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House vacation rentals in Portland Parish

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Popular amenities for Portland Parish house rentals

House rentals with a pool

A vibrant shoreline is framed by lush greenery, revealing a serene view of azure waters meeting an emerald coastline. The sky features scattered clouds, enhancing the natural beauty of the landscape. The scene captures the tranquility of the Caribbean Sea and surrounding nature.
Home in San San
4.75 out of 5 average rating, 16 reviews

Star San Villa, Blue Lagoon Jamaica

OlivierRating, 5 stars2 months ago
Helena's place was perfect for our group of 6 adults and 3 children. We took the entire place, but realize we only needed the upstairs suite after all. Located directly across from the Blue Lagoon's new official entrance gate and centrally located in Portland Parish, everything is within reach. amazing views all around, but breakfast on the patio facing the ocean was hard to beat. Miss Joyce's cooking, however, was the real highlight of our stay. She and Trina did an amazing job making us feel welcome and shared their traditional cuisine. The groundskeeper, Jullian, was excellent at coordinating activities during our visit. We had a truly amazing stay at Star San and hoping to be back one day.
Guest favorite
A spacious outdoor area features a circular pool surrounded by a stone patio. Comfortable lounge chairs are positioned near the water. The villa's exterior displays large windows and a covered terrace, inviting moments of relaxation amidst lush greenery.
Home in Portland Parish
5 out of 5 average rating, 7 reviews

Spicy Hill Villa

DanaRating, 5 stars1 month ago
My family and I came for a two day stay. Staying here exceed my ourexpectations. the property was truly amazing. The staff (Denny, Keith, and Karen) were awesome and made you feel at home. They answered all of our questions and provided superb service. Denny's cooking was awesome! I also liked the fact that it was a short walk from Frenchman's cove beach and a short drive from Blue Lagoon and Boston beach. This stay was a 11 out of 10 and we will be back again. I highly recommend!
A quaint cottage is nestled in a verdant green landscape, surrounded by trees and rolling hills. The structure features a flat roof and a welcoming front door, with a mountain backdrop under a clear blue sky.
Home in Port Antonio
4.71 out of 5 average rating, 7 reviews

one bedroom cottage with pool

NicolasRating, 5 stars108 months ago
I had heard of Shotover Gardens before and had my eye on a visit for a long time, so I was pleased when my visit turned out to be just as lovely as I expected. Even though it was only a short stay, Derick was an excellent host with great communication and spot-on directions. I was only there for a one day stay, but I still found the time to enjoy the lovely lawns and the swimming pool. The road to get to Shotover is a little rough in some parts but a car can make it if you drive carefully and take your time. An SUV will have no problems at all. If you are in doubt, Derick's transport rate from Port Antonio is extremely reasonable and can be utilised.
A spacious outdoor area is presented, featuring a refreshing pool and sun loungers with neatly rolled towels. The ocean can be seen beyond, with lush greenery framing the scenery. Sunlight creates a bright atmosphere, highlighting the modern design and inviting seating arrangement.
Home in Rural Hill

Front Page Villa. Oceanfront Oasis

JoanRating, 5 stars2 months ago
The place was peaceful, private and beautiful. The view was breathtaking.I would definitely re-booked.
A spacious outdoor area features a swimming pool framed by scenic mountain views. Lounge chairs are positioned nearby, allowing for relaxation while enjoying the vistas. Surrounding greenery and distant hills contribute to the tranquil atmosphere of the setting.
Home in Kingston
4.64 out of 5 average rating, 11 reviews

The Marley's Elite Suite- 4br, 3 bth with Jacuzzi

MechelleRating, 5 stars3 months ago
The location was simply spectacular. All living spaces were spacious and clean. The lighting was amazing with views of the mountains on one side and Kingston downtown skyline on the other. The amenities were lovely and accessible. Having the restaurant located on the property was convenient for dining. Whenever we needed anything during our stay, the staff was always there to provide us with whatever we needed. The staff were friendly and helpful to us. Overall staying at Reggae Legends was enjoyable from start to finish. I would highly recommend this property for anyone who wants to experience first class service with a fantastic view.
A refreshing pool is framed by a spacious patio, featuring comfortable blue lounge chairs and potted plants. Two buildings with red roofs can be seen in the background, surrounded by lush greenery, offering a serene tropical setting.
Home in Port Antonio
4.22 out of 5 average rating, 9 reviews

