Holiday rentals with outdoor seating in Portland

Buff Bay Farms & Villa - Spacious 4BR Floor

Welcome to Buff Bay Farms & Villa, your peaceful escape tucked between the mountains, the Caribbean Sea, and soft island breezes. This 4-bedroom, 3-bathroom full-floor retreat offers a gentle mix of luxury, comfort, and authentic Jamaican warmth. Wake up to the sunrise, unwind on the patio as the sun sets behind the hills, and enjoy the quiet charm of Portland—one of Jamaica’s most untouched, beautiful parishes. Perfect for family getaways, group trips, reunions, work retreats, and long stays.

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

Villa Antonio Cozy Oasis Hideaway For Couples.

A Cozy Oasis and Romantic Retreat for Couples and Singles . Come relax after an exciting day out. Enjoy the beautiful sunsets. Keep it simple at this peaceful space and central location. Local taxi's are available from the location. A Local variety of Vegan, Vegetarian, Seafood and Local Cuisine . Restaurants close by Supermarkets are within 5 minutes walk away. LOCAL BEACHES, SHAN SHY, SAN SAN, BLUE LAGOON + SPRINGS, FRENCHMANS COVE, BOSTON + {JERK CENTRE} FAIRY HILL FOLLY + FOLLY LIGHTHOUSE

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 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.

Jungle Suite

Sit back and relax in this tranquil, stylish space with stunning views of the surrounding nature and stars in the sky. The newly built Jungle Suite with modern en-suite bathroom and private large wooden veranda offers everything you could wish for on your authentic Jamaican holiday or weekend away in beautiful Portland. Situated between the Blue Lagoon and the popular Winifred Beach (both within walking distance) this prime location is also close to shops, cafes, bars and restaurants.

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.

Secluded Off-Grid Cabin with Waterfall & River

Nestled in Jamaica's Blue Mountains, this 2-bedroom wood cabin offers seclusion and comfort. Powered by solar panels, it features air conditioning and sits off-grid. Surrounded by serene bamboo groves, it boasts a private river with a cascading waterfall, creating a tranquil oasis. Wake up to the soothing sounds of nature and panoramic mountain views from your bedroom. Awaiting you is a sustainable retreat where you can disconnect and rejuvenate amidst breathtaking natural beauty.

Cozy 2 Bedroom 2 Bathroom City Getaway

Convenient for couples, singles or a small family. You will be close to everywhere when you stay at this centrally-located place. Suitable for both business and vacation travelers and equipped with everything you need. 29 mins to NMIA Airport, 4 mins to US Embassy, Starbucks & Hope Gardens, 6 mins to Bob Marley Museum, 6 mins to UWI & U-Tech, 9 mins to New Kingston & Emancipation Park, 10 mins to Devon House, 10 mins to Stadium & The Luxe Shoppe & much more

Full View Hide Away

"Escape to Paradise: Full View HideAway in Portland, Jamaica with Breathtaking Caribbean Views!" Full View Hide Away is a quant, authentically Jamaican home overlooking the bustling city of Port Antonio with breathtaking views of the Caribean Sea Jamaica's Eastern coastline, and the world-famous Blue Mountains. -20 minutes from Frenchman's Cove Beach -25 minutes from the Blue Lagoon -35 minutes from the world renowned Boston Jerk Center

The Nest Cottage Blue Mountains, Jamaica

Take it slow at this tranquil treetop cottage, perched above the lush Blue Mountain valley with panoramic views that stretch for miles. This secluded hideaway is a private, self-contained retreat with rustic-chic charm—ideal for couples or solo travellers seeking peace, nature, and a little magic. With self-catering facilities and total privacy, it’s the perfect escape from the everyday.