by and nestled on the edge of its beautiful bay, is Port Antonio a town with a real mellow and welcoming vibe. So much to see. Ask around for 'Rock Bottom' and he'll give you the best deals on authentic carvings. Spicy Hill and it's substantial garden is surrounded by a festival of tropical trees and climbers. Great amenities, everything you could ask for. A soothing and restorative tropical treat for the soul. The staff were amazing. Maestro Denny, brilliantly cooked up any traditional dishes we asked for - a tropical treat for the tastebuds. Very helpful for all our needs - escorting us to the market, recommendations, booking stuff, sorting out any travel issues. Literally nothing was a problem. Keith - attentive, helpful, softly-spoken, always smiling, a lovely character - even fixed a wheel on a suitcase! Karen - discreetly keeps the place tidy and clean and a welcome place to return home to after a day out in the sun. A humble character and a beautiful soul. We had the most amazing time, all 7 of us - every day laughter and fun and experiencing something new and different. Richard - you have a great crew there, hold onto them. I can't recommend Spicy and this unspoilt corner enough! Appreciation sent from Richard, Carmen, Ni, Maxwell, Joely, Rachel and Scotty.

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9.7
Exceptional
15 reviews
Price from
$875
per night

Boston Bay, Portland Cozy Corner

Port Antonio

Situated in Port Antonio, 300 metres from Boston Beach and 23 km from Reach Falls, Boston Bay, Portland Cozy Corner offers a private beach area and air conditioning. This property offers access to a balcony, free private parking and free WiFi. Outdoor dining is also possible at the holiday home. It was very equip and up to date and very comfy

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8.5
Very Good
8 reviews
Price from
$180
per night

Twin Court Retreat

Port Antonio

The villa is fitted with 3 bedrooms, 2 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a terrace with sea views. A private entrance leads guests into the villa, where they can enjoy some wine or champagne and fruits. The property has an outdoor dining area. Host was incredible and went out of her way to make the stay enjoyable. Community safe, quiet and people are kind. Owner communication was good and followed up after stay to ensure all was well. Home is located in a small local area so very quiet country feeling.

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8.2
Very Good
5 reviews

Ridge Bay Chateau

Port Antonio

Situated 34 km from Reach Falls, Ridge Bay Chateau offers air-conditioned accommodation with a balcony. Free WiFi is available throughout the property and private parking is available on site. The holiday home has family rooms as well as facilities for disabled guests. The view. Rooms had air conditioning. Staff

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8.4
Very Good
9 reviews

I VIEW - in Long Bay

Port Antonio

I View is a holiday home with 3 separate accommodations. All have sea views and their own terrace. Long Bay Beach is just 500 meters away.

A flat-screen TV is featured. The holiday home features free WiFi throughout the property. Very silent and a very nice view, always a little cool breeze

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8.5
Very Good
63 reviews
Price from
$54
per night

Tranquility Villa

Port Antonio

Tranquility Villa is a fully staffed 2-bedroom villa located 400 metres from Port Antonio City Centre and 300 metres from East Harbour. It offers a sun terrace with swimming pool and panoramic ocean views, plus free Wi-Fi. The amazing view from the villa, nearby beaches, lots of different birds to spot (e.g. hummingbirds), the staff were friendly, helpful and welcoming.

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8.6
Excellent
5 reviews
Price from
$300
per night

Backra`s Villa

Port Antonio

With free WiFi, this 1-bedroom holiday home features a flat-screen TV and a kitchen with an oven and microwave. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

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7.5
Good
2 reviews
Price from
$47.50
per night

Villa Maat 5 minutes to Winnifred Beach

Port Antonio

The spacious villa with a balcony and garden views has 4 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a microwave, and 2 bathrooms with a walk-in shower. Towels and bed linen are offered in the villa. The property has an outdoor dining area.

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10
Exceptional
2 reviews

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