$595 per night Sleeps 10 Luxury Sea View Estate

MarcusRating, 5 stars23 months ago
The open air floor plan was great ad the staff was attentive. Good value and the perfect spot for my elderly parents and young children to vacation together.
Superhost
Home in Kingston
4 out of 5 average rating, 7 reviews

Akwaaba 2 bed Paradise Suite

AlexandriaRating, 5 stars19 months ago
I was extremely skeptical about staying in an airbnb as I flew into JA on a last minute trip. First of all Kerris is an amazing host! He accommodated me in within a matter of 8-12 hours, that alone should tell you he is extremely attentive. The house is beautiful! The neighborhood is gorgeous! It is located in a gated community which is so reassuring given today’s times. The apartment is spacious, the neighbors are extremely respectful. It’s so quiet at night… the first night I was a little scared (lol I’m from NYC it’s literally NEVER QUIET) however it’s a peaceful quiet. Overall it was honestly an amazing stay I’d definitely rent again moving forward. Thanks Kerris & Team !
An inviting entrance is framed by a white, decorative gate leading to a well-maintained lawn. The property features a single-story building with a distinctive terracotta roof and manicured landscaping, complemented by flowering plants along the path.
Home in Kingston
4.87 out of 5 average rating, 23 reviews

The Cottage at Mona with rental car access

ShekeiaRating, 5 stars1 month ago
John's place is very private and peaceful. looks exactly as pictured. the neighbourhood is very quiet and peaceful. Very close to everything needed with transportation. the back yard is private & Nice to sit outside at any time of day or night under the covered patio. Thanks for having us John :)

Weekly house rentals

The cottage is nestled among lush tropical vegetation, featuring a unique A-frame architecture with a wooden balcony. Large windows allow natural light to enter, enhancing the inviting exterior that reflects the surrounding greenery.
Home in Content Gap
4.9 out of 5 average rating, 59 reviews

Blue Mountains: Misty Valley Cottage

SylvieRating, 5 stars7 months ago
This place is a must go to for anyone wanting to see the true beautiful and peaceful mountain of Jamaica. The house itself is full of Alison art pieces which are really stunning. All the essentials were there and even though the weather wasn’t the great we still had an amazing time as we felt right at home. Oh and let me not forget how amazing the tangerines are and made wonderful breakfast/afternoon juice!
A stunning sunset displays vibrant hues of orange and pink against a backdrop of soft gray clouds. Silhouetted trees and foliage frame the scene, enhancing the tranquil evening atmosphere.
Home in Port Antonio
4.6 out of 5 average rating, 5 reviews

Villa Antonio 1 Bedroom House Near The Town.

PeterRating, 5 stars4 months ago
My month-long stay at Jacqueline's place from January 11th to February 11th, 2025, was absolutely fantastic! From the moment I arrived, I felt welcomed and at home. Jacqueline is a truly exceptional host – warm, friendly, and incredibly helpful. She went above and beyond to ensure I had everything I needed, and even checked in periodically to see how my stay was going.Her kindness and hospitality was bar none. The property itself was exactly as described in the listing, and even better in person. It was clean, comfortable, and well-maintained. The kitchen was fully equipped, which was perfect. The location was ideal, close to public transport and within easy reach of the downtown markets and shopping centers. I highly recommend Jacqueline's place to anyone looking for a comfortable and enjoyable stay. Whether you're visiting for a short trip or a longer stay like mine, you won't be disappointed. Thank you, Jacqueline, for making my time so memorable!
A cozy living area features a green area rug, complemented by a sofa and armchairs. A wooden dining table accommodates four, and a television is mounted on the wall. Natural light filters through sheer curtains, enhancing the inviting ambiance.
Home in Port Antonio
4.53 out of 5 average rating, 17 reviews

.Neek's Caribbean Breeze Retreat

BrittanyRating, 5 stars3 weeks ago
An amazing experience from beginning to end! We arrived in Port Antonio after landing in Kingston and were welcomed by Donae and her property management, Mario and Allauny. As girls we felt safe right away as there were locks on all doors as well as the gate. The hosts were very kind and responsive to any needs we had! Including directions, fresh linens, and laundry assistance. The property was well kept, clean and safe. Everything was better in person! Prime location for shops, nightlife and beaches. One of us had never been to Port Antonio and our hosts went above and beyond to ensure we had an amazing time and saw everything Portland had to offer. Our hosts accompanied us or dropped us off based on our preference. We were able to see Shan Shay Beach, Frenchman’s Cove, Blue Lagoon, and more with their expert guidance! We had planned to stay only 5 days at Donae’s but ended up extending to a 14 day stay with them! We will 100% book again and would recommend this stay for everyone!
Guest favorite
The exterior of the guest house is presented, showcasing a two-story structure with an arched balcony and stairs leading to the entrance. Lush greenery surrounds the home, with vibrant plants in pots adding color to the scene. The ocean is visible in the distance, beneath a clear sky.
Home in Long Bay
5 out of 5 average rating, 12 reviews

