Skip to main content
In partnership with
Alfonso Cannavacciuolo

Featured villa destinations

Destination inspiration for your trip – find a villa

The best villas in Portland

Check out our selection of great villas 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.

Boasting air-conditioned accommodation with a private pool, sea view and a patio, Blissful Tides is situated in Hope Bay. This beachfront property offers access to a balcony, free private parking and free WiFi. This was slightly confusing but I got it sorted by phoning the host

Show more Show less
9.2
Wonderful
6 reviews
Price from
$720
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. Lara and Chris was really nice, kind and hepful. Its like home and i enjoyed staying at her house.

Show more Show less
9.6
Exceptional
49 reviews
Price from
$35
per night

Boasting a balcony with sea views, water sports facilities and a garden, I VIEW - in Long Bay can be found in Long Bay, close to Long Bay Beach and 15 km from Reach Falls. This beachfront property offers access to a terrace, free private parking and free WiFi. Guests can make use of the outdoor fireplace or the picnic area, or enjoy views of the garden and inner courtyard. Another stay at one of our favourite places. Exceptional view. Beautiful gardens. Peaceful. Good to meet Lars. Thank you and until next year.

Show more Show less
9.2
Wonderful
65 reviews
Price from
$65
per night

Boasting a patio with sea views, a garden and a bar, Spicy Hill Villa can be found in Port Antonio, close to San San Beach and 30 km from Reach Falls. This property offers access to a balcony, a pool table, free private parking and free WiFi. The villa provides a pool with a view, hot tub and luggage storage space. Accommodation for disabled guests is also available at the property. 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.

Show more Show less
9.8
Exceptional
14 reviews
Price from
$900
per night

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 seating is also available at the holiday home. All facilities were excellent. Will definitely stay here again.

Show more Show less
8.6
Excellent
27 reviews
Price from
$180.50
per night

The holiday home with a terrace and sea views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a microwave and a toaster, and 1 bathroom with a walk-in shower. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance. The guest house is very quiet clean, and comfortable i like it i would deffinatley stay there again

Show more Show less
8.7
Excellent
11 reviews
Price from
$40
per night

Boasting mountain views, Tranquility Villa features accommodation with a balcony, around 1.2 km from Port Antonio Beach. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking. The accommodation offers airport transfers, while a car rental service is also available. The view of Portland from this villa is amazing and breathtaking.

Show more Show less
8.6
Excellent
8 reviews
Price from
$275
per night

Patch&Porch Cottage features sea views, free WiFi and free private parking, located in Port Antonio, 2.3 km from Port Antonio Beach. The property has pool and garden views, and is 34 km from Reach Falls. Guests can make use of the picnic area or the year-round outdoor pool, or enjoy views of the mountain and lake.

Show more Show less
8
Very Good
2 reviews
Price from
$72
per night

The 2-bedroom villa has a living room with a flat-screen TV with streaming services, a fully equipped kitchen with an oven and microwave, and 1 bathroom with shower. For added privacy, the accommodation has a private entrance and is protected by full-day security.

Show more Show less
9
Wonderful
3 reviews
Price from
$210
per night

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.

Show more Show less
7.5
Good
2 reviews
Price from
$47.50
per night

Most booked villas in Portland this month

FAQs about villas in Portland

Villas that guests love in Portland

gogless