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Guesthouse vacation rentals in Portland Parish

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Portland Parish guesthouse rentals

Family-friendly guest house rentals

The exterior of Search-Me-Heart is surrounded by lush greenery and vibrant flowers, with a welcoming sign prominently displayed. The property features a white facade under a clear blue sky, contributing to the tropical garden setting.
Private room in Drapers
4.78 out of 5 average rating, 72 reviews

Search-Me-Heart - China Rose

CatarinaRating, 5 stars4 months ago
We had a wonderful time at this guesthouse! The location is great, within walking distance of Frenchman’s cove and very close to Port Antonio. People around are friendly and very helpful. The room was very clean and tidy and we were free to use the amenities as we needed. Oneil was an incredible host and made our stay at Search-Me-heart a pleasure! When we comeback to Portland, we will comeback to this house 😊
The exterior of the apartment is characterized by vibrant orange walls and decorative white wrought iron grilles. A yellow decorative railing adds contrast above a stone pathway leading to the entrance. Windows showcase ample natural light, creating an inviting appearance.
Guesthouse in Port Antonio
3.67 out of 5 average rating, 3 reviews

The Nest Guest House

MarcusRating, 5 stars78 months ago
I hada wonderful time at Charlene's place. I had everything I needed at the place. It was just less than 5 minutes away from world famous Boston Jerk and other restaurants with great jerk. And less than 10 mins sway from Blue Lagoon. I would stay again. Big up
Superhost
A two-story building with a white exterior is accented by peach trim. The front terrace features decorative railings. Lush greenery and palm trees frame the property, while a rustic stone wall borders the landscaped yard, enhancing the welcoming ambiance.
Private room in Fairy Hill
4.67 out of 5 average rating, 13 reviews

Room#D Cozy Family Inn

VivienRating, 5 stars3 months ago
Vincent is probably the kindest person in Jamaica. He makes you feel very at home. Thanks for all the tips!
A well-maintained pathway, flanked by lush greenery and vibrant flowers, leads to the entrance of the cottage. The entrance is framed by tropical plants, enhancing the welcoming atmosphere. A small sign is visible near the entrance, identifying the residence.
Guesthouse in Kingston

The Main Room at Kingston Cottage

DianaRating, 5 stars104 months ago
Fleur's guest cottage is extremely spacious and comfortable. The wifi worked very well and the accommodation is very clean and well maintained. An ideal location for any people visiting the Hospital of the West Indies, as you could not be any closer. The cottage is very secure and in the most beautiful grounds. Fleur's garden is beautiful with some of the most exquisite orchids, full of bird life. Very helpful staff.
Guest favorite
A clear mountain river flows gently among smooth, rounded rocks and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Surrounding trees and foliage provide a natural frame, enhancing the secluded feel of this tranquil spot.
Private room in Hope Bay
4.84 out of 5 average rating, 100 reviews

Eco-Retreat Right By The River!

KimberleyRating, 5 stars2 months ago
peacful and accomodating . Sir Landi had lots of information to share . Miss Rosie was very accommodating.Very versitle in her cooking skills I enjoyed my stay sure will visit again. Thanks
A tranquil outdoor area features a swimming pool surrounded by lounge chairs and vibrant flowers. In the background, a villa with two stories and a veranda is visible. Lush greenery and palm trees create a natural backdrop under a bright blue sky.
Private room in Port Antonio
4.69 out of 5 average rating, 42 reviews

Queen Bedroom - Garden view

HazrathRating, 5 stars3 months ago
It was a lovely, place with an awesome view of blue lagoon and the ocean. The location is ideal for some peace and quiet
A sunny outdoor area is highlighted by a sparkling swimming pool surrounded by lounge chairs. Lush greenery and vibrant flowers are present, with palm trees adding to the tropical ambiance. The villa's structure is visible in the background under a clear blue sky.
Private room in Port Antonio
4.7 out of 5 average rating, 50 reviews

King-Size bedroom - 10 min walk Frenchman's Cove

EvelynRating, 5 stars5 months ago
Best place to stay! We were so comfortable there and felt right at home. Staff was incredibly kind and Stefano was the best host. Can’t wait to go back! Thank you, Stefano!!
The room features two beds, one larger with colorful striped bedding and another smaller with patterned covers. A fan is positioned nearby for air circulation. Light casts soft shadows through a partially covered window, with warm-toned curtains adding a touch of color.
Private room in Port Antonio
4.58 out of 5 average rating, 97 reviews

Rastaman Rev's Garden House room #1

LeoRating, 5 stars2 months ago
We had a great time wid the Rastaman, nicely located and very good price.

