Villa vacation rentals in Portland Parish

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Top-rated villa rentals in Portland Parish

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Superhost

A beachfront view of Coconut Isle Villa is displayed, showcasing a rustic structure surrounded by lush greenery. Soft waves lap at the sandy shore, and palm trees gently sway in the breeze under a clear blue sky with white clouds.

Villa in Fair Prospect

4.73 out of 5 average rating, 33 reviews

Breathtaking Beach Front Gem Where Healing Begins

Coconut Isle Villa is a rustic, rural beach front retreat set in lush Long Bay Portland, Jamaica's most beautiful Parish! Our guests become family and regularly return to this magical paradise. Let time slip away as you sip fresh coconut water on our beachfront patio. Coconut Isle is where stress ends and healing begins. This is the world renowned "Uncle Ted's" place recently listed on Airbnb. We are offering this discounted pricing until we upgrade the property for our Grand Reopening in 2025!

Guest favorite

The serene pool area is illuminated with a soft blue glow at night, reflecting off the water's surface. Surrounding the pool are beautifully designed outdoor spaces with lush greenery and an inviting ambiance.

Villa in St. Andrew Parish

5 out of 5 average rating, 8 reviews

Riverhouse Villa 5bed 4bath (Private Pool & River)

Discover RiverHouse in Maryland, Kingston, just a 15-minute drive from central Kingston. This luxury rustic retreat, nestled in the Blue Mountains, with four bedrooms, three bathrooms, a private pool, and two decks with river views. Surrounded by lush gardens and embraced by a winding river, it's a perfect blend of opulence and nature. Experience Caribbean living at its finest in this harmonious escape, where every moment celebrates comfort and the authentic beauty of Jamaica's Blue Mountains.

Guest favorite

A vibrant rainbow arches across a cloudy sky, contrasting with the lush greenery of the surrounding landscape. Various trees and plants can be seen throughout the area, creating a rich, natural setting that invites exploration.

Villa in Long Bay

4.93 out of 5 average rating, 54 reviews

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!

Guest favorite

An outdoor seating area features three chairs and a central fire pit, surrounded by colorful flower beds and lush greenery. Expansive views of the mountains and the Caribbean Sea stretch into the distance under a clear blue sky.

Villa in Kingston

5 out of 5 average rating, 24 reviews

Stepping Stones Villa, Blue Mountains, Jamaica

Stepping Stones is an inviting 5-bedroom, 5-bathroom home in the enchanting neighborhood of Greenwich, approx. 4,000 feet up in Jamaica’s famed Blue Mountains - a UNESCO World Heritage Site and home to one of the world’s finest coffee growing areas. Steeped in history, and nestled among spectacular gardens, this heavenly retreat will inspire the soul and leave you feeling rejuvenated. With views over Kingston, the Caribbean Sea and the mountains, come and enjoy the peace and tranquility.

Guest favorite

The suite features elegant marble flooring that reflects natural light. A comfortable seating area is visible, leading to large glass doors that open onto a private balcony with views of the sea. Soft drapes frame the entrance to the balcony, enhancing the airy feel.

Villa in Port Antonio

4.77 out of 5 average rating, 30 reviews

Inn The Town - Room#9

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, and access to a washer and dryer. Experience privacy, quietness as well as the vibe of the town/people, the best of both worlds.

A cozy sleeping area features a spacious bed dressed in crisp white linens with a vibrant red accent. Floral curtains diffuse natural light, while a decorative lamp and a small side table complement the inviting ambiance. A fan is positioned nearby for comfort.

Villa in Fair Prospect

4.67 out of 5 average rating, 3 reviews

Spacious 3bedroom Villa

Take it easy at this unique and tranquil getaway.Lots of out door spaces to enjoy. Soak up the sun in our outdoor gardens and patios.Great for groups, workshops, retreats and more.Centrally located and close to three popular beaches, restaurants, supermarket, pubs and churches. For extra charges by appointment, you can receive a deep tissue massage by licensed massage therapist, Meditation and Yoga classes ,and a chef to help you fire up the grill or cater to your group. ,

Superhost

The vibrant blue exterior of the villa features several balconies and arched windows, surrounded by lush tropical landscaping. Palm fronds create a natural frame for the building, and a clear blue sky enhances the inviting atmosphere of this beachfront property.

Villa in Muirton

5 out of 5 average rating, 5 reviews

Skyview Suite at Serendipity Beachfront property

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.

Villa in Port Antonio

5 out of 5 average rating, 6 reviews

5 bedroom Villa with pool & sea view

Get private access to our 2-floor front villa with 5 bedrooms. The house includes a fully equipped kitchen, living room, sea view terrace and dining area in and outdoors. All rooms have AC and fans. 4 of 5 rooms have a TV with Netflix. The guests also have access to the Swimming Pool, Gym with table tennis and Garden area. The Villa is 5 min walk from the public beach and 10 min walk from Frenchman's Cove.

Guest favorite

A stylish bedroom features a large bed dressed in a bold black and white patterned duvet. Two cheerful yellow geometric shelves are affixed to the wall, adorned with small green plants. The eye-catching headboard in a yellow arc adds a modern flair to the space.

Villa in Port Antonio

4.86 out of 5 average rating, 37 reviews

PineVill9 Di Cozy Villa. Free Wi-Fi & Parking

This 1 bedroom Villa has its own Bathroom and Kitchen. Located in Port Antonio, a 6-minute walk from town center. PineVill9 provides accommodations with free WiFi and free private parking. This Villa is equipped with a seating area, a private shower and a hairdryer. Guest rooms have a flat-screen smart TV, air conditioning, and a terrace. Room includes fresh linens and fluffy towels.

Villa in Port Antonio

4.92 out of 5 average rating, 26 reviews

Entire Villa at Harmony Heights

Enjoy the highest view of Boston Bay at our spacious, bright and breezy villa. The property, surrounded by unharmed bird habitat, features a panoramic view of the ocean and mountains, and is just minutes from world renowned beaches such as Blue Lagoon and Frenchman's Cove, as well as restaurants and nightlife at Boston Bay.