Holiday rentals in Portland

Cozy Locale Gold

Enjoy and kick back in the Jamaican sun, in a private, well-equipped apartment 2br/living/dining/kitchen. No shared facilities. Spacious and perfectly situated to take relaxing walks to nearby beaches, which is ideal to make the best memories on your vacation! The location is perfect if you want tranquility, and yet to be close to activities, great food and local attractions. Amenities: Cable TV, Refrigerator, Washer, Stove, Utensils, Coffee/Tea maker, Microwave Oven Private parking Secure

Mother Nature

*Mother Nature ist ein freistehendes rundes Steinhaus mit begrünter Dachterrasse. Das Haus verfügt über ein Kingsize-Bett, einem eigenem Badezimmer, Holz- und Steinterrasse, sowie großem Garten. *Außerdem steht eine überdachte Außenküche zur Verfügung mit allen Utensilien die du benötigst. Kochen mit Blick auf die Berge. *Und wieder einen anderen Blick hast du vom überdachten Gasebo. Inmitten Mutter Natur kannst du die Seele baumeln lassen und Vögel, Sterne und Wolken beobachten. *Feel free

Private Oasis Portland | Peaceful Rustic Retreat

Escape to The Private Oasis in Portland, Jamaica, a gated retreat with scenic ocean views. Perfect for all couples, families, solo travelers, or digital nomads. It features self check-in, AC, high speed Wi-Fi, and a full kitchen. Relax in the garden or gazebo, enjoy stunning sunrises over the Caribbean Sea and sunsets over the mountains, and explore nearby Long Bay, Boston Beach, Winnifred Beach, and the Blue Lagoon. Ideal for guests seeking privacy, peace, and a serene Jamaican island escape.

Private Hilltop 2BR Panoramic Sea + Mountain Views

Our hillside property showcases panoramic views of all of Port Antonio and the Caribbean Sea. Located in a safe local neighborhood, our home offers modern comforts including air conditioning, fast reliable Wi-Fi, Netflix, hot water, and secure garage parking. Just a 5-minute walk to downtown and a short 15-minute drive to Frenchman’s Cove, the Blue Lagoon, Winnifred/Boston Beach, this vacation rental is close to top beaches and attractions. Excursions and transport can be arranged, as well.

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

mango ridge jungle bungalows/avocado

backpacks advised,200 steps uphill from carpark..small studio cottage with outdoor shower..verandah.lots of windows..partial sea and garden view.we appreciate if guests give us an approx. time of arrival to help us better plan our day..we are easier to find before dark(6pm)and prefer guests arrive before 9pm if possible...please smoke outside,thanks. .hot water only ifon stove.. cottage is not completely sealed and the occasional lizard or spider is there to control moskitos and ants

Purevibe Horizon House |2BR Rooftop Ocean View

Purevibe Horizon House offers a private elevated retreat designed for guests seeking space, privacy, and a more exclusive Purevibe experience. This standalone ocean-view villa features its own rooftop patio, sweeping horizon views, and a calm boutique atmosphere ideal for relaxation. Located on the Purevibe property in Snow Hill, Portland, Jamaica, Horizon House blends modern Caribbean minimalism with natural surroundings, creating a peaceful escape just minutes from Port Antonio.

Tektime, Blue Mountain Cottage Jamaica

Tektime a place to unwind, take in the sunset, view & mountain air while feeling at home nestled in the trees 3600 ft up in Jamaica Blue Mountain coffee country. Tektime is the Jamacian for "take things slowly". Hear the birds roost in the afternoon or voices of the coffee pickers going home and the occassional goat tied out to feed. Fire up the BBQ and sit in the garden with a glass of wine. We made every effort to put in everthing you will need. Smoking only allowed outside.

Our Escape, Tiny Home in Blue Mountains w/ River

Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Modern Nature's Escape at the Falls

Welcome to your peaceful getaway at Cabin at the falls where nature meets comfort, as the sound of cascading water sets the perfect backdrop for your stay. This cozy, cabin is perched just a hike away from the falls, offering a rare blend of seclusion, comfort, and natural beauty. Whether you are hiking to the base of the falls,or soaking in the sights and sounds of nature, this cabin is your perfect escape into the wilderness without giving up the comforts of home.

Beachway Casa 2

Two private bedrooms, sleeps 4 guest , with air conditioning in both bedrooms. Open concept living and dining, large kitchen with full size fridge and stove, smart TV in both bedrooms. Walking distance to Winifred Beach, near shops and authentic restaurants, Boston Beach, Boston Jerk Center. Short drive to Blue Lagoon, and 20 minute drive to Port Antonio. This is a prime location that while secluded, has easy access to all the beauties that Portland has to offer.

Frangipani, San San, Portland, Jamaica

Frangipani is located 5 miles east of Port Antonio, in the lush, rural, tropical subdivision of San San, beside the village of Drapers. It is within walking distance of Drapers, Frenchman's Cove and San San Beach. Port Antonio, Blue Lagoon and Boston Bay are just a few minutes drive away. The property is a self contained apartment and has a 2 lane, 1/3 Olympic length pool, (55 feet/16.6 meters). We offer discounts, 15% for one week, and 30% for one month.