Guest house rentals with a patio

A sleeping area is featured with a patterned bedspread layered over a spacious bed. Decorative pillows add a touch of color. A small table is positioned beside the bed, and light filters through a window adorned with floral curtains.
Private room in Port Antonio
4 out of 5 average rating, 8 reviews

nature twin room

SusanRating, 5 stars14 months ago
The Nature Guest House was great. Free breakfast was provided the 1st morning after arrival, the breakfast was great. The Nature Twin Rooms were great. The Mountain View was great. The service through out the entire stay was good. Every thing was excellent. I am recommending family and friends to stay at the Nature Guest House. I am returning to the Nature Guest House, next Year. Brilliant.
A charming home is nestled among lush greenery, featuring a colorful exterior with red, yellow, and green accents. Sturdy steps lead up to the entrance, which is framed by tropical plants and an inviting porch area with wooden furniture.
Private room in Fair Prospect

Rooms at Rasta Villa

BenjaminRating, 5 stars4 months ago
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Guest favorite
A cozy bedroom features a spacious bed adorned with a striped blanket. Natural light filters through the open wooden doors, which reveal a lush green view outside. A nightstand is positioned beside the bed, contributing to the serene atmosphere.
Private room in Gordon Town
4.94 out of 5 average rating, 18 reviews

Queen Private-Gordon Town Kotch

SkylerRating, 5 stars3 weeks ago
Gordon town Kotch is a real gem tucked in the hills not too far from Papine. This lodging finds itself right by a stream and stunning nature. Listening to the stream before falling asleep and right as I woke up in the morning added to this cool charming place. William, the host, was very kind and easy to communicate with. I wanted to mention the home keeper named Dexter who was an absolute gentleman. Dexter was taking care of the place while William wasn’t around and he had the coolest stories and vibes. He knows the area well and can show you around. My favorite place that I stayed in during my visit to Jamaica.
Guest favorite
A spacious sleeping area features a plush bed draped in a white quilt, overlooking expansive glass doors that frame breathtaking views of the Blue Mountains. A dining table and chairs are visible on the balcony, inviting moments of relaxation and connection with nature.
Guesthouse in Port Antonio
4.9 out of 5 average rating, 31 reviews

Lionfish, Searenity Cottages

NadeenRating, 5 stars1 day ago
Searenity is the perfect name for this location. Peaceful, quiet, relaxing is a few words to describe the ambiance...the views of the mountains and ocean was breathtaking, the property was loved and surrounded by lush fruit trees. My favorite part was watching the sunrise and sunset daily. It was very close to the town with unlimited options for food and entertainment. I will definitely be visiting again!
Guest favorite
The room features two twin beds dressed in white linens, separated by a round table with a lamp. A patterned area rug lies on the floor, and light filters through window coverings. Decorative elements include framed artwork and a tall green plant.
Guesthouse in Fairy Hill
5 out of 5 average rating, 10 reviews

Kuzi Twin Room on Winifred Beach Road

ThomasRating, 5 stars3 months ago
very heartly welcome the place is full of energy very comfortable bed just a little walk away from the beach
The serene coastline is depicted, showcasing clear blue waters gently lapping against a rocky shore. Fragrant greenery frames the scene, while a branch extends over the water. Sunlight reflects off the surface, creating a natural, tranquil environment.
Private room in Burlington

little treehouse at barracuda beach

PerrineRating, 5 stars3 months ago
Great experience in the treehouse! The ability to sleep in a hammock or tent in the cabin but be able to take refuge in a hard room in case of rain is really great! The sea view in the early morning is exceptional! The hosts are very nice, this atypical accommodation is worthwhile!
A charming entryway is framed by a decorative metal gate, leading to a colorful house with wooden accents. Lush greenery and tropical plants surround the path, enhancing the welcoming appearance of the home. Sunlight illuminates the exterior, highlighting the intricate window designs and porch area.
Guesthouse in Port Antonio

Mesmerize Guest House

A serene river flows gently through a lush landscape, framed by dense greenery. The water glistens as it meanders over rounded stones, surrounded by vibrant plants and trees. Natural light filters through the foliage, creating a peaceful atmosphere in the natural setting.
Private room in St. Mary Parish

Jamaica Nature Kitchen Freelance

Guest house rentals with a washer and dryer

Top guest favorite
Lush greenery envelops a serene outdoor area featuring a swimming pool. Various tropical plants and trees surround the space, providing natural shade. A few lounge chairs are positioned nearby, inviting relaxation in the tranquil garden atmosphere.
Guesthouse in Kingston
4.95 out of 5 average rating, 146 reviews