DIAMOND IN THE RUFF GUEST HOUSE 4BD

DwierRating, 5 stars3 weeks ago
This last-minute reservation was made possible by Marline’s exceptional service, ensuring a memorable experience for my family and me. We highly recommend this establishment.
The exterior of a vibrant yellow house is visible, featuring several windows and a decorative front door framed by a small porch. Lush green plants are situated along the pathway, while a gravel area leads up to the entrance, enhancing the welcoming appearance of the home.
Home in Fairy Hill
4.67 out of 5 average rating, 6 reviews

Portland Dream Escape 876

ShanellRating, 5 stars1 month ago
Loved Dale’s place, the location was central to all the major attractions
Guest favorite
A welcoming living area features a plush teal sofa and a stylish wooden coffee table against a backdrop of large windows covered with sheer curtains. A wall-mounted television is positioned across from a comfortable armchair, creating an inviting space for relaxation.
Home in Kingston
4.76 out of 5 average rating, 34 reviews

Orchid Home

TiffanyRating, 5 stars1 month ago
This place was really awesome for our trip. The location was ideal for the university tour we came for and it was a really relaxing stay. we'll definitely book for our next trip back to Jamaica.
A wooden dining table is positioned in the center, featuring a simple vase with tropical foliage. A gray sofa with green accent pillows is visible against a striped wall. Natural light filters through sheer curtains, creating a bright and open atmosphere.
Home in Kingston
4.87 out of 5 average rating, 30 reviews

Beautiful 1-bedroom home. Peaceful and private.

DarenRating, 5 stars4 months ago
Kamali was an amazing host—attentive but not overbearing, always available if I needed any assistance. The place was exactly as described and in a nice, comfortable location. Plus, the unit was even more spacious than the photos suggested. Highly recommend!
A spacious living area features a brown leather couch adorned with blue and white decorative pillows. A marble coffee table sits in front, displaying decorative bowls. The background reveals a dining area with elegant wooden chairs and connects to a well-lit kitchen.
Home in St. Mary Parish
4.84 out of 5 average rating, 25 reviews

secure home One king bed one queenbed one sofa bed

JohnRating, 5 stars5 months ago
Desmond’s place was spotless and comfortable. Desmond was very responsive. Roads in Jamaica are very bad, (not Desmond’s fault), but we had to cut short our stay because driving times to sites we wanted to see were longer than expected. Desmond was very accommodating, and provided a refund in accordance with AirBnB policy.

Private house rentals

A two-story house features a white exterior with red roofing and a charming balcony. The front terrace is accessible by stairs, and a grey car is parked in the driveway. Lush greenery surrounds the property, contributing to the serene environment.
Home in Woodstock Housing scheme

Hidden Gem Emerald in Buff Bay Portland

TonieshaRating, 5 stars1 month ago
My stay was absolutely amazing! The space was spotless, well-maintained, and super comfortable, in a quiet, safe neighborhood that felt like home. The host was incredibly kind and thoughtful, welcoming me with fresh coconuts from the yard, bottled water, “cran wata,” and local snacks. A detailed guidebook made exploring a breeze. I loved the backyard filled with bush teas like fever grass, soursop, and cerasse. The Smart TV was Netflix-ready, AirPlay worked perfectly, and the Wi-Fi was fast. A/C, cozy bedding, and all essentials, kitchen gear, washer/dryer, blow dryer, toiletries, were provided. Can’t recommend this place enough and would definitely return. Bonus: if you visit in the right season, you might enjoy June plum and bananas from the yard!
The exterior of the property features a captivating stone wall with a modern wooden door and large windows that allow natural light into the living space. Lush greenery surrounds the entrance, creating a welcoming atmosphere in the front yard.
Home in Kingston
4.82 out of 5 average rating, 11 reviews

