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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

Private room in Drapers
4.78 out of 5 average rating, 72 reviews

Search-Me-Heart - China Rose

CatarinaRating, 5 stars2 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 😊
Private room in Drapers
4.83 out of 5 average rating, 12 reviews

Search-Me-Heart Kiss me Over the Garden

SergiiRating, 5 stars11 months ago
Really enjoyed staying at Rosanna’s place. It’s in close proximity to all Portland attractions in the heart of vibrant community. Vinyl Sunday across the street was absolutely fun. The place itself was sparkling clean, hot shower worked great, beautiful garden with the delicious mangoes we got to enjoy for breakfast. We’ll be back!
Superhost
A spacious outdoor balcony area is featured, with a tiled surface and elegant arched doorways. Several white lounge chairs and a glass-top table are arranged for seating. Lush greenery and distant hills provide a scenic backdrop, enhancing the relaxing vibe of the space.
Private room in Fairy Hill
4.67 out of 5 average rating, 13 reviews

Room#D Cozy Family Inn

VivienRating, 5 stars1 month ago
Vincent is probably the kindest person in Jamaica. He makes you feel very at home. Thanks for all the tips!
Private room in Drapers
4.76 out of 5 average rating, 17 reviews

Search-Me-Heart - Shame me darling

Zhiizhii (Judith)Rating, 5 stars2 months ago
Its my second time staying here and I felt right at home the minute I arrived and wandered around in the village. Super clean room and common spaces, peaceful garden, safe, cute resident cat, and close to so many natural attractions. Loud reggae music some evenings is an authentic cultural feature we get to experience here so just use earplugs if you need to sleep. Excellent value and great for folks who want simplicity and to get away from all-inclusive resorts.
Private room in Port Antonio
4.8 out of 5 average rating, 41 reviews

FAMILY ROOM, Single, Double or Triple, Shared Bath

SyfalRating, 5 stars5 months ago
Thanks for the welcoming and experience of a guest house 🙏🏽
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, 95 reviews

Rastaman Rev's Garden House room #1

LeoRating, 5 stars1 month ago
We had a great time wid the Rastaman, nicely located and very good price.
Superhost
A spacious balcony area features a tiled floor and is bordered by white railings. Four white lounge chairs are arranged around a glass-top table, offering a pleasant space for relaxation. Lush greenery and distant hills can be seen beyond the railing.
Private room in Fairy Hill
4.57 out of 5 average rating, 7 reviews

Cozy Family Inn: Private Room & Bathroom

MarikeRating, 5 stars1 month ago
Very nice stay at Vincent's! Beautiful view from the balcony, quiet and we slept very well. The kitchen is large, generally there is plenty of space if you should come with the whole family. We would definitely stay there again! Frenchman Cove is fantastic and Winnifred Beach is within walking distance.

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 stars12 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.
Guest favorite
A hanging wicker chair is positioned in a shaded outdoor area, surrounded by lush greenery. Sunlight filters through a grid-patterned screen, creating an interplay of light and shadow on the wooden floor. The tranquil setting offers a serene escape into nature.
Private room in Gordon Town
4.92 out of 5 average rating, 13 reviews

Queen Private-Gordon Town Kotch

DarienRating, 5 stars2 months ago
It was ideal for the a getaway. Space is cozy and homely equipped with all the necessities for a good stay.
Guest favorite
Guesthouse in Port Antonio
4.86 out of 5 average rating, 22 reviews

Lionfish, Searenity Cottages

ToriRating, 5 stars2 weeks ago
What a privilege it was to stay at Searenity. A beautiful place with the most incredible views. The room was so comfortable, clean and tastefully decorated. Loved the outdoor kitchen too. David and stefanie were great hosts and the checkin/check out process was super easy. Can’t fault this place and can’t wait to come back
Guesthouse in Buff Bay
3.33 out of 5 average rating, 3 reviews

Kuzi Blue Mountain Cabin

TanjaRating, 5 stars2 months ago
The place in the Mountains is so very beautiful and there are many nice nature spots to visit close by. The terrasse and the view are wonderful. And Buju the guy that takes care of the place and the guests is very helpful and definitly the nicest jamaican I met on my trip. I would recommend to buy food in Kingston before comming here, because the shops do not have much.

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, 142 reviews

Orchid Cottage

JoanneRating, 5 stars1 month ago
A beautiful and classy setting. Betty is enjoyable to talk to. A gorgeous way to wake up in the morning with the clean pool, orchids, birds singing, cute little dogs, and Betty’s company. Great value for the price! I felt honoured to be there. Joanne and Alexander, Vancouver, Canada
Top guest favorite
A modern kitchen is equipped with stainless steel appliances, including a microwave and a large refrigerator. A sleek countertop with bar seating and a stylish stovetop complements the cabinetry. Natural light filters through a window with a soft gray valance, enhancing a functional cooking space.
Guesthouse in Old Harbour
5 out of 5 average rating, 8 reviews

The Chateau Guesthouse- Old Harbour

RupertiaRating, 5 stars3 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 stars1 month ago
Great as always! Have stayed many times and it’s always nice
A vibrant tree is shown with large, lush green leaves against a clear blue sky. The trunk is sturdy, supporting a canopy of foliage, creating a natural and refreshing atmosphere in the surroundings.
Guesthouse in Kingston
4.38 out of 5 average rating, 8 reviews

Home Away From Home : Peace & tranquility

J. RenaRating, 5 stars21 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

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