Orchid Cottage

AkeemRating, 5 stars2 weeks ago
Would definitely stay again. This is a hidden gem. With its greenery and beautiful potting of plants, you'd think you're nestled somewhere in the countryside. Orchid cottage was peaceful, quiet, and felt right at home. If you're looking to get away for a few days, I'd definitely recommend it. My partner absolutely loved this place. Betty was so welcoming and warm. She was easy to talk to, and any questions asked, she was happy to answer. We enjoyed the fruits she gave. The upkeep of the place was well done. Especially in the oncoming heat of summer, the pool will come in handy. Great place to spend time and relax.
A tranquil pool area features a curved pool surrounded by lush greenery and palm trees. Comfortable lounge chairs are positioned on the stone patio, inviting relaxation. A charming cottage with arched windows is seen in the background, complementing the serene outdoor setting.
Guesthouse in Kingston

Escape Place

StephenRating, 5 stars25 months ago
Place was very clean and looked even better in person. Very peaceful neighborhood.
A kitchenette features elegant white cabinetry and a granite countertop with a built-in sink. A microwave is placed on a shelf above the counter, while a bar stool provides seating. Soft yellow walls contribute to a bright and welcoming ambiance.
Private room in Kingston

Luxury Casita

PeterRating, 5 stars21 months ago
Great experience staying with Vanceta. It was a secure and peaceful experience yet one was well connected within Kingston which made navigation easy. The room was lovely, clean, and very secure. I felt right at home!
Top guest favorite
A warm, golden waffle is topped with a generous serving of scrambled eggs, green bell peppers, and diced onions. A drizzle of orange sauce adds a pop of color across the dish, creating a visually appealing breakfast option.
Guesthouse in Old Harbour
5 out of 5 average rating, 8 reviews

The Chateau Guesthouse- Old Harbour

RupertiaRating, 5 stars5 months ago
Shadae was an exceptional host! She and Michael were incredibly welcoming, making us feel right at home. The Airbnb was spotless and well-maintained, exceeding our expectations. I highly recommend staying here and would definitely return!
Superhost
A serene courtyard is framed by lush greenery, featuring a smooth path of stone pavers leading towards a glass door. Various fruit trees and large tropical plants accentuate the natural setting, while a charcoal grill is positioned nearby on the gravel area.
Private room in Kingston
4.62 out of 5 average rating, 45 reviews

Lovable 1 bedroom in Manor Park area

AgnesRating, 5 stars3 months ago
Great as always! Have stayed many times and it’s always nice
A modern kitchen features a dark cabinetry set against white walls. The countertop is equipped with a microwave, kettle, blender, and coffee maker. Cookware and utensils are neatly arranged, with an electric cooktop and oven visible. Soft natural light enters through a window.
Private room in Ocho Rios
4 out of 5 average rating, 4 reviews

Bonham Manor

QuintonRating, 5 stars4 weeks ago
Highly RECOMMENDED... WHY HAVEN'T YOU BOOKED YET?? I cannot say enough good things about Carla and her place. I'll start with Carla, she is a dream. she is extremely pleasant, helpful, she had the best communication, she gave us good directions and recommendations. Carlas place is very special, close to tons of food and grocery stores, cleaner than a hospital, she cooked for me one night, picked up a drink from the store... I mean she went above and beyond to make sure my stay was perfect and to be honest staying at Carlas place added to my happiness and security. I will be coming back...
Gentle waves lap against a sandy shore, while a figure stands in shallow water, enjoying the subtropical climate. A large cruise ship is visible in the distance, gliding across a clear blue sky that meets the vibrant sea.
Guesthouse in Kingston
4.38 out of 5 average rating, 8 reviews

Home Away From Home : Peace & tranquility

J. RenaRating, 5 stars23 months ago
Veronica and Shawn are good people! They are friendly and caring. They took me in after missing my flight at the the last minute late night. The beds are comfortable the ac worked and the wifi was strong. We felt safe and at home. The dogs are adorable and friendly. Ask Shawn to take you for late night food....you will thank me later. This was an authentic Jamaican experience. I would recommend and I would stay again. Blessings, Rena
The elegant two-story Villa Blanca is presented with cream-colored walls and intricate decorative railings. A spacious wraparound balcony is visible, offering inviting outdoor space. Lush greenery surrounds the property, while the secure iron gate frames the entrance, enhancing the home's appeal in a quiet neighborhood.
Guesthouse in Old Harbour

Villa Blanca

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