2 Karachi Too

IgnatiusRating, 5 stars1 month ago
Patricia’s place in Kingston was perfect! The apartment was spotless. It was clean, well-maintained, and exactly as described. The location couldn’t be better: safe, central, and close to everything I needed. Patricia was also an excellent host. She was super responsive and helpful throughout my stay. I couldn’t have asked for a better experience. Highly recommend to anyone visiting Kingston!
Top guest favorite
The entrance is highlighted by a white door featuring a decorative glass panel, which is opened to reveal a welcoming interior. A lush green plant frames the view, enhancing the entryway's fresh appearance. Light tiles cover the floor, contributing to a bright atmosphere.
Home in Kingston
4.92 out of 5 average rating, 12 reviews

Zizi L: central and cool flat in Kingston 6

KawainRating, 5 stars2 months ago
Always comfortable to stay here.
The exterior of the two-story building features a vibrant yellow façade and decorative white railing along the balcony. Large windows allow natural light to brighten the space, while colorful flowerbeds enhance the entrance area. A staircase leads to the second floor.
Home in Fairy Hill
4.83 out of 5 average rating, 6 reviews

Fairyhill Ocean View Estate

MariRating, 5 stars64 months ago
WOW is all i can think of. I’ve been traveling to Portland for three years and typically stay either in port Antonio or by San San and so glad we decided to go more into the community. EXTREMELY close to Boston beach, great huts and winfred beach super local experience the home is BEAUTIFUL, modern, spacious and secure. Verandas on both the front and back ample space to park. Rooftop views GORGEOUS. Kitchen was my second fave to the rooftop. Literally want to buy a home just like this in the community. Will stay here any chance i get ! Noels family was very kind to us as well.
A charming villa features a blend of traditional Jamaican architecture and natural surroundings. The building, set against a backdrop of lush greenery, offers white railings and multiple balconies. A wooden deck extends over clear turquoise waters, furnished with white outdoor seating.
Home in San San

Classic Caribbean style

MalaikaRating, 5 stars6 days ago
If I could give this place infinite stars ⭐️, I absolutely would. Kevin and Miss Myrtle, the incredible assistants who came with the home, made our vacation truly unforgettable. Miss Myrtle prepared the most delicious Jamaican dishes I’ve ever tasted, and Kevin was always available to help with anything we needed. The location was breathtaking. We kayaked on the Blue Lagoon every day, and I genuinely felt like I was in heaven. I hesitated to write this review because I’m afraid the secret will get out and the place won’t be available the next time we want to visit. But it would be selfish not to share such a special experience. I highly recommend this place for anyone with a family who wants to relax and escape the hustle and bustle of city life.
A sleeping area features a spacious bed with crisp white linens, complemented by light wooden accents on the walls. A textured rug is positioned on the dark wooden floor, and sheer curtains frame the windows, allowing natural light to enter. A wardrobe stands closed beside the door.
Home in Kingston
4.67 out of 5 average rating, 3 reviews

Black & Gold Stone Villa

MichalRating, 5 stars5 months ago
The accommodation is located in a beautiful place, but it is not easily accessible. We made it by car as we didn't have an SUV, but the road to the accommodation is really bad. The place is beautiful, so is the accommodation. You even have a personal waterfall at your disposal 🙂 . Staff very nice and helpful, nothing to complain about.
A panoramic view captures the lush green landscape alongside the vibrant hues of a sunset over Kingston. The horizon features a blend of oranges and yellows, contrasting the darker clouds, while the sprawling cityscape extends below, illuminated by the fading light.
Home in Kingston
5 out of 5 average rating, 4 reviews

Moon Hill Penthouse

RachaelRating, 5 stars3 months ago
Moon Hill far exceeded expectations. Beautiful view, safe and friendly host. Ideal location and plenty of privacy. I look forward to returning.
An exterior view of the villa showcases a sunny yellow facade with arched window grilles. The space features a large paved area, suitable for parking, and a cozy seating area is presented behind the grilles, providing a glimpse of greenery and a relaxing environment.
Home in Kingston
5 out of 5 average rating, 3 reviews

The Villa at Strawberry Hill

JedRating, 5 stars4 months ago
We had a quick but amazing stay at Abigail's Strawberry Hill Villa. Both her and Winston were very attentive to communicate throughout the entire booking from start to finish. Upon arrival we were greeted by Winston and he even helped to arrange a nearby dinner reservation for us. The restaurant at Strawberry Hill Spa is a short walk away and has great food and amazing views of Kingston. The house was clean and each bed has its own bath. Thank you so much, will love to return next time in the area!

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