
Guesthouse vacation rentals in Portland Parish
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Top-rated guesthouse rentals in Portland Parish
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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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 reviewsSearch-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 reviewsSearch-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

Private room in Fairy Hill
4.67 out of 5 average rating, 13 reviewsRoom#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 reviewsSearch-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 reviewsFAMILY ROOM, Single, Double or Triple, Shared Bath
SyfalRating, 5 stars5 months ago
Thanks for the welcoming and experience of a guest house 🙏🏽

Private room in Port Antonio
4.58 out of 5 average rating, 95 reviewsRastaman 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

Private room in Fairy Hill
4.57 out of 5 average rating, 7 reviewsCozy 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

Private room in Port Antonio
4 out of 5 average rating, 8 reviewsnature 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

Private room in Gordon Town
4.92 out of 5 average rating, 13 reviewsQueen 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 reviewsLionfish, 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 reviewsKuzi 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

Guesthouse in Kingston
4.95 out of 5 average rating, 142 reviewsOrchid 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

Guesthouse in Old Harbour
5 out of 5 average rating, 8 reviewsThe 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

Private room in Kingston
4.62 out of 5 average rating, 45 reviewsLovable 1 bedroom in Manor Park area
AgnesRating, 5 stars1 month ago
Great as always! Have stayed many times and it’s always nice

Guesthouse in Kingston
4.38 out of 5 average rating, 8 reviewsHome 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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