Pet-friendly holiday rentals 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.

876 Views

Welcome to our captivating guesthouse, nestled in serene surroundings with breathtaking views of Navy Island and the ocean. Experience a unique blend of tranquility and convenience, surrounded by lush greenery. Our guesthouse offers a cool and refreshing atmosphere with the ease of access to shops, restaurants, and attractions in the nearby town. Enjoy the quiet, relaxed vibe of our secluded location and the vibrant energy nearby. Ideal for romantic getaways, family vacations, or solo retreats.

Villa Luna, Long Bay, Portland (Port Antonio)

Visit our private 5 acre farm with amazing views. Just a short walk to the fabulous Long Bay beach. You can also explore: Winnifred Beach, Boston Beach, Frenchman's Cove, Reach Falls and the fabulous Blue Lagoon. The guesthouse is private, spacious and comfortable! Its easy to relax on the farm with 360 degree view of the Blue Mountains and the ocean! We can do meals, arrange transportation and day trips at a convenient cost! Come unwind and relax where the jungle meets the sea. Villa Luna!

Private Ocean-View Stay | Peaceful & Rustic Escape

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.

Entire Private Home Near Boston Beach |Sleeps 2–6

Honeycomb Utopia is a peaceful, well-located entire home offering comfort, privacy, and easy access to Portland’s top attractions. Situated along the main road, guests can get around easily by route taxi or private transport. The home is just 3–5 minutes from the famous Boston Jerk Centre and Boston Beach, popular for swimming and surfing. Nearby attractions include Winnifred Beach, San San, Frenchman’s Cove, the Blue Lagoon, Reach Falls, and Rio Grande rafting. Relax and enjoy the local vibe.

Clearview@ Bayview

self contained 2 bedroom (1 bathroom) apt w/ kitchen and patio w/ beautiful view located 10 mins outside of Port Antonio. located 10-15 mins from Frenchman's Cove and other nearby beaches. hiking trails and river located 5 min walk. close to Trident Castle, Turtle Crawl, Alligator Head Foundation/ Watersports, and Bayview Eco Resort. Located w/in bird sanctuary. Place for admirers of nature, birds and adventure. Family-oriented, work from home environment. Welcome home-schooling families.

Oceanview 3BR Retreat |Steps to Long Bay Beach +AC

Wake up to the sound of the ocean and step straight onto the sand from your private beachfront home in Long Bay This spacious 3-bedroom retreat is perfect for families, couples, or small groups looking to unwind in one of Jamaica’s most peaceful and unspoiled coastal areas—far from the crowds of the resort towns. Enjoy the comfort of air-conditioned bedrooms, reliable power with a full backup generator, and the kind of natural beauty that makes Portland one of the island’s best-kept secrets

*Magical River Campsite in the Jungle*

Enjoy the sounds of nature when you stay in this unique place in the middle of the jungle next to the river. Your experience will be extraordinary..... We created this place for an unforgetable stay! You will have excess to an outdoor bathroom with a shower. The RiverCampside will come with a tent, a set of kitchen utilitys, fire grill, table+chairs, the river and alot of beauty around you! Come and just be! We also offer another 2 rooms for 4 person! Check out our other listings too!

Buff Bay Bliss – 2BR Getaway- AC & WIFI

Welcome to your home away from home in the heart of Buff Bay, Portland. This bright and spacious 2-bedroom Bliss is perfect for families, couples, or small groups seeking comfort and convenience. Enjoy a fully equipped kitchen, cozy living area, and modern amenities like AC and Wi-Fi. Step outside to a peaceful neighborhood just mins from G&B Jerk Center, Steadman River, and San Shy Beach. Here to relax or explore? Buff Bay Bliss offers the perfect base for ur Portland getaway.

Lorchris 1 Bedroom, Port Antonio, Jamaica

Stunning apartment features an airconditioned bedroom, 1 bathroom, fully equipped kitchen, high-speed WiFi, balcony with a scenic view, outdoor terrace with a barbecue area. On-site parking for easy access. You’ll be within walking distance of restaurants & grocery stores, and just 5-minute drive to the town center. Within minutes, you can visit some of Jamaica’s most iconic attractions - Frenchman’s Cove, Blue Lagoon, Boston Jerk and Rio Grande rafting are only minutes away.

Quiet Oasis in Mona

Cozy two-bedroom house located in Mona Heights, Kingston, Jamaica. Offering modern amenities such as smart lock, A/C, hot water, Wi-Fi, and cable TV. Two Queen size fitted with silky soft sheets and a warm quilt which is sure to give you a good night's rest. Your bedside alarm doubles as a Bluetooth speaker. All the windows and doors have burglar bars and a large sliding gate is fitted to give our guests access to secure parking.

Bird Bliss, Burlington Portland.

Enjoy a modern, cute and comfy apartment in the beautiful parish of Portland, known for its natural beauty, stunning beaches and lush vegetation. This property is located two minutes away from rafting on the Rio Grande. It is ideally located in close proximity to several of Portland’s most popular attractions such as Somerset Fall, Blue Lagoon, French Man’s Cove, Nanny of The Maroon Town and The Boston Jerk Center.