Waterfront vacation rentals in Portland

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

The Private Oasis in Portland - Coastal Serenity

Escape to the Private Oasis in Portland, Jamaica. We are serene ocean-view retreat perfect for families, couples, or solo travelers. We offer gated access, self-check-in, AC, Wi‑Fi, and a full kitchen. Relax on the patio, in the garden, or at gazebo, enjoy stunning sunrises, and explore nearby Long Bay, Boston Beach, and other local attractions. All guests are welcome to experience the beauty and tranquility of this peaceful Jamaican homestay. Designed for guests who value peace and privacy!

Katawud Village Campsite, Portland, Jamaica

The Katawud Village campsite/glampsite is located in the Maroon community of Ginger House in the Rio Grande Valley, Portland, in the Blue & John Crow Mountains UNESCO World Heritage Site - 35 minutes from Port Antonio. We have comfortable tents, sleeping bags, an open-air bamboo pavilion, river beach, rain/spring water pool, Maroon jerk fusion cuisine, bar, juicebar, farmers market, craft market, edutainment stage, playground, bathrooms, games, Wi-Fi, cable TV, charging ports, and parking.

Classic Caribbean style

A three-bedroom villa in the classic, gracious Jamaican Georgian style, all rooms facing the sea, in Jamaica's lushest parish. Step right out into the sea! For residents such as Errol Flynn and Sadruddin Aga Khan, and to innumerable film and magazine location scouts, Port Antonio has always been thought to be the most beautiful and unspoiled corner of the island, tucked away between the foothills of the Blue Mountains amidst lush, tropical vegetation, and the warm, crystalline Caribbean.

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 retreat 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.

*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!

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.

Skyview at Serendipity | Ocean & Mountain Views

Escape to paradise with our newly built Shyview suite. We are approximately two miles from the Portland, St. Thomas border. Nestled right by the water's edge, this suite offers an idyllic retreat that will rejuvenate your senses and soothe your soul. Private Terrace: Step onto your own private terrace with private sundeck, front and back verandas, full size grill,seating areas and hammocks. Feel the sea breeze against your skin as you soak in the sun's warm embrace.

Inn The Town - Room #7

Modern, newly renovated junior suite, within short walking distance to the heart of Port Antonio Town. The suite is located across the street from the sea and has a balcony beautiful views. Restaurants, banks, city center, supermarkets, town market, “Piggy’s Jerk Center” are within a short walking distance. No need for public transportation. The suite has A/C. Experience privacy, quietness as well as the vibe of the town/people, the best of both worlds.

Spacious, Oceanview One-Bedroom Getaway

The unit is on the 2nd story and you can see all the different blue and green hues of the ocean. The windows to the unit are huge- they let in the fresh ocean breeze and sunlight. Somerset Falls, a major attraction, is 5 minute walk away. Port Antonio is only a 20-minute drive away and has a rich culture, attractions and night-life. ** PLEASE READ HOUSE RULES FOR MORE INFORMATION. **

Ocean View Haven -Long Bay, Portland

Looking for the perfect getaway? Stay in our beautiful, two-bedroom beachfront apartment in the heart of Portland, Jamaica! Nestled just steps from the crystal-clear waters, this charming home offers the ultimate tropical retreat with stunning views and easy access to one of the island's most scenic beaches.